Add configurable WeChat merge windows and clean debug logs

Remove redundant serde defaults from optional fields
fix: remove logs
2026-08-25 14:53:34 +00:00 · 2026-03-27 19:04:15 +08:00 · 2026-03-27 15:28:41 +08:00 · 2026-03-27 15:19:27 +08:00 · 2026-03-27 15:10:59 +08:00 · 2026-03-27 14:47:11 +08:00
182 changed files with 20485 additions and 2967 deletions
@@ -12,6 +12,7 @@ jobs:
  tests:
    name: Tests (${{ matrix.name }})
    runs-on: ubuntu-latest
+    timeout-minutes: 45
    strategy:
      fail-fast: false
      matrix:
@@ -40,11 +41,14 @@ jobs:
      - name: Build WASM channels (for integration tests)
        run: ./scripts/build-wasm-extensions.sh --channels
      - name: Run Tests
-        run: cargo test ${{ matrix.flags }} -- --nocapture
+        run: |
+          timeout --signal=INT --kill-after=30s 40m \
+            cargo test ${{ matrix.flags }} -- --nocapture

  heavy-integration-tests:
    name: Heavy Integration Tests
    runs-on: ubuntu-latest
+    timeout-minutes: 20
    steps:
      - name: Checkout repository
        uses: actions/checkout@v6
@@ -58,9 +62,13 @@ jobs:
      - name: Build Telegram WASM channel
        run: cargo build --manifest-path channels-src/telegram/Cargo.toml --target wasm32-wasip2 --release
      - name: Run thread scheduling integration tests
-        run: cargo test --no-default-features --features libsql,integration --test e2e_thread_scheduling -- --nocapture
+        run: |
+          timeout --signal=INT --kill-after=30s 15m \
+            cargo test --no-default-features --features libsql,integration --test e2e_thread_scheduling -- --nocapture
      - name: Run Telegram thread-scope regression test
-        run: cargo test --features integration --test telegram_auth_integration test_private_messages_use_chat_id_as_thread_scope -- --exact
+        run: |
+          timeout --signal=INT --kill-after=30s 10m \
+            cargo test --features integration --test telegram_auth_integration test_private_messages_use_chat_id_as_thread_scope -- --exact

  telegram-tests:
    name: Telegram Channel Tests
@@ -68,6 +76,7 @@ jobs:
      github.event_name != 'pull_request' ||
      github.base_ref != 'staging'
    runs-on: ubuntu-latest
+    timeout-minutes: 15
    steps:
      - name: Checkout repository
        uses: actions/checkout@v6
@@ -75,7 +84,9 @@ jobs:
        uses: dtolnay/rust-toolchain@stable
      - uses: Swatinem/rust-cache@v2
      - name: Run Telegram Channel Tests
-        run: cargo test --manifest-path channels-src/telegram/Cargo.toml -- --nocapture
+        run: |
+          timeout --signal=INT --kill-after=30s 10m \
+            cargo test --manifest-path channels-src/telegram/Cargo.toml -- --nocapture

  windows-build:
    name: Windows Build (${{ matrix.name }})
@@ -110,6 +121,7 @@ jobs:
      github.event_name != 'pull_request' ||
      github.base_ref != 'staging'
    runs-on: ubuntu-latest
+    timeout-minutes: 30
    steps:
      - name: Checkout repository
        uses: actions/checkout@v6
@@ -125,7 +137,9 @@ jobs:
      - name: Build all WASM extensions against current WIT
        run: ./scripts/build-wasm-extensions.sh
      - name: Instantiation test (host linker compatibility)
-        run: cargo test --all-features wit_compat -- --nocapture
+        run: |
+          timeout --signal=INT --kill-after=30s 20m \
+            cargo test --all-features wit_compat -- --nocapture

  bench-compile:
    name: Benchmark Compilation
@@ -7,6 +7,138 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0

 ## [Unreleased]

+## [0.22.0](https://github.com/nearai/ironclaw/compare/ironclaw-v0.21.0...ironclaw-v0.22.0) - 2026-03-25
+
+### Added
+
+- *(agent)* thread per-tool reasoning through provider, session, and all surfaces ([#1513](https://github.com/nearai/ironclaw/pull/1513))
+- *(cli)* show credential auth status in tool info ([#1572](https://github.com/nearai/ironclaw/pull/1572))
+- multi-tenant auth with per-user workspace isolation ([#1118](https://github.com/nearai/ironclaw/pull/1118))
+- *(cli)* add ironclaw models subcommands (list/status/set/set-provider) ([#1043](https://github.com/nearai/ironclaw/pull/1043))
+- *(workspace)* multi-scope workspace reads ([#1117](https://github.com/nearai/ironclaw/pull/1117))
+- *(ux)* complete UX overhaul — design system, onboarding, web polish ([#1277](https://github.com/nearai/ironclaw/pull/1277))
+- *(gemini_oauth)* full Gemini CLI OAuth integration with Cloud Code API ([#1356](https://github.com/nearai/ironclaw/pull/1356))
+- *(shell)* add Low/Medium/High risk levels for graduated command approval (closes #172) ([#368](https://github.com/nearai/ironclaw/pull/368))
+- *(agent)* queue and merge messages during active turns ([#1412](https://github.com/nearai/ironclaw/pull/1412))
+- *(cli)* add `ironclaw hooks list` subcommand ([#1023](https://github.com/nearai/ironclaw/pull/1023))
+- *(extensions)* support text setup fields in web configure modal ([#496](https://github.com/nearai/ironclaw/pull/496))
+- *(llm)* add GitHub Copilot as LLM provider ([#1512](https://github.com/nearai/ironclaw/pull/1512))
+- *(workspace)* layered memory with sensitivity-based privacy redirect ([#1112](https://github.com/nearai/ironclaw/pull/1112))
+- *(webhooks)* add public webhook trigger endpoint for routines ([#736](https://github.com/nearai/ironclaw/pull/736))
+- *(llm)* Add OpenAI Codex (ChatGPT subscription) as LLM provider ([#1461](https://github.com/nearai/ironclaw/pull/1461))
+- *(web)* add light theme with dark/light/system toggle ([#1457](https://github.com/nearai/ironclaw/pull/1457))
+- *(agent)* activate stuck_threshold for time-based stuck job detection ([#1234](https://github.com/nearai/ironclaw/pull/1234))
+- chat onboarding and routine advisor ([#927](https://github.com/nearai/ironclaw/pull/927))
+
+### Fixed
+
+- ensure LLM calls always end with user message (closes #763) ([#1259](https://github.com/nearai/ironclaw/pull/1259))
+- restore owner-scoped gateway startup ([#1625](https://github.com/nearai/ironclaw/pull/1625))
+- remove stale stream_token gate from channel-relay activation ([#1623](https://github.com/nearai/ironclaw/pull/1623))
+- *(agent)* case-insensitive channel match and user_id filter for event triggers ([#1211](https://github.com/nearai/ironclaw/pull/1211))
+- *(routines)* normalize status display across web and CLI ([#1469](https://github.com/nearai/ironclaw/pull/1469))
+- *(tunnel)* managed tunnels target wrong port and die from SIGPIPE ([#1093](https://github.com/nearai/ironclaw/pull/1093))
+- *(agent)* persist /model selection to .env, TOML, and DB ([#1581](https://github.com/nearai/ironclaw/pull/1581))
+- post-merge review sweep — 8 fixes across security, perf, and correctness ([#1550](https://github.com/nearai/ironclaw/pull/1550))
+- generate Mistral-compatible 9-char alphanumeric tool call IDs ([#1242](https://github.com/nearai/ironclaw/pull/1242))
+- *(mcp)* handle empty 202 notification acknowledgements ([#1539](https://github.com/nearai/ironclaw/pull/1539))
+- *(tests)* eliminate env mutex poison cascade ([#1558](https://github.com/nearai/ironclaw/pull/1558))
+- *(safety)* escape tool output XML content and remove misleading sanitized attr ([#1067](https://github.com/nearai/ironclaw/pull/1067))
+- *(oauth)* reject malformed ic2.* states in decode_hosted_oauth_state ([#1441](https://github.com/nearai/ironclaw/pull/1441)) ([#1454](https://github.com/nearai/ironclaw/pull/1454))
+- parameter coercion and validation for oneOf/anyOf/allOf schemas ([#1397](https://github.com/nearai/ironclaw/pull/1397))
+- persist startup-loaded MCP clients in ExtensionManager ([#1509](https://github.com/nearai/ironclaw/pull/1509))
+- *(deps)* patch rustls-webpki vulnerability (RUSTSEC-2026-0049)
+- *(routines)* add missing extension_manager field in trigger_manual EngineContext
+- *(ci)* serialize env-mutating OAuth wildcard tests with ENV_MUTEX ([#1280](https://github.com/nearai/ironclaw/pull/1280)) ([#1468](https://github.com/nearai/ironclaw/pull/1468))
+- *(setup)* remove redundant LLM config and API keys from bootstrap .env ([#1448](https://github.com/nearai/ironclaw/pull/1448))
+- resolve wasm broadcast merge conflicts with staging ([#395](https://github.com/nearai/ironclaw/pull/395)) ([#1460](https://github.com/nearai/ironclaw/pull/1460))
+- skip credential validation for Bedrock backend ([#1011](https://github.com/nearai/ironclaw/pull/1011))
+- register sandbox jobs in ContextManager for query tool visibility ([#1426](https://github.com/nearai/ironclaw/pull/1426))
+- prefer execution-local message routing metadata ([#1449](https://github.com/nearai/ironclaw/pull/1449))
+- *(security)* validate embedding base URLs to prevent SSRF ([#1221](https://github.com/nearai/ironclaw/pull/1221))
+- f32→f64 precision artifact in temperature causes provider 400 errors ([#1450](https://github.com/nearai/ironclaw/pull/1450))
+- *(routines)* surface errors when sandbox unavailable for full_job routines ([#769](https://github.com/nearai/ironclaw/pull/769))
+- restore libSQL vector search with dynamic dimensions ([#1393](https://github.com/nearai/ironclaw/pull/1393))
+- staging CI triage — consolidate retry parsing, fix flaky tests, add docs ([#1427](https://github.com/nearai/ironclaw/pull/1427))
+
+### Other
+
+- Merge branch 'main' into staging-promote/455f543b-23329172268
+- Merge pull request #1655 from nearai/codex/fix-staging-promotion-1451-version-bumps
+- Merge pull request #1499 from nearai/staging-promote/9603fefd-23364438978
+- Fix libsql prompt scope regressions ([#1651](https://github.com/nearai/ironclaw/pull/1651))
+- Normalize cron schedules on routine create ([#1648](https://github.com/nearai/ironclaw/pull/1648))
+- Fix MCP lifecycle trace user scope ([#1646](https://github.com/nearai/ironclaw/pull/1646))
+- Fix REPL single-message hang and cap CI test duration ([#1643](https://github.com/nearai/ironclaw/pull/1643))
+- extract AppEvent to crates/ironclaw_common ([#1615](https://github.com/nearai/ironclaw/pull/1615))
+- Fix hosted OAuth refresh via proxy ([#1602](https://github.com/nearai/ironclaw/pull/1602))
+- *(agent)* optimize approval thread resolution (UUID parsing + lock contention) ([#1592](https://github.com/nearai/ironclaw/pull/1592))
+- *(tools)* auto-compact WASM tool schemas, add descriptions, improve credential prompts ([#1525](https://github.com/nearai/ironclaw/pull/1525))
+- Default new lightweight routines to tools-enabled ([#1573](https://github.com/nearai/ironclaw/pull/1573))
+- Google OAuth URL broken when initiated from Telegram channel ([#1165](https://github.com/nearai/ironclaw/pull/1165))
+- add gitcgr code graph badge ([#1563](https://github.com/nearai/ironclaw/pull/1563))
+- Fix owner-scoped message routing fallbacks ([#1574](https://github.com/nearai/ironclaw/pull/1574))
+- *(tools)* remove unconditional params clone in shared execution (fix #893) ([#926](https://github.com/nearai/ironclaw/pull/926))
+- *(llm)* move transcription module into src/llm/ ([#1559](https://github.com/nearai/ironclaw/pull/1559))
+- *(agent)* avoid preview allocations for non-truncated strings (fix #894) ([#924](https://github.com/nearai/ironclaw/pull/924))
+- Expand AGENTS.md with coding agents guidance ([#1392](https://github.com/nearai/ironclaw/pull/1392))
+- Fix CI approval flows and stale fixtures ([#1478](https://github.com/nearai/ironclaw/pull/1478))
+- Use live owner tool scope for autonomous routines and jobs ([#1453](https://github.com/nearai/ironclaw/pull/1453))
+- use Arc in embedding cache to avoid clones on miss path ([#1438](https://github.com/nearai/ironclaw/pull/1438))
+- Add owner-scoped permissions for full-job routines ([#1440](https://github.com/nearai/ironclaw/pull/1440))
+
+## [0.21.0](https://github.com/nearai/ironclaw/compare/v0.20.0...v0.21.0) - 2026-03-20
+
+### Added
+
+- structured fallback deliverables for failed/stuck jobs ([#236](https://github.com/nearai/ironclaw/pull/236))
+- LRU embedding cache for workspace search ([#1423](https://github.com/nearai/ironclaw/pull/1423))
+- receive relay events via webhook callbacks ([#1254](https://github.com/nearai/ironclaw/pull/1254))
+
+### Fixed
+
+- bump Feishu channel version for promotion
+- *(approval)* make "always" auto-approve work for credentialed HTTP requests ([#1257](https://github.com/nearai/ironclaw/pull/1257))
+- skip NEAR AI session check when backend is not nearai ([#1413](https://github.com/nearai/ironclaw/pull/1413))
+
+### Other
+
+- Make hosted OAuth and MCP auth generic ([#1375](https://github.com/nearai/ironclaw/pull/1375))
+
+## [0.20.0](https://github.com/nearai/ironclaw/compare/v0.19.0...v0.20.0) - 2026-03-19
+
+### Added
+
+- *(self-repair)* wire stuck_threshold, store, and builder ([#712](https://github.com/nearai/ironclaw/pull/712))
+- *(testing)* add FaultInjector framework for StubLlm ([#1233](https://github.com/nearai/ironclaw/pull/1233))
+- *(gateway)* unified settings page with subtabs ([#1191](https://github.com/nearai/ironclaw/pull/1191))
+- upgrade MiniMax default model to M2.7 ([#1357](https://github.com/nearai/ironclaw/pull/1357))
+
+### Fixed
+
+- navigate telegram E2E tests to channels subtab ([#1408](https://github.com/nearai/ironclaw/pull/1408))
+- add missing `builder` field and update E2E extensions tab navigation ([#1400](https://github.com/nearai/ironclaw/pull/1400))
+- remove debug_assert guards that panic on valid error paths ([#1385](https://github.com/nearai/ironclaw/pull/1385))
+- address valid review comments from PR #1359 ([#1380](https://github.com/nearai/ironclaw/pull/1380))
+- full_job routine runs stay running until linked job completion ([#1374](https://github.com/nearai/ironclaw/pull/1374))
+- full_job routine concurrency tracks linked job lifetime ([#1372](https://github.com/nearai/ironclaw/pull/1372))
+- remove -x from coverage pytest to prevent suite-blocking failures ([#1360](https://github.com/nearai/ironclaw/pull/1360))
+- add debug_assert invariant guards to critical code paths ([#1312](https://github.com/nearai/ironclaw/pull/1312))
+- *(mcp)* retry after missing session id errors ([#1355](https://github.com/nearai/ironclaw/pull/1355))
+- *(telegram)* preserve polling after secret-blocked updates ([#1353](https://github.com/nearai/ironclaw/pull/1353))
+- *(llm)* cap retry-after delays ([#1351](https://github.com/nearai/ironclaw/pull/1351))
+- *(setup)* remove nonexistent webhook secret command hint ([#1349](https://github.com/nearai/ironclaw/pull/1349))
+- Rate limiter returns retry after None instead of a duration ([#1269](https://github.com/nearai/ironclaw/pull/1269))
+
+### Other
+
+- bump telegram channel version to 0.2.5 ([#1410](https://github.com/nearai/ironclaw/pull/1410))
+- *(ci)* enforce test requirement for state machine and resilience changes ([#1230](https://github.com/nearai/ironclaw/pull/1230)) ([#1304](https://github.com/nearai/ironclaw/pull/1304))
+- Fix duplicate LLM responses for matched event routines ([#1275](https://github.com/nearai/ironclaw/pull/1275))
+- add Japanese README ([#1306](https://github.com/nearai/ironclaw/pull/1306))
+- *(ci)* add coverage gates via codecov.yml ([#1228](https://github.com/nearai/ironclaw/pull/1228)) ([#1291](https://github.com/nearai/ironclaw/pull/1291))
+- Redesign routine create requests for LLMs ([#1147](https://github.com/nearai/ironclaw/pull/1147))
+
 ## [0.19.0](https://github.com/nearai/ironclaw/compare/v0.18.0...v0.19.0) - 2026-03-17

 ### Added
@@ -121,6 +121,15 @@ version = "0.1.6"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "4b46cbb362ab8752921c97e041f5e366ee6297bd428a31275b9fcf1e380f7299"

+[[package]]
+name = "ansi_term"
+version = "0.12.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "d52a9bb7ec0cf484c551830a7ce27bd20d67eac647e1befb56b0be4ee39a55d2"
+dependencies = [
+ "winapi",
+]
+
 [[package]]
 name = "anstream"
 version = "0.6.21"
@@ -157,7 +166,7 @@ version = "1.1.5"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "40c48f72fd53cd289104fc64099abca73db4166ad86ea0b4341abe65af83dadc"
 dependencies = [
- "windows-sys 0.60.2",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -168,7 +177,7 @@ checksum = "291e6a250ff86cd4a820112fb8898808a366d8f9f58ce16d1f538353ad55747d"
 dependencies = [
 "anstyle",
 "once_cell_polyfill",
- "windows-sys 0.60.2",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -392,6 +401,17 @@ version = "1.1.2"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "1505bd5d3d116872e7271a6d4e16d81d0c8570876c8de68093a09ac269d8aac0"

+[[package]]
+name = "atty"
+version = "0.2.14"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "d9b39be18770d11421cdb1b9947a45dd3f37e93092cbf377614828a319d5fee8"
+dependencies = [
+ "hermit-abi 0.1.19",
+ "libc",
+ "winapi",
+]
+
 [[package]]
 name = "autocfg"
 version = "1.5.0"
@@ -941,6 +961,29 @@ dependencies = [
 "serde",
 ]

+[[package]]
+name = "bindgen"
+version = "0.59.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "2bd2a9a458e8f4304c52c43ebb0cfbd520289f8379a52e329a38afda99bf8eb8"
+dependencies = [
+ "bitflags 1.3.2",
+ "cexpr",
+ "clang-sys",
+ "clap 2.34.0",
+ "env_logger",
+ "lazy_static",
+ "lazycell",
+ "log",
+ "peeking_take_while",
+ "proc-macro2",
+ "quote",
+ "regex",
+ "rustc-hash 1.1.0",
+ "shlex",
+ "which",
+]
+
 [[package]]
 name = "bindgen"
 version = "0.66.1"
@@ -1360,6 +1403,21 @@ dependencies = [
 "libloading",
 ]

+[[package]]
+name = "clap"
+version = "2.34.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "a0610544180c38b88101fecf2dd634b174a62eef6946f84dfc6a7127512b381c"
+dependencies = [
+ "ansi_term",
+ "atty",
+ "bitflags 1.3.2",
+ "strsim 0.8.0",
+ "textwrap",
+ "unicode-width 0.1.14",
+ "vec_map",
+]
+
 [[package]]
 name = "clap"
 version = "4.5.60"
@@ -1379,7 +1437,7 @@ dependencies = [
 "anstream",
 "anstyle",
 "clap_lex",
- "strsim",
+ "strsim 0.11.1",
 ]

 [[package]]
@@ -1388,7 +1446,7 @@ version = "4.5.66"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "c757a3b7e39161a4e56f9365141ada2a6c915a8622c408ab6bb4b5d047371031"
 dependencies = [
- "clap",
+ "clap 4.5.60",
 ]

 [[package]]
@@ -1697,7 +1755,7 @@ dependencies = [
 "anes",
 "cast",
 "ciborium",
- "clap",
+ "clap 4.5.60",
 "criterion-plot",
 "is-terminal",
 "itertools 0.10.5",
@@ -1940,7 +1998,7 @@ dependencies = [
 "ident_case",
 "proc-macro2",
 "quote",
- "strsim",
+ "strsim 0.11.1",
 "syn 2.0.117",
 ]

@@ -2136,7 +2194,7 @@ dependencies = [
 "libc",
 "option-ext",
 "redox_users 0.5.2",
- "windows-sys 0.59.0",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -2310,6 +2368,19 @@ dependencies = [
 "syn 2.0.117",
 ]

+[[package]]
+name = "env_logger"
+version = "0.9.3"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "a12e6657c4c97ebab115a42dcee77225f7f482cdd841cf7088c657a42e9e00e7"
+dependencies = [
+ "atty",
+ "humantime",
+ "log",
+ "regex",
+ "termcolor",
+]
+
 [[package]]
 name = "equivalent"
 version = "1.0.2"
@@ -2323,7 +2394,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "39cab71617ae0d63f51a36d69f866391735b51691dbda63cf6f96d042b63efeb"
 dependencies = [
 "libc",
- "windows-sys 0.52.0",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -2848,6 +2919,15 @@ version = "0.5.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "2304e00983f87ffb38b55b444b5e3b60a884b5d30c0fca7d82fe33449bbe55ea"

+[[package]]
+name = "hermit-abi"
+version = "0.1.19"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "62b467343b94ba476dcb2500d242dadbb39557df889310ac77c5d99100aaac33"
+dependencies = [
+ "libc",
+]
+
 [[package]]
 name = "hermit-abi"
 version = "0.5.2"
@@ -3008,6 +3088,12 @@ version = "1.0.3"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "df3b46402a9d5adb4c86a0cf463f42e19994e3ee891101b1841f30a545cb49a9"

+[[package]]
+name = "humantime"
+version = "2.3.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "135b12329e5e3ce057a9f972339ea52bc954fe1e9358ef27f95e89716fbc5424"
+
 [[package]]
 name = "hyper"
 version = "0.14.32"
@@ -3150,7 +3236,7 @@ dependencies = [
 "libc",
 "percent-encoding",
 "pin-project-lite",
- "socket2 0.5.10",
+ "socket2 0.6.3",
 "system-configuration",
 "tokio",
 "tower-service",
@@ -3390,8 +3476,9 @@ dependencies = [

 [[package]]
 name = "ironclaw"
-version = "0.19.0"
+version = "0.22.0"
 dependencies = [
+ "aes",
 "aes-gcm",
 "aho-corasick",
 "anyhow",
@@ -3406,7 +3493,7 @@ dependencies = [
 "bytes",
 "chrono",
 "chrono-tz",
- "clap",
+ "clap 4.5.60",
 "clap_complete",
 "criterion",
 "cron",
@@ -3428,6 +3515,7 @@ dependencies = [
 "hyper-util",
 "iana-time-zone",
 "insta",
+ "ironclaw_common",
 "ironclaw_safety",
 "json5",
 "libsql",
@@ -3457,6 +3545,7 @@ dependencies = [
 "serde_json",
 "serde_yml",
 "sha2",
+ "silk-rs",
 "subtle",
 "tar",
 "tempfile",
@@ -3486,8 +3575,16 @@ dependencies = [
 ]

 [[package]]
-name = "ironclaw_safety"
+name = "ironclaw_common"
 version = "0.1.0"
+dependencies = [
+ "serde",
+ "serde_json",
+]
+
+[[package]]
+name = "ironclaw_safety"
+version = "0.2.0"
 dependencies = [
 "aho-corasick",
 "regex",
@@ -3512,9 +3609,9 @@ version = "0.4.17"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "3640c1c38b8e4e43584d8df18be5fc6b0aa314ce6ebf51b53313d4306cca8e46"
 dependencies = [
- "hermit-abi",
+ "hermit-abi 0.5.2",
 "libc",
- "windows-sys 0.59.0",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -3748,7 +3845,7 @@ version = "0.5.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "5f2a50a585a1184a43621a9133b7702ba5cb7a87ca5e704056b19d8005de6faf"
 dependencies = [
- "bindgen",
+ "bindgen 0.66.1",
 "cc",
 ]

@@ -4134,7 +4231,7 @@ version = "0.50.3"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "7957b9740744892f114936ab4a57b3f487491bbeafaf8083688b16841a4240e5"
 dependencies = [
- "windows-sys 0.59.0",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -4222,7 +4319,7 @@ version = "1.17.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "91df4bbde75afed763b708b7eee1e8e7651e02d97f6d5dd763e89367e957b23b"
 dependencies = [
- "hermit-abi",
+ "hermit-abi 0.5.2",
 "libc",
 ]

@@ -4700,7 +4797,7 @@ checksum = "5d0e4f59085d47d8241c88ead0f274e8a0cb551f3625263c05eb8dd897c34218"
 dependencies = [
 "cfg-if",
 "concurrent-queue",
- "hermit-abi",
+ "hermit-abi 0.5.2",
 "pin-project-lite",
 "rustix 1.1.4",
 "windows-sys 0.61.2",
@@ -4920,7 +5017,7 @@ dependencies = [
 "quinn-udp",
 "rustc-hash 2.1.1",
 "rustls 0.23.37",
- "socket2 0.5.10",
+ "socket2 0.6.3",
 "thiserror 2.0.18",
 "tokio",
 "tracing",
@@ -4957,9 +5054,9 @@ dependencies = [
 "cfg_aliases",
 "libc",
 "once_cell",
- "socket2 0.5.10",
+ "socket2 0.6.3",
 "tracing",
- "windows-sys 0.59.0",
+ "windows-sys 0.60.2",
 ]

 [[package]]
@@ -5472,7 +5569,7 @@ dependencies = [
 "errno",
 "libc",
 "linux-raw-sys 0.12.1",
- "windows-sys 0.52.0",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -6098,6 +6195,18 @@ dependencies = [
 "rand_core 0.6.4",
 ]

+[[package]]
+name = "silk-rs"
+version = "0.2.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "014e6619f35a385ff848570e73a0b8c36b31031e0ee11cac70192b50097b1cfe"
+dependencies = [
+ "bindgen 0.59.2",
+ "bytes",
+ "cc",
+ "thiserror 1.0.69",
+]
+
 [[package]]
 name = "simd-adler32"
 version = "0.3.8"
@@ -6154,7 +6263,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "3a766e1110788c36f4fa1c2b71b387a7815aa65f88ce0229841826633d93723e"
 dependencies = [
 "libc",
- "windows-sys 0.60.2",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -6226,6 +6335,12 @@ dependencies = [
 "unicode-properties",
 ]

+[[package]]
+name = "strsim"
+version = "0.8.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "8ea5119cdb4c55b55d432abb513a0429384878c15dde60cc77b1c99de1a95a6a"
+
 [[package]]
 name = "strsim"
 version = "0.11.1"
@@ -6379,7 +6494,7 @@ dependencies = [
 "getrandom 0.4.2",
 "once_cell",
 "rustix 1.1.4",
- "windows-sys 0.52.0",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -6466,6 +6581,15 @@ dependencies = [
 "testcontainers",
 ]

+[[package]]
+name = "textwrap"
+version = "0.11.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "d326610f408c7a4eb6f51c37c330e496b08506c9457c9d34287ecc38809fb060"
+dependencies = [
+ "unicode-width 0.1.14",
+]
+
 [[package]]
 name = "thiserror"
 version = "1.0.69"
@@ -7179,7 +7303,7 @@ checksum = "f2f6fb2847f6742cd76af783a2a2c49e9375d0a111c7bef6f71cd9e738c72d6e"
 dependencies = [
 "memoffset",
 "tempfile",
- "windows-sys 0.60.2",
+ "windows-sys 0.61.2",
 ]

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@@ -7332,6 +7456,12 @@ version = "0.1.1"
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 checksum = "ba73ea9cf16a25df0c8caa16c51acb937d5712a8429db78a3ee29d5dcacd3a65"

+[[package]]
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+version = "0.8.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "f1bddf1187be692e79c5ffeab891132dfb0f236ed36a43c7ed39f1165ee20191"
+
 [[package]]
 name = "version_check"
 version = "0.9.5"
@@ -8029,7 +8159,7 @@ version = "0.1.11"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "c2a7b1c03c876122aa43f3020e6c3c3ee5c05081c9a00739faf7503aeba10d22"
 dependencies = [
- "windows-sys 0.48.0",
+ "windows-sys 0.61.2",
 ]

 [[package]]
@@ -1,5 +1,5 @@
 [workspace]
-members = [".", "crates/ironclaw_safety"]
+members = [".", "crates/ironclaw_common", "crates/ironclaw_safety"]
 exclude = [
    "channels-src/discord",
    "channels-src/telegram",
@@ -20,7 +20,7 @@ exclude = [

 [package]
 name = "ironclaw"
-version = "0.19.0"
+version = "0.22.0"
 edition = "2024"
 rust-version = "1.92"
 description = "Secure personal AI assistant that protects your data and expands its capabilities on the fly"
@@ -100,8 +100,11 @@ tower-http = { version = "0.6", features = ["trace", "cors", "set-header"] }
 # Cron scheduling for routines
 cron = "0.13"

+# Shared types
+ironclaw_common = { path = "crates/ironclaw_common", version = "0.1.0" }
+
 # Safety/sanitization
-ironclaw_safety = { path = "crates/ironclaw_safety", version = "0.1.0" }
+ironclaw_safety = { path = "crates/ironclaw_safety", version = "0.2.0" }
 regex = "1"
 aho-corasick = "1"

@@ -135,6 +138,7 @@ wasmtime-wasi = "28"  # WASI support for component model
 wasmparser = "0.220"  # WASM binary parsing for validation

 # Cryptography for secrets management
+aes = "0.8"
 aes-gcm = "0.10"
 hkdf = "0.12"
 hmac = "0.12"
@@ -171,6 +175,7 @@ base64 = "0.22.1"
 mime_guess = "2.0.5"
 clap_complete = "4.5.0"
 lru = "0.16.3"
+silk-rs = "0.2.0"

 # HTML to Markdown conversion (feature gated)
 html-to-markdown-rs = { version = "2.3", optional = true }
@@ -77,6 +77,7 @@ This document tracks feature parity between IronClaw (Rust implementation) and O
 | Linq | ✅ | ❌ | P3 | Real iMessage via API, no Mac required |
 | Feishu/Lark | ✅ | 🚧 | P3 | WASM channel with Event Subscription v2.0; Bitable/Docx tools planned |
 | LINE | ✅ | ❌ | P3 | |
+| WeChat (iLink bot) | ✅ | 🚧 | P2 | Extension-first channel (`channels-src/wechat`), single-account DM flow with QR login, typing, image send/receive, inbound file extraction, and inbound voice handling with SILK-to-WAV fallback; multi-account plus video and outbound file parity follow-up |
 | WebChat | ✅ | ✅ | - | Web gateway chat |
 | Matrix | ✅ | ❌ | P3 | E2EE support |
 | Mattermost | ✅ | ❌ | P3 | Emoji reactions, interactive buttons, model picker |
@@ -21,7 +21,7 @@
      },
      {
        "name": "feishu_app_secret",
-        "prompt": "Enter your Feishu/Lark App Secret",
+        "prompt": "Enter your Feishu/Lark App Secret (from your app settings at open.feishu.cn)",
        "optional": false
      },
      {
@@ -0,0 +1,2 @@
+/target
+/*.wasm
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+
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+ "proc-macro2",
+ "quote",
+ "unicode-ident",
+]
+
+[[package]]
+name = "typenum"
+version = "1.19.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "562d481066bde0658276a35467c4af00bdc6ee726305698a55b86e61d7ad82bb"
+
+[[package]]
+name = "unicode-ident"
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+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "e6e4313cd5fcd3dad5cafa179702e2b244f760991f45397d14d4ebf38247da75"
+
+[[package]]
+name = "unicode-xid"
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+checksum = "ebc1c04c71510c7f702b52b7c350734c9ff1295c464a03335b00bb84fc54f853"
+
+[[package]]
+name = "version_check"
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+checksum = "0b928f33d975fc6ad9f86c8f283853ad26bdd5b10b7f1542aa2fa15e2289105a"
+
+[[package]]
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+checksum = "ccf3ec651a847eb01de73ccad15eb7d99f80485de043efb2f370cd654f4ea44b"
+
+[[package]]
+name = "wasm-encoder"
+version = "0.220.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "e913f9242315ca39eff82aee0e19ee7a372155717ff0eb082c741e435ce25ed1"
+dependencies = [
+ "leb128",
+ "wasmparser",
+]
+
+[[package]]
+name = "wasm-metadata"
+version = "0.220.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "185dfcd27fa5db2e6a23906b54c28199935f71d9a27a1a27b3a88d6fee2afae7"
+dependencies = [
+ "anyhow",
+ "indexmap",
+ "serde",
+ "serde_derive",
+ "serde_json",
+ "spdx",
+ "wasm-encoder",
+ "wasmparser",
+]
+
+[[package]]
+name = "wasmparser"
+version = "0.220.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "8d07b6a3b550fefa1a914b6d54fc175dd11c3392da11eee604e6ffc759805d25"
+dependencies = [
+ "ahash",
+ "bitflags",
+ "hashbrown 0.14.5",
+ "indexmap",
+ "semver",
+]
+
+[[package]]
+name = "wechat-channel"
+version = "0.1.0"
+dependencies = [
+ "aes",
+ "base64",
+ "cipher",
+ "md-5",
+ "rand",
+ "serde",
+ "serde_json",
+ "wit-bindgen",
+]
+
+[[package]]
+name = "wit-bindgen"
+version = "0.36.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "6a2b3e15cd6068f233926e7d8c7c588b2ec4fb7cc7bf3824115e7c7e2a8485a3"
+dependencies = [
+ "wit-bindgen-rt",
+ "wit-bindgen-rust-macro",
+]
+
+[[package]]
+name = "wit-bindgen-core"
+version = "0.36.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "b632a5a0fa2409489bd49c9e6d99fcc61bb3d4ce9d1907d44662e75a28c71172"
+dependencies = [
+ "anyhow",
+ "heck",
+ "wit-parser",
+]
+
+[[package]]
+name = "wit-bindgen-rt"
+version = "0.36.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "7947d0131c7c9da3f01dfde0ab8bd4c4cf3c5bd49b6dba0ae640f1fa752572ea"
+dependencies = [
+ "bitflags",
+]
+
+[[package]]
+name = "wit-bindgen-rust"
+version = "0.36.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "4329de4186ee30e2ef30a0533f9b3c123c019a237a7c82d692807bf1b3ee2697"
+dependencies = [
+ "anyhow",
+ "heck",
+ "indexmap",
+ "prettyplease",
+ "syn",
+ "wasm-metadata",
+ "wit-bindgen-core",
+ "wit-component",
+]
+
+[[package]]
+name = "wit-bindgen-rust-macro"
+version = "0.36.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "177fb7ee1484d113b4792cc480b1ba57664bbc951b42a4beebe573502135b1fc"
+dependencies = [
+ "anyhow",
+ "prettyplease",
+ "proc-macro2",
+ "quote",
+ "syn",
+ "wit-bindgen-core",
+ "wit-bindgen-rust",
+]
+
+[[package]]
+name = "wit-component"
+version = "0.220.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "b505603761ed400c90ed30261f44a768317348e49f1864e82ecdc3b2744e5627"
+dependencies = [
+ "anyhow",
+ "bitflags",
+ "indexmap",
+ "log",
+ "serde",
+ "serde_derive",
+ "serde_json",
+ "wasm-encoder",
+ "wasm-metadata",
+ "wasmparser",
+ "wit-parser",
+]
+
+[[package]]
+name = "wit-parser"
+version = "0.220.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "ae2a7999ed18efe59be8de2db9cb2b7f84d88b27818c79353dfc53131840fe1a"
+dependencies = [
+ "anyhow",
+ "id-arena",
+ "indexmap",
+ "log",
+ "semver",
+ "serde",
+ "serde_derive",
+ "serde_json",
+ "unicode-xid",
+ "wasmparser",
+]
+
+[[package]]
+name = "zerocopy"
+version = "0.8.47"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "efbb2a062be311f2ba113ce66f697a4dc589f85e78a4aea276200804cea0ed87"
+dependencies = [
+ "zerocopy-derive",
+]
+
+[[package]]
+name = "zerocopy-derive"
+version = "0.8.47"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "0e8bc7269b54418e7aeeef514aa68f8690b8c0489a06b0136e5f57c4c5ccab89"
+dependencies = [
+ "proc-macro2",
+ "quote",
+ "syn",
+]
+
+[[package]]
+name = "zmij"
+version = "1.0.21"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "b8848ee67ecc8aedbaf3e4122217aff892639231befc6a1b58d29fff4c2cabaa"
@@ -0,0 +1,27 @@
+[package]
+name = "wechat-channel"
+version = "0.1.0"
+edition = "2021"
+description = "WeChat iLink Bot channel for IronClaw"
+license = "MIT OR Apache-2.0"
+
+[lib]
+crate-type = ["cdylib"]
+
+[dependencies]
+wit-bindgen = "0.36"
+serde = { version = "1.0", features = ["derive"] }
+serde_json = "1.0"
+base64 = "0.22"
+aes = "0.8"
+cipher = "0.4"
+md-5 = "0.10"
+rand = "0.8"
+
+[profile.release]
+opt-level = "s"
+lto = true
+strip = true
+codegen-units = 1
+
+[workspace]
@@ -0,0 +1,29 @@
+#!/usr/bin/env bash
+set -euo pipefail
+
+cd "$(dirname "$0")"
+
+echo "Building WeChat channel WASM component..."
+
+cargo build --release --target wasm32-wasip2
+
+WASM_PATH="target/wasm32-wasip2/release/wechat_channel.wasm"
+
+if [ -f "$WASM_PATH" ]; then
+    if command -v wasm-tools >/dev/null 2>&1; then
+        wasm-tools component new "$WASM_PATH" -o wechat.wasm 2>/dev/null || cp "$WASM_PATH" wechat.wasm
+        wasm-tools strip wechat.wasm -o wechat.wasm
+    else
+        cp "$WASM_PATH" wechat.wasm
+        echo "wasm-tools not found; copied raw wasm output without component conversion/strip"
+    fi
+
+    echo "Built: wechat.wasm ($(du -h wechat.wasm | cut -f1))"
+    echo ""
+    echo "To install:"
+    echo "  mkdir -p ~/.ironclaw/channels"
+    echo "  cp wechat.wasm wechat.capabilities.json ~/.ironclaw/channels/"
+else
+    echo "Error: WASM output not found at $WASM_PATH"
+    exit 1
+fi
@@ -0,0 +1,277 @@
+use base64::Engine as _;
+
+use crate::near::agent::channel_host;
+use crate::types::{
+    BaseInfo, GetConfigRequest, GetConfigResponse, GetUpdatesRequest, GetUpdatesResponse,
+    GetUploadUrlRequest, GetUploadUrlResponse, MessageItem, OutboundWechatMessage,
+    SendMessageRequest, SendTypingRequest, SendTypingResponse, TextItem, WechatConfig,
+    MESSAGE_ITEM_TEXT, MESSAGE_STATE_FINISH, MESSAGE_TYPE_BOT,
+};
+
+pub fn base_info() -> BaseInfo {
+    BaseInfo {
+        channel_version: env!("CARGO_PKG_VERSION").to_string(),
+    }
+}
+
+fn ensure_trailing_slash(base_url: &str) -> String {
+    if base_url.ends_with('/') {
+        base_url.to_string()
+    } else {
+        format!("{base_url}/")
+    }
+}
+
+fn random_wechat_uin() -> String {
+    let seed = (channel_host::now_millis() % u32::MAX as u64) as u32;
+    base64::engine::general_purpose::STANDARD.encode(seed.to_string())
+}
+
+fn request_headers(body: &[u8]) -> String {
+    serde_json::json!({
+        "Content-Type": "application/json",
+        "AuthorizationType": "ilink_bot_token",
+        "Authorization": "Bearer {WECHAT_BOT_TOKEN}",
+        "Content-Length": body.len().to_string(),
+        "X-WECHAT-UIN": random_wechat_uin(),
+    })
+    .to_string()
+}
+
+fn summarize_body_preview(bytes: &[u8], limit: usize) -> String {
+    let preview = String::from_utf8_lossy(&bytes[..bytes.len().min(limit)]);
+    let normalized = preview.replace(['\n', '\r'], " ");
+    if bytes.len() > limit {
+        format!("{normalized}...")
+    } else {
+        normalized
+    }
+}
+
+pub fn get_updates(
+    config: &WechatConfig,
+    get_updates_buf: &str,
+) -> Result<GetUpdatesResponse, String> {
+    get_updates_with_timeout(config, get_updates_buf, config.long_poll_timeout_ms)
+}
+
+pub fn get_updates_with_timeout(
+    config: &WechatConfig,
+    get_updates_buf: &str,
+    timeout_ms: u32,
+) -> Result<GetUpdatesResponse, String> {
+    let body = serde_json::to_vec(&GetUpdatesRequest {
+        get_updates_buf: get_updates_buf.to_string(),
+        base_info: base_info(),
+    })
+    .map_err(|e| format!("Failed to encode getUpdates request: {e}"))?;
+    let headers = request_headers(&body);
+    let url = format!(
+        "{}ilink/bot/getupdates",
+        ensure_trailing_slash(&config.base_url)
+    );
+    channel_host::log(
+        channel_host::LogLevel::Info,
+        &format!(
+            "WeChat getUpdates request: cursor_len={} timeout_ms={}",
+            get_updates_buf.len(),
+            config.long_poll_timeout_ms
+        ),
+    );
+    let response =
+        channel_host::http_request("POST", &url, &headers, Some(&body), Some(timeout_ms))
+            .map_err(|e| format!("getUpdates request failed: {e}"))?;
+
+    channel_host::log(
+        channel_host::LogLevel::Info,
+        &format!(
+            "WeChat getUpdates response: status={} bytes={} has_image_marker={} has_aeskey_marker={} preview={}",
+            response.status,
+            response.body.len(),
+            response
+                .body
+                .windows(b"image_item".len())
+                .any(|window| window == b"image_item"),
+            response
+                .body
+                .windows(b"aeskey".len())
+                .any(|window| window == b"aeskey"),
+            summarize_body_preview(&response.body, 160)
+        ),
+    );
+
+    if response.status != 200 {
+        let body = String::from_utf8_lossy(&response.body);
+        return Err(format!("getUpdates returned {}: {}", response.status, body));
+    }
+
+    let parsed: GetUpdatesResponse = serde_json::from_slice(&response.body)
+        .map_err(|e| format!("Failed to parse getUpdates response: {e}"))?;
+    channel_host::log(
+        channel_host::LogLevel::Info,
+        &format!(
+            "WeChat getUpdates parsed: ret={:?} errcode={:?} msg_count={} next_cursor_len={}",
+            parsed.ret,
+            parsed.errcode,
+            parsed.msgs.len(),
+            parsed.get_updates_buf.as_deref().unwrap_or_default().len()
+        ),
+    );
+    Ok(parsed)
+}
+
+pub fn send_text_message(
+    config: &WechatConfig,
+    to_user_id: &str,
+    text: &str,
+    context_token: Option<&str>,
+) -> Result<(), String> {
+    let message = SendMessageRequest {
+        msg: OutboundWechatMessage {
+            from_user_id: String::new(),
+            to_user_id: to_user_id.to_string(),
+            client_id: format!("wechat-{}", channel_host::now_millis()),
+            message_type: MESSAGE_TYPE_BOT,
+            message_state: MESSAGE_STATE_FINISH,
+            item_list: vec![MessageItem {
+                r#type: Some(MESSAGE_ITEM_TEXT),
+                text_item: Some(TextItem {
+                    text: text.to_string(),
+                }),
+                image_item: None,
+                voice_item: None,
+                file_item: None,
+            }],
+            context_token: context_token.map(str::to_string),
+        },
+        base_info: base_info(),
+    };
+
+    send_message_request(config, &message)
+}
+
+pub fn send_message_request(
+    config: &WechatConfig,
+    message: &SendMessageRequest,
+) -> Result<(), String> {
+    let body = serde_json::to_vec(message)
+        .map_err(|e| format!("Failed to encode sendMessage request: {e}"))?;
+    let headers = request_headers(&body);
+    let url = format!(
+        "{}ilink/bot/sendmessage",
+        ensure_trailing_slash(&config.base_url)
+    );
+
+    let response = channel_host::http_request("POST", &url, &headers, Some(&body), Some(15_000))
+        .map_err(|e| format!("sendMessage request failed: {e}"))?;
+
+    if response.status != 200 {
+        let body = String::from_utf8_lossy(&response.body);
+        return Err(format!(
+            "sendMessage returned {}: {}",
+            response.status, body
+        ));
+    }
+
+    Ok(())
+}
+
+pub fn get_upload_url(
+    config: &WechatConfig,
+    request: &GetUploadUrlRequest,
+) -> Result<GetUploadUrlResponse, String> {
+    let body = serde_json::to_vec(request)
+        .map_err(|e| format!("Failed to encode getUploadUrl request: {e}"))?;
+    let headers = request_headers(&body);
+    let url = format!(
+        "{}ilink/bot/getuploadurl",
+        ensure_trailing_slash(&config.base_url)
+    );
+
+    let response = channel_host::http_request("POST", &url, &headers, Some(&body), Some(15_000))
+        .map_err(|e| format!("getUploadUrl request failed: {e}"))?;
+
+    if response.status != 200 {
+        let body = String::from_utf8_lossy(&response.body);
+        return Err(format!(
+            "getUploadUrl returned {}: {}",
+            response.status, body
+        ));
+    }
+
+    serde_json::from_slice(&response.body)
+        .map_err(|e| format!("Failed to parse getUploadUrl response: {e}"))
+}
+
+pub fn get_config(
+    config: &WechatConfig,
+    ilink_user_id: &str,
+    context_token: Option<&str>,
+) -> Result<GetConfigResponse, String> {
+    let body = serde_json::to_vec(&GetConfigRequest {
+        ilink_user_id: ilink_user_id.to_string(),
+        context_token: context_token.map(str::to_string),
+        base_info: base_info(),
+    })
+    .map_err(|e| format!("Failed to encode getConfig request: {e}"))?;
+    let headers = request_headers(&body);
+    let url = format!(
+        "{}ilink/bot/getconfig",
+        ensure_trailing_slash(&config.base_url)
+    );
+
+    let response = channel_host::http_request("POST", &url, &headers, Some(&body), Some(10_000))
+        .map_err(|e| format!("getConfig request failed: {e}"))?;
+
+    if response.status != 200 {
+        let body = String::from_utf8_lossy(&response.body);
+        return Err(format!("getConfig returned {}: {}", response.status, body));
+    }
+
+    serde_json::from_slice(&response.body)
+        .map_err(|e| format!("Failed to parse getConfig response: {e}"))
+}
+
+pub fn send_typing(
+    config: &WechatConfig,
+    ilink_user_id: &str,
+    typing_ticket: &str,
+    status: i32,
+) -> Result<(), String> {
+    let body = serde_json::to_vec(&SendTypingRequest {
+        ilink_user_id: ilink_user_id.to_string(),
+        typing_ticket: typing_ticket.to_string(),
+        status,
+        base_info: base_info(),
+    })
+    .map_err(|e| format!("Failed to encode sendTyping request: {e}"))?;
+    let headers = request_headers(&body);
+    let url = format!(
+        "{}ilink/bot/sendtyping",
+        ensure_trailing_slash(&config.base_url)
+    );
+
+    let response = channel_host::http_request("POST", &url, &headers, Some(&body), Some(10_000))
+        .map_err(|e| format!("sendTyping request failed: {e}"))?;
+
+    if response.status != 200 {
+        let body = String::from_utf8_lossy(&response.body);
+        return Err(format!("sendTyping returned {}: {}", response.status, body));
+    }
+
+    let parsed: SendTypingResponse = serde_json::from_slice(&response.body)
+        .map_err(|e| format!("Failed to parse sendTyping response: {e}"))?;
+
+    if parsed.ret.unwrap_or(0) != 0 {
+        let errmsg = parsed
+            .errmsg
+            .as_deref()
+            .unwrap_or("unknown WeChat sendTyping error");
+        return Err(format!(
+            "sendTyping returned ret={} errmsg={errmsg}",
+            parsed.ret.unwrap_or(-1)
+        ));
+    }
+
+    Ok(())
+}
@@ -0,0 +1,6 @@
+pub const TOKEN_SECRET_NAME: &str = "wechat_bot_token";
+pub const CONFIG_PATH: &str = "config.json";
+pub const GET_UPDATES_BUF_PATH: &str = "state/get_updates_buf.json";
+pub const CONTEXT_TOKENS_PATH: &str = "state/context_tokens.json";
+pub const TYPING_TICKETS_PATH: &str = "state/typing_tickets.json";
+pub const PENDING_INBOUND_PATH: &str = "state/pending_inbound.json";
@@ -0,0 +1,942 @@
+wit_bindgen::generate!({
+    world: "sandboxed-channel",
+    path: "../../wit/channel.wit",
+});
+
+mod api;
+mod auth;
+mod media;
+mod state;
+mod types;
+
+use exports::near::agent::channel::{
+    AgentResponse, ChannelConfig, Guest, PollConfig, StatusType, StatusUpdate,
+};
+use near::agent::channel_host::{self, EmittedMessage};
+use serde_json::json;
+
+use crate::auth::TOKEN_SECRET_NAME;
+use crate::state::{
+    load_config, load_context_tokens, load_get_updates_buf, load_pending_inbound_bundles,
+    load_typing_tickets, persist_config, persist_context_tokens, persist_get_updates_buf,
+    persist_pending_inbound_bundles, persist_typing_tickets, PendingInboundBundle,
+    StoredInboundAttachment, TypingTicketEntry,
+};
+use crate::types::{
+    OutboundMetadata, WechatConfig, WechatMessage, MESSAGE_ITEM_TEXT, MESSAGE_TYPE_USER,
+    TYPING_STATUS_CANCEL, TYPING_STATUS_TYPING,
+};
+
+const TYPING_TICKET_TTL_MS: u64 = 24 * 60 * 60 * 1000;
+
+#[derive(Debug, Clone, Copy, PartialEq, Eq)]
+enum WechatStatusAction {
+    Typing,
+    Cancel,
+}
+
+struct WechatChannel;
+
+impl Guest for WechatChannel {
+    fn on_start(config_json: String) -> Result<ChannelConfig, String> {
+        let config = serde_json::from_str::<WechatConfig>(&config_json)
+            .map_err(|e| format!("Failed to parse WeChat config: {e}"))?;
+        persist_config(&config)?;
+
+        Ok(ChannelConfig {
+            display_name: "WeChat".to_string(),
+            http_endpoints: Vec::new(),
+            poll: Some(PollConfig {
+                interval_ms: config.poll_interval_ms.max(30_000),
+                enabled: true,
+            }),
+        })
+    }
+
+    fn on_http_request(
+        _req: exports::near::agent::channel::IncomingHttpRequest,
+    ) -> exports::near::agent::channel::OutgoingHttpResponse {
+        exports::near::agent::channel::OutgoingHttpResponse {
+            status: 404,
+            headers_json: "{}".to_string(),
+            body: b"{\"error\":\"wechat channel does not expose webhooks\"}".to_vec(),
+        }
+    }
+
+    fn on_poll() {
+        if !channel_host::secret_exists(TOKEN_SECRET_NAME) {
+            channel_host::log(
+                channel_host::LogLevel::Warn,
+                "WeChat bot token is missing; skipping poll",
+            );
+            return;
+        }
+
+        let config = load_config();
+        let cursor = load_get_updates_buf();
+        let mut current_cursor = cursor.clone();
+        let mut context_tokens = load_context_tokens();
+        let mut pending_inbound = match load_pending_inbound_bundles() {
+            Ok(bundles) => bundles,
+            Err(error) => {
+                channel_host::log(
+                    channel_host::LogLevel::Error,
+                    &format!("Failed to load WeChat pending inbound bundles: {error}"),
+                );
+                return;
+            }
+        };
+        let mut pending_inbound_changed = false;
+
+        for bundle in take_due_pending_bundles(&mut pending_inbound, channel_host::now_millis()) {
+            pending_inbound_changed = true;
+            emit_buffered_bundle(bundle);
+        }
+
+        match api::get_updates(&config, &current_cursor) {
+            Ok(response) => {
+                if response.errcode == Some(-14) {
+                    channel_host::log(
+                        channel_host::LogLevel::Error,
+                        "WeChat getUpdates returned errcode=-14; reconnect the channel",
+                    );
+                    return;
+                }
+
+                if response.ret.unwrap_or(0) != 0 {
+                    let errmsg = response
+                        .errmsg
+                        .as_deref()
+                        .unwrap_or("unknown WeChat polling error");
+                    channel_host::log(
+                        channel_host::LogLevel::Warn,
+                        &format!(
+                            "WeChat getUpdates returned ret={} errmsg={errmsg}",
+                            response.ret.unwrap_or(-1)
+                        ),
+                    );
+                }
+
+                if let Some(next_cursor) = response.get_updates_buf.as_deref() {
+                    if next_cursor != current_cursor {
+                        current_cursor = next_cursor.to_string();
+                        if let Err(error) = persist_get_updates_buf(next_cursor) {
+                            channel_host::log(
+                                channel_host::LogLevel::Warn,
+                                &format!("Failed to persist WeChat polling cursor: {error}"),
+                            );
+                        }
+                    }
+                }
+
+                let mut context_tokens_changed = false;
+                for message in response.msgs {
+                    if let Some(from_user_id) = message.from_user_id.as_deref() {
+                        if let Some(context_token) = message.context_token.as_deref() {
+                            let changed = context_tokens
+                                .insert(from_user_id.to_string(), context_token.to_string())
+                                .as_deref()
+                                != Some(context_token);
+                            context_tokens_changed |= changed;
+                        }
+                    }
+                    match incoming_bundle_from_message(&config, message) {
+                        Ok(Some(bundle)) => {
+                            let emitted = process_incoming_bundle(
+                                &mut pending_inbound,
+                                bundle,
+                                &mut pending_inbound_changed,
+                                channel_host::now_millis(),
+                                u64::from(config.inbound_merge_window_ms),
+                            );
+                            for emitted_bundle in emitted {
+                                emit_buffered_bundle(emitted_bundle);
+                            }
+                        }
+                        Ok(None) => {}
+                        Err(error) => {
+                            channel_host::log(
+                                channel_host::LogLevel::Error,
+                                &format!("Failed to map WeChat inbound message: {error}"),
+                            );
+                        }
+                    }
+                }
+
+                collect_follow_up_bundles(
+                    &config,
+                    &mut current_cursor,
+                    &mut context_tokens,
+                    &mut context_tokens_changed,
+                    &mut pending_inbound,
+                    &mut pending_inbound_changed,
+                );
+
+                for bundle in
+                    take_due_pending_bundles(&mut pending_inbound, channel_host::now_millis())
+                {
+                    pending_inbound_changed = true;
+                    emit_buffered_bundle(bundle);
+                }
+
+                if context_tokens_changed {
+                    if let Err(error) = persist_context_tokens(&context_tokens) {
+                        channel_host::log(
+                            channel_host::LogLevel::Warn,
+                            &format!("Failed to persist WeChat context tokens: {error}"),
+                        );
+                    }
+                }
+
+                if pending_inbound_changed {
+                    if let Err(error) = persist_pending_inbound_bundles(&pending_inbound) {
+                        channel_host::log(
+                            channel_host::LogLevel::Warn,
+                            &format!("Failed to persist WeChat pending inbound bundles: {error}"),
+                        );
+                    }
+                }
+            }
+            Err(error) => {
+                channel_host::log(
+                    channel_host::LogLevel::Error,
+                    &format!("WeChat polling failed: {error}"),
+                );
+            }
+        }
+    }
+
+    fn on_respond(response: AgentResponse) -> Result<(), String> {
+        let metadata = serde_json::from_str::<OutboundMetadata>(&response.metadata_json)
+            .map_err(|e| format!("Invalid WeChat response metadata: {e}"))?;
+        let config = load_config();
+        let context_tokens = load_context_tokens();
+        let context_token = metadata
+            .context_token
+            .clone()
+            .or_else(|| context_tokens.get(&metadata.from_user_id).cloned());
+        if let Err(error) = send_typing_indicator(
+            &config,
+            &metadata,
+            context_token.as_deref(),
+            TYPING_STATUS_CANCEL,
+            false,
+        ) {
+            channel_host::log(
+                channel_host::LogLevel::Debug,
+                &format!("Failed to cancel WeChat typing indicator before reply: {error}"),
+            );
+        }
+
+        send_response(&config, &metadata, &response, context_token.as_deref())
+    }
+
+    fn on_status(update: StatusUpdate) {
+        let Some(action) = classify_status_update(&update) else {
+            return;
+        };
+        let metadata = match serde_json::from_str::<OutboundMetadata>(&update.metadata_json) {
+            Ok(metadata) => metadata,
+            Err(_) => {
+                channel_host::log(
+                    channel_host::LogLevel::Debug,
+                    "on_status: no valid WeChat metadata, skipping typing update",
+                );
+                return;
+            }
+        };
+        let config = load_config();
+        let context_tokens = load_context_tokens();
+        let context_token = resolve_context_token(&metadata, &context_tokens);
+
+        let (typing_status, allow_ticket_fetch) = match action {
+            WechatStatusAction::Typing => (TYPING_STATUS_TYPING, true),
+            WechatStatusAction::Cancel => (TYPING_STATUS_CANCEL, false),
+        };
+
+        if let Err(error) = send_typing_indicator(
+            &config,
+            &metadata,
+            context_token.as_deref(),
+            typing_status,
+            allow_ticket_fetch,
+        ) {
+            channel_host::log(
+                channel_host::LogLevel::Debug,
+                &format!("WeChat typing update failed: {error}"),
+            );
+        }
+    }
+
+    fn on_broadcast(_user_id: String, _response: AgentResponse) -> Result<(), String> {
+        Ok(())
+    }
+
+    fn on_shutdown() {}
+}
+
+fn incoming_bundle_from_message(
+    config: &WechatConfig,
+    message: WechatMessage,
+) -> Result<Option<PendingInboundBundle>, String> {
+    if message.message_type != Some(MESSAGE_TYPE_USER) {
+        return Ok(None);
+    }
+
+    let from_user_id = match message.from_user_id.as_deref() {
+        Some(user_id) => user_id,
+        None => return Ok(None),
+    };
+
+    let text = extract_text(&message);
+    let attachments = media::extract_inbound_attachments(config, &message)?
+        .into_iter()
+        .map(StoredInboundAttachment::from)
+        .collect::<Vec<_>>();
+    if text.trim().is_empty() && attachments.is_empty() {
+        return Ok(None);
+    }
+
+    Ok(Some(PendingInboundBundle {
+        from_user_id: from_user_id.to_string(),
+        to_user_id: message.to_user_id,
+        session_id: message.session_id,
+        context_token: message.context_token,
+        message_id: message.message_id,
+        flush_at_ms: 0,
+        text,
+        attachments,
+    }))
+}
+
+fn process_incoming_bundle(
+    pending_inbound: &mut std::collections::HashMap<String, PendingInboundBundle>,
+    mut bundle: PendingInboundBundle,
+    pending_inbound_changed: &mut bool,
+    now_ms: u64,
+    inbound_merge_window_ms: u64,
+) -> Vec<PendingInboundBundle> {
+    let key = bundle.from_user_id.clone();
+    let bundle_has_text = !bundle.text.trim().is_empty();
+    let bundle_has_attachments = !bundle.attachments.is_empty();
+
+    if let Some(mut pending) = pending_inbound.remove(&key) {
+        *pending_inbound_changed = true;
+
+        if bundle_has_text {
+            let incoming_metadata = bundle.clone();
+            pending.text = merge_text(&pending.text, &bundle.text);
+            pending.attachments.extend(bundle.attachments);
+            merge_bundle_metadata(&mut pending, &incoming_metadata);
+            return vec![pending];
+        }
+
+        let incoming_metadata = bundle.clone();
+        pending.attachments.extend(bundle.attachments);
+        merge_bundle_metadata(&mut pending, &incoming_metadata);
+        pending.flush_at_ms = next_flush_deadline(now_ms, inbound_merge_window_ms);
+        pending_inbound.insert(key, pending);
+        return Vec::new();
+    }
+
+    if bundle_has_attachments && !bundle_has_text {
+        *pending_inbound_changed = true;
+        bundle.flush_at_ms = next_flush_deadline(now_ms, inbound_merge_window_ms);
+        pending_inbound.insert(key, bundle);
+        Vec::new()
+    } else {
+        vec![bundle]
+    }
+}
+
+fn collect_follow_up_bundles(
+    config: &WechatConfig,
+    current_cursor: &mut String,
+    context_tokens: &mut std::collections::HashMap<String, String>,
+    context_tokens_changed: &mut bool,
+    pending_inbound: &mut std::collections::HashMap<String, PendingInboundBundle>,
+    pending_inbound_changed: &mut bool,
+) {
+    while !pending_inbound.is_empty() {
+        let now_ms = channel_host::now_millis();
+        let Some(timeout_ms) = next_follow_up_timeout_ms(pending_inbound, now_ms) else {
+            break;
+        };
+        if timeout_ms == 0 {
+            break;
+        }
+
+        let timeout_ms_u32 = timeout_ms.min(u64::from(u32::MAX)) as u32;
+        let response = match api::get_updates_with_timeout(config, current_cursor, timeout_ms_u32) {
+            Ok(response) => response,
+            Err(_) => break,
+        };
+
+        if response.errcode == Some(-14) {
+            channel_host::log(
+                channel_host::LogLevel::Error,
+                "WeChat getUpdates returned errcode=-14 during follow-up merge window; reconnect the channel",
+            );
+            break;
+        }
+
+        if response.ret.unwrap_or(0) != 0 {
+            let errmsg = response
+                .errmsg
+                .as_deref()
+                .unwrap_or("unknown WeChat polling error");
+            channel_host::log(
+                channel_host::LogLevel::Warn,
+                &format!(
+                    "WeChat getUpdates returned ret={} errmsg={errmsg} during follow-up merge window",
+                    response.ret.unwrap_or(-1)
+                ),
+            );
+        }
+
+        if let Some(next_cursor) = response.get_updates_buf.as_deref() {
+            if next_cursor != current_cursor {
+                *current_cursor = next_cursor.to_string();
+                if let Err(error) = persist_get_updates_buf(next_cursor) {
+                    channel_host::log(
+                        channel_host::LogLevel::Warn,
+                        &format!("Failed to persist WeChat polling cursor: {error}"),
+                    );
+                }
+            }
+        }
+
+        let mut saw_relevant_message = false;
+        for message in response.msgs {
+            if let Some(from_user_id) = message.from_user_id.as_deref() {
+                if let Some(context_token) = message.context_token.as_deref() {
+                    let changed = context_tokens
+                        .insert(from_user_id.to_string(), context_token.to_string())
+                        .as_deref()
+                        != Some(context_token);
+                    *context_tokens_changed |= changed;
+                }
+            }
+            match incoming_bundle_from_message(config, message) {
+                Ok(Some(bundle)) => {
+                    let emitted = process_incoming_bundle(
+                        pending_inbound,
+                        bundle,
+                        pending_inbound_changed,
+                        channel_host::now_millis(),
+                        u64::from(config.inbound_merge_window_ms),
+                    );
+                    for emitted_bundle in emitted {
+                        saw_relevant_message = true;
+                        emit_buffered_bundle(emitted_bundle);
+                    }
+                }
+                Ok(None) => {}
+                Err(error) => {
+                    channel_host::log(
+                        channel_host::LogLevel::Error,
+                        &format!("Failed to map WeChat inbound message: {error}"),
+                    );
+                }
+            }
+        }
+
+        if !saw_relevant_message && pending_inbound.is_empty() {
+            break;
+        }
+    }
+}
+
+fn next_flush_deadline(now_ms: u64, inbound_merge_window_ms: u64) -> u64 {
+    now_ms.saturating_add(inbound_merge_window_ms)
+}
+
+fn next_follow_up_timeout_ms(
+    pending_inbound: &std::collections::HashMap<String, PendingInboundBundle>,
+    now_ms: u64,
+) -> Option<u64> {
+    pending_inbound
+        .values()
+        .map(|bundle| bundle.flush_at_ms.saturating_sub(now_ms))
+        .min()
+}
+
+fn take_due_pending_bundles(
+    pending_inbound: &mut std::collections::HashMap<String, PendingInboundBundle>,
+    now_ms: u64,
+) -> Vec<PendingInboundBundle> {
+    let due_keys = pending_inbound
+        .iter()
+        .filter_map(|(key, bundle)| (bundle.flush_at_ms <= now_ms).then_some(key.clone()))
+        .collect::<Vec<_>>();
+
+    due_keys
+        .into_iter()
+        .filter_map(|key| pending_inbound.remove(&key))
+        .collect()
+}
+
+fn emit_buffered_bundle(bundle: PendingInboundBundle) {
+    let metadata = json!({
+        "from_user_id": bundle.from_user_id,
+        "to_user_id": bundle.to_user_id,
+        "message_id": bundle.message_id,
+        "session_id": bundle.session_id,
+        "context_token": bundle.context_token,
+    });
+
+    channel_host::emit_message(&EmittedMessage {
+        user_id: bundle.from_user_id.clone(),
+        user_name: None,
+        content: bundle.text,
+        thread_id: Some(format!("wechat:{}", bundle.from_user_id)),
+        metadata_json: metadata.to_string(),
+        attachments: bundle.attachments.into_iter().map(Into::into).collect(),
+    });
+}
+
+fn merge_bundle_metadata(target: &mut PendingInboundBundle, incoming: &PendingInboundBundle) {
+    if incoming.to_user_id.is_some() {
+        target.to_user_id = incoming.to_user_id.clone();
+    }
+    if incoming.session_id.is_some() {
+        target.session_id = incoming.session_id.clone();
+    }
+    if incoming.context_token.is_some() {
+        target.context_token = incoming.context_token.clone();
+    }
+    if incoming.message_id.is_some() {
+        target.message_id = incoming.message_id;
+    }
+}
+
+fn merge_text(existing: &str, incoming: &str) -> String {
+    let existing = existing.trim();
+    let incoming = incoming.trim();
+    match (existing.is_empty(), incoming.is_empty()) {
+        (true, true) => String::new(),
+        (true, false) => incoming.to_string(),
+        (false, true) => existing.to_string(),
+        (false, false) => format!("{existing}\n\n{incoming}"),
+    }
+}
+
+fn send_response(
+    config: &WechatConfig,
+    metadata: &OutboundMetadata,
+    response: &AgentResponse,
+    context_token: Option<&str>,
+) -> Result<(), String> {
+    let mut remaining_text = response.content.trim().to_string();
+    let mut sent_attachment = false;
+
+    for attachment in &response.attachments {
+        if !attachment.mime_type.starts_with("image/") {
+            return Err(format!(
+                "WeChat currently supports image attachments only, got {} ({})",
+                attachment.filename, attachment.mime_type
+            ));
+        }
+
+        let caption = if sent_attachment {
+            ""
+        } else {
+            remaining_text.as_str()
+        };
+        media::send_image_attachment(
+            config,
+            &metadata.from_user_id,
+            attachment,
+            context_token,
+            caption,
+        )?;
+        sent_attachment = true;
+        remaining_text.clear();
+    }
+
+    if !remaining_text.is_empty() || !sent_attachment {
+        api::send_text_message(
+            config,
+            &metadata.from_user_id,
+            &remaining_text,
+            context_token,
+        )?;
+    }
+
+    Ok(())
+}
+
+fn extract_text(message: &WechatMessage) -> String {
+    message
+        .item_list
+        .iter()
+        .find_map(|item| {
+            if item.r#type == Some(MESSAGE_ITEM_TEXT) {
+                item.text_item.as_ref().map(|item| item.text.clone())
+            } else if item.r#type == Some(crate::types::MESSAGE_ITEM_VOICE) {
+                item.voice_item
+                    .as_ref()
+                    .and_then(|item| item.text.as_ref())
+                    .cloned()
+            } else {
+                None
+            }
+        })
+        .unwrap_or_default()
+}
+
+fn is_terminal_text_status(message: &str) -> bool {
+    let trimmed = message.trim();
+    trimmed.eq_ignore_ascii_case("done")
+        || trimmed.eq_ignore_ascii_case("interrupted")
+        || trimmed.eq_ignore_ascii_case("awaiting approval")
+        || trimmed.eq_ignore_ascii_case("rejected")
+}
+
+fn classify_status_update(update: &StatusUpdate) -> Option<WechatStatusAction> {
+    match update.status {
+        StatusType::Thinking => Some(WechatStatusAction::Typing),
+        StatusType::Done
+        | StatusType::Interrupted
+        | StatusType::ApprovalNeeded
+        | StatusType::AuthRequired => Some(WechatStatusAction::Cancel),
+        StatusType::Status if is_terminal_text_status(&update.message) => {
+            Some(WechatStatusAction::Cancel)
+        }
+        StatusType::ToolStarted
+        | StatusType::ToolCompleted
+        | StatusType::ToolResult
+        | StatusType::Status
+        | StatusType::JobStarted
+        | StatusType::AuthCompleted => None,
+    }
+}
+
+fn resolve_context_token(
+    metadata: &OutboundMetadata,
+    context_tokens: &std::collections::HashMap<String, String>,
+) -> Option<String> {
+    metadata
+        .context_token
+        .clone()
+        .or_else(|| context_tokens.get(&metadata.from_user_id).cloned())
+}
+
+fn cached_typing_ticket(user_id: &str) -> Option<String> {
+    let tickets = load_typing_tickets();
+    let ticket = tickets.get(user_id)?;
+    let trimmed = ticket.ticket.trim();
+    if trimmed.is_empty() {
+        return None;
+    }
+
+    let age_ms = channel_host::now_millis().saturating_sub(ticket.fetched_at_ms);
+    if age_ms >= TYPING_TICKET_TTL_MS {
+        return None;
+    }
+
+    Some(trimmed.to_string())
+}
+
+fn persist_typing_ticket(user_id: &str, ticket: &str) -> Result<(), String> {
+    let mut tickets = load_typing_tickets();
+    tickets.insert(
+        user_id.to_string(),
+        TypingTicketEntry {
+            ticket: ticket.to_string(),
+            fetched_at_ms: channel_host::now_millis(),
+        },
+    );
+    persist_typing_tickets(&tickets)
+}
+
+fn clear_typing_ticket(user_id: &str) -> Result<(), String> {
+    let mut tickets = load_typing_tickets();
+    if tickets.remove(user_id).is_some() {
+        persist_typing_tickets(&tickets)?;
+    }
+    Ok(())
+}
+
+fn resolve_typing_ticket(
+    config: &WechatConfig,
+    user_id: &str,
+    context_token: Option<&str>,
+) -> Result<Option<String>, String> {
+    if let Some(ticket) = cached_typing_ticket(user_id) {
+        return Ok(Some(ticket));
+    }
+
+    let response = api::get_config(config, user_id, context_token)?;
+    if response.ret.unwrap_or(0) != 0 {
+        let errmsg = response
+            .errmsg
+            .as_deref()
+            .unwrap_or("unknown WeChat getConfig error");
+        return Err(format!(
+            "WeChat getConfig returned ret={} errmsg={errmsg}",
+            response.ret.unwrap_or(-1)
+        ));
+    }
+
+    let Some(ticket) = response
+        .typing_ticket
+        .as_deref()
+        .map(str::trim)
+        .filter(|ticket| !ticket.is_empty())
+    else {
+        return Ok(None);
+    };
+
+    if let Err(error) = persist_typing_ticket(user_id, ticket) {
+        channel_host::log(
+            channel_host::LogLevel::Warn,
+            &format!("Failed to persist WeChat typing ticket: {error}"),
+        );
+    }
+
+    Ok(Some(ticket.to_string()))
+}
+
+fn send_typing_indicator(
+    config: &WechatConfig,
+    metadata: &OutboundMetadata,
+    context_token: Option<&str>,
+    status: i32,
+    allow_ticket_fetch: bool,
+) -> Result<(), String> {
+    let ticket = if allow_ticket_fetch {
+        resolve_typing_ticket(config, &metadata.from_user_id, context_token)?
+    } else {
+        cached_typing_ticket(&metadata.from_user_id)
+    };
+
+    let Some(ticket) = ticket else {
+        return Ok(());
+    };
+
+    if let Err(error) = api::send_typing(config, &metadata.from_user_id, &ticket, status) {
+        let _ = clear_typing_ticket(&metadata.from_user_id);
+        return Err(error);
+    }
+
+    Ok(())
+}
+
+export!(WechatChannel);
+
+#[cfg(test)]
+mod tests {
+    use std::collections::HashMap;
+
+    use super::{
+        classify_status_update, extract_text, merge_text, process_incoming_bundle,
+        take_due_pending_bundles, PendingInboundBundle, StoredInboundAttachment,
+        WechatStatusAction,
+    };
+    use crate::exports::near::agent::channel::{StatusType, StatusUpdate};
+    use crate::types::{MessageItem, VoiceItem, WechatMessage, MESSAGE_ITEM_VOICE};
+
+    fn make_bundle(user_id: &str, text: &str, image_count: usize) -> PendingInboundBundle {
+        PendingInboundBundle {
+            from_user_id: user_id.to_string(),
+            to_user_id: Some("bot".to_string()),
+            session_id: Some("session-1".to_string()),
+            context_token: Some("ctx-1".to_string()),
+            message_id: Some(1),
+            flush_at_ms: 0,
+            text: text.to_string(),
+            attachments: (0..image_count)
+                .map(|index| StoredInboundAttachment {
+                    id: format!("att-{index}"),
+                    mime_type: "image/jpeg".to_string(),
+                    filename: Some(format!("photo-{index}.jpg")),
+                    size_bytes: Some(128),
+                    source_url: Some("https://example.com/image.jpg".to_string()),
+                    storage_key: None,
+                    extracted_text: None,
+                    extras_json: "{}".to_string(),
+                })
+                .collect(),
+        }
+    }
+
+    #[test]
+    fn test_classify_status_update_thinking_starts_typing() {
+        let update = StatusUpdate {
+            status: StatusType::Thinking,
+            message: "Thinking...".to_string(),
+            metadata_json: "{}".to_string(),
+        };
+
+        assert_eq!(
+            classify_status_update(&update),
+            Some(WechatStatusAction::Typing)
+        );
+    }
+
+    #[test]
+    fn test_classify_status_update_done_cancels_typing() {
+        let update = StatusUpdate {
+            status: StatusType::Done,
+            message: "Done".to_string(),
+            metadata_json: "{}".to_string(),
+        };
+
+        assert_eq!(
+            classify_status_update(&update),
+            Some(WechatStatusAction::Cancel)
+        );
+    }
+
+    #[test]
+    fn test_classify_status_update_approval_needed_cancels_typing() {
+        let update = StatusUpdate {
+            status: StatusType::ApprovalNeeded,
+            message: "Approval needed".to_string(),
+            metadata_json: "{}".to_string(),
+        };
+
+        assert_eq!(
+            classify_status_update(&update),
+            Some(WechatStatusAction::Cancel)
+        );
+    }
+
+    #[test]
+    fn test_classify_status_update_tool_started_is_ignored() {
+        let update = StatusUpdate {
+            status: StatusType::ToolStarted,
+            message: "Tool started".to_string(),
+            metadata_json: "{}".to_string(),
+        };
+
+        assert_eq!(classify_status_update(&update), None);
+    }
+
+    #[test]
+    fn test_classify_status_update_terminal_text_status_cancels_typing() {
+        let update = StatusUpdate {
+            status: StatusType::Status,
+            message: "Awaiting approval".to_string(),
+            metadata_json: "{}".to_string(),
+        };
+
+        assert_eq!(
+            classify_status_update(&update),
+            Some(WechatStatusAction::Cancel)
+        );
+    }
+
+    #[test]
+    fn test_classify_status_update_progress_status_is_ignored() {
+        let update = StatusUpdate {
+            status: StatusType::Status,
+            message: "Context compaction started".to_string(),
+            metadata_json: "{}".to_string(),
+        };
+
+        assert_eq!(classify_status_update(&update), None);
+    }
+
+    #[test]
+    fn test_merge_text_joins_non_empty_segments() {
+        assert_eq!(merge_text("", "hello"), "hello");
+        assert_eq!(merge_text("look", "what is this"), "look\n\nwhat is this");
+        assert_eq!(merge_text("look", ""), "look");
+    }
+
+    #[test]
+    fn test_extract_text_uses_voice_transcript_when_present() {
+        let message = WechatMessage {
+            message_id: Some(1),
+            from_user_id: Some("user-1".to_string()),
+            to_user_id: Some("bot-1".to_string()),
+            session_id: None,
+            message_type: None,
+            context_token: None,
+            item_list: vec![MessageItem {
+                r#type: Some(MESSAGE_ITEM_VOICE),
+                text_item: None,
+                image_item: None,
+                voice_item: Some(VoiceItem {
+                    media: None,
+                    encode_type: Some(6),
+                    playtime: Some(1500),
+                    text: Some("voice transcript".to_string()),
+                }),
+                file_item: None,
+            }],
+        };
+
+        assert_eq!(extract_text(&message), "voice transcript");
+    }
+
+    #[test]
+    fn test_process_incoming_bundle_merges_buffered_image_with_follow_up_text() {
+        let mut pending = HashMap::new();
+        let mut changed = false;
+
+        let emitted = process_incoming_bundle(
+            &mut pending,
+            make_bundle("u1", "", 1),
+            &mut changed,
+            100,
+            5_000,
+        );
+        assert!(emitted.is_empty());
+        assert!(changed);
+        assert_eq!(pending.len(), 1);
+        assert_eq!(pending["u1"].flush_at_ms, 5100);
+
+        changed = false;
+        let emitted = process_incoming_bundle(
+            &mut pending,
+            make_bundle("u1", "What is in this image?", 0),
+            &mut changed,
+            200,
+            5_000,
+        );
+        assert!(changed);
+        assert!(pending.is_empty());
+        assert_eq!(emitted.len(), 1);
+        assert_eq!(emitted[0].text, "What is in this image?");
+        assert_eq!(emitted[0].attachments.len(), 1);
+    }
+
+    #[test]
+    fn test_process_incoming_bundle_emits_text_and_images_together_without_buffering() {
+        let mut pending = HashMap::new();
+        let mut changed = false;
+
+        let emitted = process_incoming_bundle(
+            &mut pending,
+            make_bundle("u1", "Look at this image", 1),
+            &mut changed,
+            100,
+            5_000,
+        );
+        assert!(!changed);
+        assert!(pending.is_empty());
+        assert_eq!(emitted.len(), 1);
+        assert_eq!(emitted[0].text, "Look at this image");
+        assert_eq!(emitted[0].attachments.len(), 1);
+    }
+
+    #[test]
+    fn test_take_due_pending_bundles_emits_only_expired_entries() {
+        let mut pending = HashMap::new();
+        let mut expired = make_bundle("u1", "", 1);
+        expired.flush_at_ms = 100;
+        let mut fresh = make_bundle("u2", "", 1);
+        fresh.flush_at_ms = 300;
+        pending.insert(expired.from_user_id.clone(), expired);
+        pending.insert(fresh.from_user_id.clone(), fresh);
+
+        let due = take_due_pending_bundles(&mut pending, 200);
+        assert_eq!(due.len(), 1);
+        assert_eq!(due[0].from_user_id, "u1");
+        assert_eq!(pending.len(), 1);
+        assert!(pending.contains_key("u2"));
+    }
+}
@@ -0,0 +1,718 @@
+use aes::cipher::{generic_array::GenericArray, BlockEncrypt, KeyInit};
+use aes::Aes128;
+use base64::Engine as _;
+use md5::{Digest, Md5};
+use rand::RngCore;
+use serde_json::json;
+
+use crate::exports::near::agent::channel::Attachment;
+use crate::near::agent::channel_host::{self, InboundAttachment};
+use crate::types::{
+    CdnMedia, FileItem, ImageItem, MessageItem, SendMessageRequest, WechatConfig,
+    MESSAGE_ITEM_FILE, MESSAGE_ITEM_IMAGE, MESSAGE_ITEM_VOICE, MESSAGE_STATE_FINISH,
+    MESSAGE_TYPE_BOT, UPLOAD_MEDIA_TYPE_IMAGE,
+};
+
+const AES_BLOCK_SIZE: usize = 16;
+
+#[derive(Debug, Clone)]
+pub struct UploadImage {
+    pub download_encrypted_query_param: String,
+    pub aes_key_base64: String,
+    pub file_size_ciphertext: u64,
+}
+
+pub fn extract_inbound_attachments(
+    config: &WechatConfig,
+    message: &crate::types::WechatMessage,
+) -> Result<Vec<InboundAttachment>, String> {
+    message
+        .item_list
+        .iter()
+        .enumerate()
+        .filter_map(|(index, item)| {
+            map_inbound_attachment(config, message, item, index).transpose()
+        })
+        .collect()
+}
+
+pub fn send_image_attachment(
+    config: &WechatConfig,
+    to_user_id: &str,
+    attachment: &Attachment,
+    context_token: Option<&str>,
+    text: &str,
+) -> Result<(), String> {
+    if attachment.data.is_empty() {
+        return Err(format!(
+            "WeChat image attachment '{}' has no data",
+            attachment.filename
+        ));
+    }
+
+    let upload = upload_image(config, to_user_id, attachment)?;
+    if !text.trim().is_empty() {
+        crate::api::send_text_message(config, to_user_id, text.trim(), context_token)?;
+    }
+    let request = SendMessageRequest {
+        msg: crate::types::OutboundWechatMessage {
+            from_user_id: String::new(),
+            to_user_id: to_user_id.to_string(),
+            client_id: format!("wechat-{}", channel_host::now_millis()),
+            message_type: MESSAGE_TYPE_BOT,
+            message_state: MESSAGE_STATE_FINISH,
+            item_list: vec![MessageItem {
+                r#type: Some(MESSAGE_ITEM_IMAGE),
+                text_item: None,
+                image_item: Some(ImageItem {
+                    media: Some(CdnMedia {
+                        encrypt_query_param: Some(upload.download_encrypted_query_param.clone()),
+                        aes_key: Some(upload.aes_key_base64.clone()),
+                        encrypt_type: Some(1),
+                    }),
+                    aeskey: None,
+                    mid_size: Some(upload.file_size_ciphertext),
+                }),
+                voice_item: None,
+                file_item: None,
+            }],
+            context_token: context_token.map(str::to_string),
+        },
+        base_info: crate::api::base_info(),
+    };
+
+    crate::api::send_message_request(config, &request)
+}
+
+fn map_inbound_attachment(
+    config: &WechatConfig,
+    message: &crate::types::WechatMessage,
+    item: &MessageItem,
+    index: usize,
+) -> Result<Option<InboundAttachment>, String> {
+    if item.r#type == Some(MESSAGE_ITEM_IMAGE) {
+        return map_image_attachment(config, message, item, index);
+    }
+    if item.r#type == Some(MESSAGE_ITEM_VOICE) {
+        return map_voice_attachment(config, message, item, index);
+    }
+    if item.r#type == Some(MESSAGE_ITEM_FILE) {
+        return map_file_attachment(config, message, item, index);
+    }
+    Ok(None)
+}
+
+fn map_image_attachment(
+    config: &WechatConfig,
+    message: &crate::types::WechatMessage,
+    item: &MessageItem,
+    index: usize,
+) -> Result<Option<InboundAttachment>, String> {
+    if item.r#type != Some(MESSAGE_ITEM_IMAGE) {
+        return Ok(None);
+    }
+
+    let image = item.image_item.as_ref().ok_or_else(|| {
+        format!(
+            "WeChat image message {:?} is missing image_item payload",
+            message.message_id
+        )
+    })?;
+    let media = image.media.as_ref().ok_or_else(|| {
+        format!(
+            "WeChat image message {:?} is missing media payload",
+            message.message_id
+        )
+    })?;
+    let encrypt_query_param = media.encrypt_query_param.as_deref().ok_or_else(|| {
+        format!(
+            "WeChat image message {:?} is missing encrypt_query_param",
+            message.message_id
+        )
+    })?;
+    let message_id = message
+        .message_id
+        .ok_or_else(|| "WeChat image message is missing message_id".to_string())?;
+    let aes_key = preferred_image_aes_key(image, media).map(str::to_string);
+
+    Ok(Some(InboundAttachment {
+        id: format!("wechat-image-{}-{}", message_id, index),
+        mime_type: "image/jpeg".to_string(),
+        filename: Some(format!("wechat-image-{}-{}.jpg", message_id, index)),
+        size_bytes: image.mid_size,
+        source_url: Some(build_cdn_download_url(
+            &config.cdn_base_url,
+            encrypt_query_param,
+        )),
+        storage_key: None,
+        extracted_text: None,
+        extras_json: json!({ "wechat_aes_key": aes_key }).to_string(),
+    }))
+}
+
+fn map_file_attachment(
+    config: &WechatConfig,
+    message: &crate::types::WechatMessage,
+    item: &MessageItem,
+    index: usize,
+) -> Result<Option<InboundAttachment>, String> {
+    if item.r#type != Some(MESSAGE_ITEM_FILE) {
+        return Ok(None);
+    }
+
+    let file = item.file_item.as_ref().ok_or_else(|| {
+        format!(
+            "WeChat file message {:?} is missing file_item payload",
+            message.message_id
+        )
+    })?;
+    let media = file.media.as_ref().ok_or_else(|| {
+        format!(
+            "WeChat file message {:?} is missing media payload",
+            message.message_id
+        )
+    })?;
+    let encrypt_query_param = media.encrypt_query_param.as_deref().ok_or_else(|| {
+        format!(
+            "WeChat file message {:?} is missing encrypt_query_param",
+            message.message_id
+        )
+    })?;
+    let aes_key = media
+        .aes_key
+        .as_deref()
+        .filter(|value| !value.trim().is_empty())
+        .ok_or_else(|| {
+            format!(
+                "WeChat file message {:?} is missing aes_key",
+                message.message_id
+            )
+        })?;
+    let message_id = message
+        .message_id
+        .ok_or_else(|| "WeChat file message is missing message_id".to_string())?;
+    let filename = inbound_file_name(file, message_id, index);
+    let size_bytes = file.len.as_deref().and_then(parse_file_size);
+
+    Ok(Some(InboundAttachment {
+        id: format!("wechat-file-{}-{}", message_id, index),
+        mime_type: infer_file_mime_type(&filename),
+        filename: Some(filename),
+        size_bytes,
+        source_url: Some(build_cdn_download_url(
+            &config.cdn_base_url,
+            encrypt_query_param,
+        )),
+        storage_key: None,
+        extracted_text: None,
+        extras_json: json!({ "wechat_aes_key": aes_key }).to_string(),
+    }))
+}
+
+fn map_voice_attachment(
+    config: &WechatConfig,
+    message: &crate::types::WechatMessage,
+    item: &MessageItem,
+    index: usize,
+) -> Result<Option<InboundAttachment>, String> {
+    if item.r#type != Some(MESSAGE_ITEM_VOICE) {
+        return Ok(None);
+    }
+
+    let voice = item.voice_item.as_ref().ok_or_else(|| {
+        format!(
+            "WeChat voice message {:?} is missing voice_item payload",
+            message.message_id
+        )
+    })?;
+    let media = voice.media.as_ref().ok_or_else(|| {
+        format!(
+            "WeChat voice message {:?} is missing media payload",
+            message.message_id
+        )
+    })?;
+    let encrypt_query_param = media.encrypt_query_param.as_deref().ok_or_else(|| {
+        format!(
+            "WeChat voice message {:?} is missing encrypt_query_param",
+            message.message_id
+        )
+    })?;
+    let aes_key = media
+        .aes_key
+        .as_deref()
+        .filter(|value| !value.trim().is_empty())
+        .ok_or_else(|| {
+            format!(
+                "WeChat voice message {:?} is missing aes_key",
+                message.message_id
+            )
+        })?;
+    let message_id = message
+        .message_id
+        .ok_or_else(|| "WeChat voice message is missing message_id".to_string())?;
+    let (mime_type, extension) = infer_voice_media_type(voice.encode_type);
+    let duration_secs = voice.playtime.map(|millis| (millis / 1000) as u32);
+
+    Ok(Some(InboundAttachment {
+        id: format!("wechat-voice-{}-{}", message_id, index),
+        mime_type: mime_type.to_string(),
+        filename: Some(format!(
+            "wechat-voice-{}-{}.{}",
+            message_id, index, extension
+        )),
+        size_bytes: None,
+        source_url: Some(build_cdn_download_url(
+            &config.cdn_base_url,
+            encrypt_query_param,
+        )),
+        storage_key: None,
+        extracted_text: voice
+            .text
+            .as_deref()
+            .map(str::trim)
+            .filter(|value| !value.is_empty())
+            .map(str::to_string),
+        extras_json: build_voice_extras_json(aes_key, duration_secs),
+    }))
+}
+
+fn preferred_image_aes_key<'a>(image: &'a ImageItem, media: &'a CdnMedia) -> Option<&'a str> {
+    image
+        .aeskey
+        .as_deref()
+        .filter(|value| !value.trim().is_empty())
+        .or_else(|| {
+            media
+                .aes_key
+                .as_deref()
+                .filter(|value| !value.trim().is_empty())
+        })
+}
+
+fn inbound_file_name(file: &FileItem, message_id: i64, index: usize) -> String {
+    file.file_name
+        .as_deref()
+        .map(str::trim)
+        .filter(|value| !value.is_empty())
+        .map(str::to_string)
+        .unwrap_or_else(|| format!("wechat-file-{}-{}.bin", message_id, index))
+}
+
+fn parse_file_size(raw: &str) -> Option<u64> {
+    raw.trim().parse::<u64>().ok()
+}
+
+fn infer_voice_media_type(encode_type: Option<i32>) -> (&'static str, &'static str) {
+    match encode_type {
+        Some(7) => ("audio/mpeg", "mp3"),
+        Some(8) => ("audio/ogg", "ogg"),
+        Some(5) => ("audio/amr", "amr"),
+        Some(6) => ("audio/silk", "silk"),
+        _ => ("audio/silk", "silk"),
+    }
+}
+
+fn build_voice_extras_json(aes_key: &str, duration_secs: Option<u32>) -> String {
+    let mut extras = serde_json::Map::new();
+    extras.insert("wechat_aes_key".to_string(), json!(aes_key));
+    if let Some(duration_secs) = duration_secs {
+        extras.insert("duration_secs".to_string(), json!(duration_secs));
+    }
+    serde_json::Value::Object(extras).to_string()
+}
+
+fn infer_file_mime_type(filename: &str) -> String {
+    let extension = filename
+        .rsplit_once('.')
+        .map(|(_, ext)| ext.trim().to_ascii_lowercase());
+
+    match extension.as_deref() {
+        Some("pdf") => "application/pdf",
+        Some("doc") => "application/msword",
+        Some("docx") => "application/vnd.openxmlformats-officedocument.wordprocessingml.document",
+        Some("xls") => "application/vnd.ms-excel",
+        Some("xlsx") => "application/vnd.openxmlformats-officedocument.spreadsheetml.sheet",
+        Some("ppt") => "application/vnd.ms-powerpoint",
+        Some("pptx") => "application/vnd.openxmlformats-officedocument.presentationml.presentation",
+        Some("txt") => "text/plain",
+        Some("csv") => "text/csv",
+        Some("json") => "application/json",
+        Some("xml") => "application/xml",
+        Some("md") => "text/markdown",
+        Some("zip") => "application/zip",
+        Some("tar") => "application/x-tar",
+        Some("gz") => "application/gzip",
+        Some("mp3") => "audio/mpeg",
+        Some("ogg") => "audio/ogg",
+        Some("wav") => "audio/wav",
+        Some("mp4") => "video/mp4",
+        Some("mov") => "video/quicktime",
+        Some("webm") => "video/webm",
+        Some("mkv") => "video/x-matroska",
+        Some("avi") => "video/x-msvideo",
+        Some("png") => "image/png",
+        Some("jpg") | Some("jpeg") => "image/jpeg",
+        Some("gif") => "image/gif",
+        Some("webp") => "image/webp",
+        Some("bmp") => "image/bmp",
+        _ => "application/octet-stream",
+    }
+    .to_string()
+}
+
+fn upload_image(
+    config: &WechatConfig,
+    to_user_id: &str,
+    attachment: &Attachment,
+) -> Result<UploadImage, String> {
+    let plaintext = &attachment.data;
+    let raw_size = plaintext.len() as u64;
+    let raw_md5 = hex_lower(md5_bytes(plaintext));
+    let file_size_ciphertext = padded_size(raw_size);
+    let filekey = hex_lower(random_bytes(16)?);
+    let aes_key = random_bytes(16)?;
+    let aes_key_hex = hex_lower(aes_key.clone());
+
+    let upload_url = crate::api::get_upload_url(
+        config,
+        &crate::types::GetUploadUrlRequest {
+            filekey: filekey.clone(),
+            media_type: UPLOAD_MEDIA_TYPE_IMAGE,
+            to_user_id: to_user_id.to_string(),
+            rawsize: raw_size,
+            rawfilemd5: raw_md5,
+            filesize: file_size_ciphertext,
+            no_need_thumb: true,
+            aeskey: aes_key_hex,
+            base_info: crate::api::base_info(),
+        },
+    )?;
+
+    let upload_param = upload_url
+        .upload_param
+        .as_deref()
+        .filter(|value| !value.trim().is_empty())
+        .ok_or_else(|| "WeChat getUploadUrl returned no upload_param".to_string())?;
+
+    if upload_url.thumb_upload_param.is_some() {
+        channel_host::log(
+            channel_host::LogLevel::Debug,
+            "WeChat image upload returned thumb_upload_param; ignoring for single-image flow",
+        );
+    }
+
+    let ciphertext = encrypt_aes_ecb_pkcs7(plaintext, &aes_key)?;
+    let upload_response = channel_host::http_request(
+        "POST",
+        &build_cdn_upload_url(&config.cdn_base_url, upload_param, &filekey),
+        r#"{"Content-Type":"application/octet-stream"}"#,
+        Some(&ciphertext),
+        Some(15_000),
+    )
+    .map_err(|e| format!("WeChat CDN upload failed: {e}"))?;
+
+    if upload_response.status != 200 {
+        let body = String::from_utf8_lossy(&upload_response.body);
+        return Err(format!(
+            "WeChat CDN upload returned {}: {}",
+            upload_response.status, body
+        ));
+    }
+
+    let headers: std::collections::HashMap<String, String> =
+        serde_json::from_str(&upload_response.headers_json)
+            .map_err(|e| format!("Failed to parse WeChat CDN upload headers: {e}"))?;
+    let download_encrypted_query_param = headers
+        .iter()
+        .find_map(|(key, value)| {
+            if key.eq_ignore_ascii_case("x-encrypted-param") {
+                Some(value.clone())
+            } else {
+                None
+            }
+        })
+        .filter(|value| !value.trim().is_empty())
+        .ok_or_else(|| "WeChat CDN upload response missing x-encrypted-param".to_string())?;
+
+    Ok(UploadImage {
+        download_encrypted_query_param,
+        aes_key_base64: base64::engine::general_purpose::STANDARD.encode(aes_key),
+        file_size_ciphertext,
+    })
+}
+
+fn build_cdn_download_url(cdn_base_url: &str, encrypted_query_param: &str) -> String {
+    format!(
+        "{}/download?encrypted_query_param={}",
+        cdn_base_url.trim_end_matches('/'),
+        percent_encode(encrypted_query_param)
+    )
+}
+
+fn build_cdn_upload_url(cdn_base_url: &str, upload_param: &str, filekey: &str) -> String {
+    format!(
+        "{}/upload?encrypted_query_param={}&filekey={}",
+        cdn_base_url.trim_end_matches('/'),
+        percent_encode(upload_param),
+        percent_encode(filekey)
+    )
+}
+
+fn percent_encode(value: &str) -> String {
+    let mut encoded = String::with_capacity(value.len());
+    for byte in value.bytes() {
+        if byte.is_ascii_alphanumeric() || matches!(byte, b'-' | b'_' | b'.' | b'~') {
+            encoded.push(byte as char);
+        } else {
+            encoded.push('%');
+            encoded.push(nibble_to_hex(byte >> 4));
+            encoded.push(nibble_to_hex(byte & 0x0F));
+        }
+    }
+    encoded
+}
+
+fn nibble_to_hex(nibble: u8) -> char {
+    match nibble {
+        0..=9 => (b'0' + nibble) as char,
+        10..=15 => (b'A' + (nibble - 10)) as char,
+        _ => '0',
+    }
+}
+
+fn encode_hex(bytes: &[u8]) -> String {
+    let mut out = String::with_capacity(bytes.len() * 2);
+    for byte in bytes {
+        out.push(nibble_to_hex(byte >> 4));
+        out.push(nibble_to_hex(byte & 0x0F));
+    }
+    out
+}
+
+fn hex_lower(bytes: Vec<u8>) -> String {
+    encode_hex(&bytes).to_ascii_lowercase()
+}
+
+fn encrypt_aes_ecb_pkcs7(plaintext: &[u8], key: &[u8]) -> Result<Vec<u8>, String> {
+    let cipher = Aes128::new_from_slice(key).map_err(|e| format!("Invalid AES key: {e}"))?;
+    let mut padded = plaintext.to_vec();
+    let pad_len = AES_BLOCK_SIZE - (padded.len() % AES_BLOCK_SIZE);
+    padded.extend(std::iter::repeat_n(pad_len as u8, pad_len));
+
+    for chunk in padded.chunks_exact_mut(AES_BLOCK_SIZE) {
+        cipher.encrypt_block(GenericArray::from_mut_slice(chunk));
+    }
+
+    Ok(padded)
+}
+
+fn md5_bytes(bytes: &[u8]) -> Vec<u8> {
+    Md5::digest(bytes).to_vec()
+}
+
+fn random_bytes(len: usize) -> Result<Vec<u8>, String> {
+    let mut bytes = vec![0u8; len];
+    rand::rngs::OsRng.fill_bytes(&mut bytes);
+    if bytes.iter().all(|byte| *byte == 0) {
+        return Err("OS RNG returned all-zero bytes unexpectedly".to_string());
+    }
+    Ok(bytes)
+}
+
+fn padded_size(raw_size: u64) -> u64 {
+    ((raw_size / AES_BLOCK_SIZE as u64) + 1) * AES_BLOCK_SIZE as u64
+}
+
+#[cfg(test)]
+mod tests {
+    use super::{
+        build_voice_extras_json, encode_hex, encrypt_aes_ecb_pkcs7, infer_file_mime_type,
+        infer_voice_media_type, map_file_attachment, map_image_attachment, map_voice_attachment,
+        AES_BLOCK_SIZE,
+    };
+    use crate::types::{
+        CdnMedia, FileItem, ImageItem, MessageItem, VoiceItem, WechatConfig, WechatMessage,
+        MESSAGE_ITEM_FILE, MESSAGE_ITEM_IMAGE, MESSAGE_ITEM_VOICE,
+    };
+
+    #[test]
+    fn test_encrypt_aes_ecb_pkcs7_is_block_aligned() {
+        let key = [0x11u8; 16];
+        let plaintext = b"wechat image payload".to_vec();
+        let ciphertext = encrypt_aes_ecb_pkcs7(&plaintext, &key).unwrap();
+        assert_eq!(ciphertext.len() % AES_BLOCK_SIZE, 0);
+        assert_ne!(ciphertext, plaintext);
+        assert_eq!(
+            encode_hex(&ciphertext).to_ascii_lowercase(),
+            "a7464c94a03fb2c5aa783597a1d2f5a461f1cd5d83a7bd92721e8ac1853f881f"
+        );
+    }
+
+    #[test]
+    fn test_map_image_attachment_errors_when_message_id_missing() {
+        let config = WechatConfig::default();
+        let message = WechatMessage {
+            message_id: None,
+            from_user_id: Some("user-1".to_string()),
+            to_user_id: Some("bot-1".to_string()),
+            session_id: None,
+            message_type: None,
+            context_token: None,
+            item_list: vec![MessageItem {
+                r#type: Some(MESSAGE_ITEM_IMAGE),
+                text_item: None,
+                image_item: Some(ImageItem {
+                    media: Some(CdnMedia {
+                        encrypt_query_param: Some("enc".to_string()),
+                        aes_key: Some("aes".to_string()),
+                        encrypt_type: Some(1),
+                    }),
+                    aeskey: None,
+                    mid_size: Some(128),
+                }),
+                voice_item: None,
+                file_item: None,
+            }],
+        };
+
+        let error = map_image_attachment(&config, &message, &message.item_list[0], 0)
+            .expect_err("missing message_id should error");
+        assert!(error.contains("missing message_id"));
+    }
+
+    #[test]
+    fn test_map_file_attachment_uses_filename_and_size_metadata() {
+        let config = WechatConfig::default();
+        let message = WechatMessage {
+            message_id: Some(42),
+            from_user_id: Some("user-1".to_string()),
+            to_user_id: Some("bot-1".to_string()),
+            session_id: None,
+            message_type: None,
+            context_token: None,
+            item_list: vec![MessageItem {
+                r#type: Some(MESSAGE_ITEM_FILE),
+                text_item: None,
+                image_item: None,
+                voice_item: None,
+                file_item: Some(FileItem {
+                    media: Some(CdnMedia {
+                        encrypt_query_param: Some("enc".to_string()),
+                        aes_key: Some("YWJjZGVmZ2hpamtsbW5vcA==".to_string()),
+                        encrypt_type: Some(1),
+                    }),
+                    file_name: Some("report.PDF".to_string()),
+                    len: Some("256".to_string()),
+                }),
+            }],
+        };
+
+        let attachment = map_file_attachment(&config, &message, &message.item_list[0], 0)
+            .expect("file attachment should map")
+            .expect("file attachment should be present");
+        assert_eq!(attachment.id, "wechat-file-42-0");
+        assert_eq!(attachment.mime_type, "application/pdf");
+        assert_eq!(attachment.filename.as_deref(), Some("report.PDF"));
+        assert_eq!(attachment.size_bytes, Some(256));
+        assert!(attachment.extras_json.contains("wechat_aes_key"));
+    }
+
+    #[test]
+    fn test_map_file_attachment_errors_when_message_id_missing() {
+        let config = WechatConfig::default();
+        let message = WechatMessage {
+            message_id: None,
+            from_user_id: Some("user-1".to_string()),
+            to_user_id: Some("bot-1".to_string()),
+            session_id: None,
+            message_type: None,
+            context_token: None,
+            item_list: vec![MessageItem {
+                r#type: Some(MESSAGE_ITEM_FILE),
+                text_item: None,
+                image_item: None,
+                voice_item: None,
+                file_item: Some(FileItem {
+                    media: Some(CdnMedia {
+                        encrypt_query_param: Some("enc".to_string()),
+                        aes_key: Some("aes".to_string()),
+                        encrypt_type: Some(1),
+                    }),
+                    file_name: Some("report.pdf".to_string()),
+                    len: Some("256".to_string()),
+                }),
+            }],
+        };
+
+        let error = map_file_attachment(&config, &message, &message.item_list[0], 0)
+            .expect_err("missing message_id should error");
+        assert!(error.contains("missing message_id"));
+    }
+
+    #[test]
+    fn test_infer_file_mime_type_defaults_to_octet_stream() {
+        assert_eq!(
+            infer_file_mime_type("archive.unknown"),
+            "application/octet-stream"
+        );
+        assert_eq!(infer_file_mime_type("README"), "application/octet-stream");
+    }
+
+    #[test]
+    fn test_infer_voice_media_type_defaults_to_silk() {
+        assert_eq!(infer_voice_media_type(Some(6)), ("audio/silk", "silk"));
+        assert_eq!(infer_voice_media_type(Some(8)), ("audio/ogg", "ogg"));
+        assert_eq!(infer_voice_media_type(None), ("audio/silk", "silk"));
+    }
+
+    #[test]
+    fn test_build_voice_extras_json_includes_duration() {
+        let extras = build_voice_extras_json("aes-key", Some(9));
+        assert!(extras.contains("wechat_aes_key"));
+        assert!(extras.contains("duration_secs"));
+    }
+
+    #[test]
+    fn test_map_voice_attachment_sets_audio_metadata() {
+        let config = WechatConfig::default();
+        let message = WechatMessage {
+            message_id: Some(77),
+            from_user_id: Some("user-1".to_string()),
+            to_user_id: Some("bot-1".to_string()),
+            session_id: None,
+            message_type: None,
+            context_token: None,
+            item_list: vec![MessageItem {
+                r#type: Some(MESSAGE_ITEM_VOICE),
+                text_item: None,
+                image_item: None,
+                voice_item: Some(VoiceItem {
+                    media: Some(CdnMedia {
+                        encrypt_query_param: Some("enc".to_string()),
+                        aes_key: Some("YWJjZGVmZ2hpamtsbW5vcA==".to_string()),
+                        encrypt_type: Some(1),
+                    }),
+                    encode_type: Some(8),
+                    playtime: Some(4200),
+                    text: Some("hello from voice".to_string()),
+                }),
+                file_item: None,
+            }],
+        };
+
+        let attachment = map_voice_attachment(&config, &message, &message.item_list[0], 0)
+            .expect("voice attachment should map")
+            .expect("voice attachment should be present");
+        assert_eq!(attachment.id, "wechat-voice-77-0");
+        assert_eq!(attachment.mime_type, "audio/ogg");
+        assert_eq!(
+            attachment.filename.as_deref(),
+            Some("wechat-voice-77-0.ogg")
+        );
+        assert_eq!(
+            attachment.extracted_text.as_deref(),
+            Some("hello from voice")
+        );
+        assert!(attachment.extras_json.contains("duration_secs"));
+    }
+}
@@ -0,0 +1,158 @@
+use std::collections::HashMap;
+
+use serde::{Deserialize, Serialize};
+
+use crate::auth::{
+    CONFIG_PATH, CONTEXT_TOKENS_PATH, GET_UPDATES_BUF_PATH, PENDING_INBOUND_PATH,
+    TYPING_TICKETS_PATH,
+};
+use crate::near::agent::channel_host;
+use crate::types::WechatConfig;
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct TypingTicketEntry {
+    pub ticket: String,
+    pub fetched_at_ms: u64,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize, PartialEq, Eq)]
+pub struct StoredInboundAttachment {
+    pub id: String,
+    pub mime_type: String,
+    pub filename: Option<String>,
+    pub size_bytes: Option<u64>,
+    pub source_url: Option<String>,
+    pub storage_key: Option<String>,
+    pub extracted_text: Option<String>,
+    pub extras_json: String,
+}
+
+impl From<channel_host::InboundAttachment> for StoredInboundAttachment {
+    fn from(value: channel_host::InboundAttachment) -> Self {
+        Self {
+            id: value.id,
+            mime_type: value.mime_type,
+            filename: value.filename,
+            size_bytes: value.size_bytes,
+            source_url: value.source_url,
+            storage_key: value.storage_key,
+            extracted_text: value.extracted_text,
+            extras_json: value.extras_json,
+        }
+    }
+}
+
+impl From<StoredInboundAttachment> for channel_host::InboundAttachment {
+    fn from(value: StoredInboundAttachment) -> Self {
+        Self {
+            id: value.id,
+            mime_type: value.mime_type,
+            filename: value.filename,
+            size_bytes: value.size_bytes,
+            source_url: value.source_url,
+            storage_key: value.storage_key,
+            extracted_text: value.extracted_text,
+            extras_json: value.extras_json,
+        }
+    }
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize, PartialEq, Eq)]
+pub struct PendingInboundBundle {
+    pub from_user_id: String,
+    pub to_user_id: Option<String>,
+    pub session_id: Option<String>,
+    pub context_token: Option<String>,
+    pub message_id: Option<i64>,
+    pub flush_at_ms: u64,
+    pub text: String,
+    pub attachments: Vec<StoredInboundAttachment>,
+}
+
+pub fn load_config() -> WechatConfig {
+    channel_host::workspace_read(CONFIG_PATH)
+        .and_then(|raw| serde_json::from_str::<WechatConfig>(&raw).ok())
+        .unwrap_or_default()
+}
+
+pub fn persist_config(config: &WechatConfig) -> Result<(), String> {
+    let serialized =
+        serde_json::to_string(config).map_err(|e| format!("Failed to serialize config: {e}"))?;
+    channel_host::workspace_write(CONFIG_PATH, &serialized).map_err(|e| e.to_string())
+}
+
+pub fn load_get_updates_buf() -> String {
+    channel_host::workspace_read(GET_UPDATES_BUF_PATH)
+        .and_then(|raw| serde_json::from_str::<String>(&raw).ok())
+        .unwrap_or_default()
+}
+
+pub fn persist_get_updates_buf(value: &str) -> Result<(), String> {
+    let serialized =
+        serde_json::to_string(value).map_err(|e| format!("Failed to serialize cursor: {e}"))?;
+    channel_host::workspace_write(GET_UPDATES_BUF_PATH, &serialized).map_err(|e| e.to_string())
+}
+
+pub fn load_context_tokens() -> HashMap<String, String> {
+    channel_host::workspace_read(CONTEXT_TOKENS_PATH)
+        .and_then(|raw| serde_json::from_str::<HashMap<String, String>>(&raw).ok())
+        .unwrap_or_default()
+}
+
+pub fn persist_context_tokens(tokens: &HashMap<String, String>) -> Result<(), String> {
+    let serialized =
+        serde_json::to_string(tokens).map_err(|e| format!("Failed to serialize tokens: {e}"))?;
+    channel_host::workspace_write(CONTEXT_TOKENS_PATH, &serialized).map_err(|e| e.to_string())
+}
+
+pub fn load_typing_tickets() -> HashMap<String, TypingTicketEntry> {
+    channel_host::workspace_read(TYPING_TICKETS_PATH)
+        .and_then(|raw| serde_json::from_str::<HashMap<String, TypingTicketEntry>>(&raw).ok())
+        .unwrap_or_default()
+}
+
+pub fn persist_typing_tickets(tickets: &HashMap<String, TypingTicketEntry>) -> Result<(), String> {
+    let serialized =
+        serde_json::to_string(tickets).map_err(|e| format!("Failed to serialize tickets: {e}"))?;
+    channel_host::workspace_write(TYPING_TICKETS_PATH, &serialized).map_err(|e| e.to_string())
+}
+
+pub fn load_pending_inbound_bundles() -> Result<HashMap<String, PendingInboundBundle>, String> {
+    parse_pending_inbound_bundles(channel_host::workspace_read(PENDING_INBOUND_PATH).as_deref())
+}
+
+pub fn persist_pending_inbound_bundles(
+    bundles: &HashMap<String, PendingInboundBundle>,
+) -> Result<(), String> {
+    let serialized =
+        serde_json::to_string(bundles).map_err(|e| format!("Failed to serialize bundles: {e}"))?;
+    channel_host::workspace_write(PENDING_INBOUND_PATH, &serialized).map_err(|e| e.to_string())
+}
+
+fn parse_pending_inbound_bundles(
+    raw: Option<&str>,
+) -> Result<HashMap<String, PendingInboundBundle>, String> {
+    match raw {
+        None => Ok(HashMap::new()),
+        Some(raw) => serde_json::from_str(raw)
+            .map_err(|e| format!("Failed to parse pending inbound bundles: {e}")),
+    }
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    #[test]
+    fn test_parse_pending_inbound_bundles_missing_file_returns_empty_map() {
+        let bundles = parse_pending_inbound_bundles(None).expect("missing state should be empty");
+        assert!(bundles.is_empty());
+    }
+
+    #[test]
+    fn test_parse_pending_inbound_bundles_invalid_json_returns_error() {
+        let error =
+            parse_pending_inbound_bundles(Some("{not json")).expect_err("invalid json should err");
+        assert!(error.contains("Failed to parse pending inbound bundles"));
+    }
+}
@@ -0,0 +1,216 @@
+use serde::{Deserialize, Serialize};
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct WechatConfig {
+    #[serde(default = "default_base_url")]
+    pub base_url: String,
+    #[serde(default = "default_cdn_base_url")]
+    pub cdn_base_url: String,
+    #[serde(default = "default_bot_type")]
+    pub bot_type: String,
+    #[serde(default = "default_poll_interval_ms")]
+    pub poll_interval_ms: u32,
+    #[serde(default = "default_long_poll_timeout_ms")]
+    pub long_poll_timeout_ms: u32,
+    #[serde(default = "default_inbound_merge_window_ms")]
+    pub inbound_merge_window_ms: u32,
+}
+
+fn default_base_url() -> String {
+    "https://ilinkai.weixin.qq.com".to_string()
+}
+
+fn default_cdn_base_url() -> String {
+    "https://novac2c.cdn.weixin.qq.com/c2c".to_string()
+}
+
+fn default_bot_type() -> String {
+    "3".to_string()
+}
+
+fn default_poll_interval_ms() -> u32 {
+    30_000
+}
+
+fn default_long_poll_timeout_ms() -> u32 {
+    35_000
+}
+
+fn default_inbound_merge_window_ms() -> u32 {
+    5_000
+}
+
+impl Default for WechatConfig {
+    fn default() -> Self {
+        Self {
+            base_url: default_base_url(),
+            cdn_base_url: default_cdn_base_url(),
+            bot_type: default_bot_type(),
+            poll_interval_ms: default_poll_interval_ms(),
+            long_poll_timeout_ms: default_long_poll_timeout_ms(),
+            inbound_merge_window_ms: default_inbound_merge_window_ms(),
+        }
+    }
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct BaseInfo {
+    pub channel_version: String,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct GetUploadUrlRequest {
+    pub filekey: String,
+    pub media_type: i32,
+    pub to_user_id: String,
+    pub rawsize: u64,
+    pub rawfilemd5: String,
+    pub filesize: u64,
+    pub no_need_thumb: bool,
+    pub aeskey: String,
+    pub base_info: BaseInfo,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct GetUpdatesRequest {
+    pub get_updates_buf: String,
+    pub base_info: BaseInfo,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct GetConfigRequest {
+    pub ilink_user_id: String,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub context_token: Option<String>,
+    pub base_info: BaseInfo,
+}
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct GetUpdatesResponse {
+    pub ret: Option<i32>,
+    pub errcode: Option<i32>,
+    pub errmsg: Option<String>,
+    #[serde(default)]
+    pub msgs: Vec<WechatMessage>,
+    pub get_updates_buf: Option<String>,
+}
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct GetUploadUrlResponse {
+    pub upload_param: Option<String>,
+    pub thumb_upload_param: Option<String>,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct SendMessageRequest {
+    pub msg: OutboundWechatMessage,
+    pub base_info: BaseInfo,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct SendTypingRequest {
+    pub ilink_user_id: String,
+    pub typing_ticket: String,
+    pub status: i32,
+    pub base_info: BaseInfo,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct OutboundWechatMessage {
+    pub from_user_id: String,
+    pub to_user_id: String,
+    pub client_id: String,
+    pub message_type: i32,
+    pub message_state: i32,
+    pub item_list: Vec<MessageItem>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub context_token: Option<String>,
+}
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct WechatMessage {
+    pub message_id: Option<i64>,
+    pub from_user_id: Option<String>,
+    pub to_user_id: Option<String>,
+    pub session_id: Option<String>,
+    pub message_type: Option<i32>,
+    pub context_token: Option<String>,
+    #[serde(default)]
+    pub item_list: Vec<MessageItem>,
+}
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct GetConfigResponse {
+    pub ret: Option<i32>,
+    pub errmsg: Option<String>,
+    pub typing_ticket: Option<String>,
+}
+
+#[derive(Debug, Clone, Deserialize)]
+pub struct SendTypingResponse {
+    pub ret: Option<i32>,
+    pub errmsg: Option<String>,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct MessageItem {
+    pub r#type: Option<i32>,
+    pub text_item: Option<TextItem>,
+    pub image_item: Option<ImageItem>,
+    pub voice_item: Option<VoiceItem>,
+    pub file_item: Option<FileItem>,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct TextItem {
+    pub text: String,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct CdnMedia {
+    pub encrypt_query_param: Option<String>,
+    pub aes_key: Option<String>,
+    pub encrypt_type: Option<i32>,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct ImageItem {
+    pub media: Option<CdnMedia>,
+    pub aeskey: Option<String>,
+    pub mid_size: Option<u64>,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct VoiceItem {
+    pub media: Option<CdnMedia>,
+    pub encode_type: Option<i32>,
+    pub playtime: Option<u64>,
+    pub text: Option<String>,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct FileItem {
+    pub media: Option<CdnMedia>,
+    pub file_name: Option<String>,
+    pub len: Option<String>,
+}
+
+#[derive(Debug, Clone, Deserialize, Serialize)]
+pub struct OutboundMetadata {
+    pub from_user_id: String,
+    pub to_user_id: Option<String>,
+    pub message_id: Option<i64>,
+    pub session_id: Option<String>,
+    pub context_token: Option<String>,
+}
+
+pub const MESSAGE_TYPE_USER: i32 = 1;
+pub const MESSAGE_TYPE_BOT: i32 = 2;
+pub const MESSAGE_STATE_FINISH: i32 = 2;
+pub const MESSAGE_ITEM_TEXT: i32 = 1;
+pub const MESSAGE_ITEM_IMAGE: i32 = 2;
+pub const MESSAGE_ITEM_VOICE: i32 = 3;
+pub const MESSAGE_ITEM_FILE: i32 = 4;
+pub const TYPING_STATUS_TYPING: i32 = 1;
+pub const TYPING_STATUS_CANCEL: i32 = 2;
+pub const UPLOAD_MEDIA_TYPE_IMAGE: i32 = 1;
@@ -0,0 +1,51 @@
+{
+  "version": "0.1.0",
+  "wit_version": "0.3.0",
+  "type": "channel",
+  "name": "wechat",
+  "description": "WeChat iLink Bot channel for direct-message chat via long polling",
+  "setup": {
+    "required_secrets": [
+      {
+        "name": "wechat_bot_token",
+        "prompt": "Connect this channel from the WeChat setup flow. IronClaw stores the bot token after QR login succeeds.",
+        "optional": false
+      }
+    ],
+    "setup_url": "https://ilinkai.weixin.qq.com"
+  },
+  "capabilities": {
+    "http": {
+      "allowlist": [
+        { "host": "ilinkai.weixin.qq.com", "path_prefix": "/" },
+        { "host": "novac2c.cdn.weixin.qq.com", "path_prefix": "/c2c/" }
+      ],
+      "rate_limit": {
+        "requests_per_minute": 60,
+        "requests_per_hour": 1200
+      }
+    },
+    "secrets": {
+      "allowed_names": ["wechat_*"]
+    },
+    "channel": {
+      "allowed_paths": [],
+      "allow_polling": true,
+      "min_poll_interval_ms": 30000,
+      "workspace_prefix": "channels/wechat/",
+      "callback_timeout_secs": 45,
+      "emit_rate_limit": {
+        "messages_per_minute": 100,
+        "messages_per_hour": 5000
+      }
+    }
+  },
+  "config": {
+    "base_url": "https://ilinkai.weixin.qq.com",
+    "cdn_base_url": "https://novac2c.cdn.weixin.qq.com/c2c",
+    "bot_type": "3",
+    "poll_interval_ms": 30000,
+    "long_poll_timeout_ms": 35000,
+    "inbound_merge_window_ms": 5000
+  }
+}
@@ -269,7 +269,7 @@ dependencies = [

 [[package]]
 name = "whatsapp-channel"
-version = "0.1.0"
+version = "0.2.0"
 dependencies = [
 "serde",
 "serde_json",
@@ -0,0 +1,17 @@
+[package]
+name = "ironclaw_common"
+version = "0.1.0"
+edition = "2024"
+rust-version = "1.92"
+description = "Shared types and utilities for the IronClaw workspace"
+authors = ["NEAR AI <[email protected]>"]
+license = "MIT OR Apache-2.0"
+homepage = "https://github.com/nearai/ironclaw"
+repository = "https://github.com/nearai/ironclaw"
+
+[package.metadata.dist]
+dist = false
+
+[dependencies]
+serde = { version = "1", features = ["derive"] }
+serde_json = "1"
@@ -0,0 +1,393 @@
+//! Application-wide event types.
+//!
+//! `AppEvent` is the real-time event protocol used across the entire
+//! application.  The web gateway serialises these to SSE / WebSocket
+//! frames, but other subsystems (agent loop, orchestrator, extensions)
+//! produce and consume them too.
+
+use serde::{Deserialize, Serialize};
+
+/// A single tool decision in a reasoning update (SSE DTO).
+#[derive(Debug, Clone, Serialize, Deserialize)]
+pub struct ToolDecisionDto {
+    pub tool_name: String,
+    pub rationale: String,
+}
+
+impl ToolDecisionDto {
+    /// Parse a list of tool decisions from a JSON array value.
+    pub fn from_json_array(value: &serde_json::Value) -> Vec<Self> {
+        value
+            .as_array()
+            .map(|arr| {
+                arr.iter()
+                    .filter_map(|d| {
+                        Some(Self {
+                            tool_name: d.get("tool_name")?.as_str()?.to_string(),
+                            rationale: d.get("rationale")?.as_str()?.to_string(),
+                        })
+                    })
+                    .collect()
+            })
+            .unwrap_or_default()
+    }
+}
+
+#[derive(Debug, Clone, Serialize, Deserialize)]
+#[serde(tag = "type")]
+pub enum AppEvent {
+    #[serde(rename = "response")]
+    Response { content: String, thread_id: String },
+    #[serde(rename = "thinking")]
+    Thinking {
+        message: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+    #[serde(rename = "tool_started")]
+    ToolStarted {
+        name: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+    #[serde(rename = "tool_completed")]
+    ToolCompleted {
+        name: String,
+        success: bool,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        error: Option<String>,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        parameters: Option<String>,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+    #[serde(rename = "tool_result")]
+    ToolResult {
+        name: String,
+        preview: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+    #[serde(rename = "stream_chunk")]
+    StreamChunk {
+        content: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+    #[serde(rename = "status")]
+    Status {
+        message: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+    #[serde(rename = "job_started")]
+    JobStarted {
+        job_id: String,
+        title: String,
+        browse_url: String,
+    },
+    #[serde(rename = "approval_needed")]
+    ApprovalNeeded {
+        request_id: String,
+        tool_name: String,
+        description: String,
+        parameters: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+        /// Whether the "always" auto-approve option should be shown.
+        allow_always: bool,
+    },
+    #[serde(rename = "auth_required")]
+    AuthRequired {
+        extension_name: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        instructions: Option<String>,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        auth_url: Option<String>,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        setup_url: Option<String>,
+    },
+    #[serde(rename = "auth_completed")]
+    AuthCompleted {
+        extension_name: String,
+        success: bool,
+        message: String,
+    },
+    #[serde(rename = "error")]
+    Error {
+        message: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+    #[serde(rename = "heartbeat")]
+    Heartbeat,
+
+    // Sandbox job streaming events (worker + Claude Code bridge)
+    #[serde(rename = "job_message")]
+    JobMessage {
+        job_id: String,
+        role: String,
+        content: String,
+    },
+    #[serde(rename = "job_tool_use")]
+    JobToolUse {
+        job_id: String,
+        tool_name: String,
+        input: serde_json::Value,
+    },
+    #[serde(rename = "job_tool_result")]
+    JobToolResult {
+        job_id: String,
+        tool_name: String,
+        output: String,
+    },
+    #[serde(rename = "job_status")]
+    JobStatus { job_id: String, message: String },
+    #[serde(rename = "job_result")]
+    JobResult {
+        job_id: String,
+        status: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        session_id: Option<String>,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        fallback_deliverable: Option<serde_json::Value>,
+    },
+
+    /// An image was generated by a tool.
+    #[serde(rename = "image_generated")]
+    ImageGenerated {
+        data_url: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        path: Option<String>,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+
+    /// Suggested follow-up messages for the user.
+    #[serde(rename = "suggestions")]
+    Suggestions {
+        suggestions: Vec<String>,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+
+    /// Per-turn token usage and cost summary.
+    #[serde(rename = "turn_cost")]
+    TurnCost {
+        input_tokens: u64,
+        output_tokens: u64,
+        cost_usd: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+
+    /// Extension activation status change (WASM channels).
+    #[serde(rename = "extension_status")]
+    ExtensionStatus {
+        extension_name: String,
+        status: String,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        message: Option<String>,
+    },
+
+    /// Agent reasoning update (why it chose specific tools).
+    #[serde(rename = "reasoning_update")]
+    ReasoningUpdate {
+        narrative: String,
+        decisions: Vec<ToolDecisionDto>,
+        #[serde(skip_serializing_if = "Option::is_none")]
+        thread_id: Option<String>,
+    },
+
+    /// Reasoning update for a sandbox job.
+    #[serde(rename = "job_reasoning")]
+    JobReasoning {
+        job_id: String,
+        narrative: String,
+        decisions: Vec<ToolDecisionDto>,
+    },
+}
+
+impl AppEvent {
+    /// The wire-format event type string (matches the `#[serde(rename)]` value).
+    pub fn event_type(&self) -> &'static str {
+        match self {
+            Self::Response { .. } => "response",
+            Self::Thinking { .. } => "thinking",
+            Self::ToolStarted { .. } => "tool_started",
+            Self::ToolCompleted { .. } => "tool_completed",
+            Self::ToolResult { .. } => "tool_result",
+            Self::StreamChunk { .. } => "stream_chunk",
+            Self::Status { .. } => "status",
+            Self::JobStarted { .. } => "job_started",
+            Self::ApprovalNeeded { .. } => "approval_needed",
+            Self::AuthRequired { .. } => "auth_required",
+            Self::AuthCompleted { .. } => "auth_completed",
+            Self::Error { .. } => "error",
+            Self::Heartbeat => "heartbeat",
+            Self::JobMessage { .. } => "job_message",
+            Self::JobToolUse { .. } => "job_tool_use",
+            Self::JobToolResult { .. } => "job_tool_result",
+            Self::JobStatus { .. } => "job_status",
+            Self::JobResult { .. } => "job_result",
+            Self::ImageGenerated { .. } => "image_generated",
+            Self::Suggestions { .. } => "suggestions",
+            Self::TurnCost { .. } => "turn_cost",
+            Self::ExtensionStatus { .. } => "extension_status",
+            Self::ReasoningUpdate { .. } => "reasoning_update",
+            Self::JobReasoning { .. } => "job_reasoning",
+        }
+    }
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    /// Verify that `event_type()` returns the same string as the serde
+    /// `"type"` field for every variant.  This catches drift between the
+    /// `#[serde(rename)]` attributes and the manual match arms.
+    #[test]
+    fn event_type_matches_serde_type_field() {
+        let variants: Vec<AppEvent> = vec![
+            AppEvent::Response {
+                content: String::new(),
+                thread_id: String::new(),
+            },
+            AppEvent::Thinking {
+                message: String::new(),
+                thread_id: None,
+            },
+            AppEvent::ToolStarted {
+                name: String::new(),
+                thread_id: None,
+            },
+            AppEvent::ToolCompleted {
+                name: String::new(),
+                success: true,
+                error: None,
+                parameters: None,
+                thread_id: None,
+            },
+            AppEvent::ToolResult {
+                name: String::new(),
+                preview: String::new(),
+                thread_id: None,
+            },
+            AppEvent::StreamChunk {
+                content: String::new(),
+                thread_id: None,
+            },
+            AppEvent::Status {
+                message: String::new(),
+                thread_id: None,
+            },
+            AppEvent::JobStarted {
+                job_id: String::new(),
+                title: String::new(),
+                browse_url: String::new(),
+            },
+            AppEvent::ApprovalNeeded {
+                request_id: String::new(),
+                tool_name: String::new(),
+                description: String::new(),
+                parameters: String::new(),
+                thread_id: None,
+                allow_always: false,
+            },
+            AppEvent::AuthRequired {
+                extension_name: String::new(),
+                instructions: None,
+                auth_url: None,
+                setup_url: None,
+            },
+            AppEvent::AuthCompleted {
+                extension_name: String::new(),
+                success: true,
+                message: String::new(),
+            },
+            AppEvent::Error {
+                message: String::new(),
+                thread_id: None,
+            },
+            AppEvent::Heartbeat,
+            AppEvent::JobMessage {
+                job_id: String::new(),
+                role: String::new(),
+                content: String::new(),
+            },
+            AppEvent::JobToolUse {
+                job_id: String::new(),
+                tool_name: String::new(),
+                input: serde_json::Value::Null,
+            },
+            AppEvent::JobToolResult {
+                job_id: String::new(),
+                tool_name: String::new(),
+                output: String::new(),
+            },
+            AppEvent::JobStatus {
+                job_id: String::new(),
+                message: String::new(),
+            },
+            AppEvent::JobResult {
+                job_id: String::new(),
+                status: String::new(),
+                session_id: None,
+                fallback_deliverable: None,
+            },
+            AppEvent::ImageGenerated {
+                data_url: String::new(),
+                path: None,
+                thread_id: None,
+            },
+            AppEvent::Suggestions {
+                suggestions: vec![],
+                thread_id: None,
+            },
+            AppEvent::TurnCost {
+                input_tokens: 0,
+                output_tokens: 0,
+                cost_usd: String::new(),
+                thread_id: None,
+            },
+            AppEvent::ExtensionStatus {
+                extension_name: String::new(),
+                status: String::new(),
+                message: None,
+            },
+            AppEvent::ReasoningUpdate {
+                narrative: String::new(),
+                decisions: vec![],
+                thread_id: None,
+            },
+            AppEvent::JobReasoning {
+                job_id: String::new(),
+                narrative: String::new(),
+                decisions: vec![],
+            },
+        ];
+
+        for variant in &variants {
+            let json: serde_json::Value = serde_json::to_value(variant).unwrap();
+            let serde_type = json["type"].as_str().unwrap();
+            assert_eq!(
+                variant.event_type(),
+                serde_type,
+                "event_type() mismatch for variant: {:?}",
+                variant
+            );
+        }
+    }
+
+    #[test]
+    fn round_trip_deserialize() {
+        let original = AppEvent::Response {
+            content: "hello".to_string(),
+            thread_id: "t1".to_string(),
+        };
+        let json = serde_json::to_string(&original).unwrap();
+        let deserialized: AppEvent = serde_json::from_str(&json).unwrap();
+        assert_eq!(deserialized.event_type(), "response");
+    }
+}
@@ -0,0 +1,7 @@
+//! Shared types and utilities for the IronClaw workspace.
+
+mod event;
+mod util;
+
+pub use event::{AppEvent, ToolDecisionDto};
+pub use util::truncate_preview;
@@ -0,0 +1,100 @@
+//! Shared utility functions.
+
+/// Truncate a string to at most `max_bytes` bytes at a char boundary, appending "...".
+///
+/// If the input is wrapped in `<tool_output ...>...</tool_output>` and truncation
+/// removes the closing tag, the tag is re-appended so downstream XML parsers
+/// never see an unclosed element.
+pub fn truncate_preview(s: &str, max_bytes: usize) -> String {
+    if s.len() <= max_bytes {
+        return s.to_string();
+    }
+    // Walk backwards from max_bytes to find a valid char boundary
+    let mut end = max_bytes;
+    while end > 0 && !s.is_char_boundary(end) {
+        end -= 1;
+    }
+    let mut result = format!("{}...", &s[..end]);
+
+    // Re-close <tool_output> if truncation cut through the closing tag.
+    if s.starts_with("<tool_output") && !result.ends_with("</tool_output>") {
+        result.push_str("\n</tool_output>");
+    }
+
+    result
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    #[test]
+    fn test_truncate_preview_short_string() {
+        assert_eq!(truncate_preview("hello", 10), "hello");
+    }
+
+    #[test]
+    fn test_truncate_preview_exact_boundary() {
+        assert_eq!(truncate_preview("hello", 5), "hello");
+    }
+
+    #[test]
+    fn test_truncate_preview_truncates_ascii() {
+        assert_eq!(truncate_preview("hello world", 5), "hello...");
+    }
+
+    #[test]
+    fn test_truncate_preview_empty_string() {
+        assert_eq!(truncate_preview("", 10), "");
+    }
+
+    #[test]
+    fn test_truncate_preview_multibyte_char_boundary() {
+        let s = "a\u{20AC}b";
+        let result = truncate_preview(s, 3);
+        assert_eq!(result, "a...");
+    }
+
+    #[test]
+    fn test_truncate_preview_emoji() {
+        let s = "hi\u{1F980}";
+        let result = truncate_preview(s, 4);
+        assert_eq!(result, "hi...");
+    }
+
+    #[test]
+    fn test_truncate_preview_cjk() {
+        let s = "\u{4F60}\u{597D}\u{4E16}\u{754C}";
+        let result = truncate_preview(s, 7);
+        assert_eq!(result, "\u{4F60}\u{597D}...");
+    }
+
+    #[test]
+    fn test_truncate_preview_zero_max_bytes() {
+        assert_eq!(truncate_preview("hello", 0), "...");
+    }
+
+    #[test]
+    fn test_truncate_preview_closes_tool_output_tag() {
+        let s = "<tool_output name=\"search\">\nSome very long content here\n</tool_output>";
+        let result = truncate_preview(s, 60);
+        assert!(result.ends_with("</tool_output>"));
+        assert!(result.contains("..."));
+    }
+
+    #[test]
+    fn test_truncate_preview_no_extra_close_when_intact() {
+        let s = "<tool_output name=\"echo\">\nshort\n</tool_output>";
+        let result = truncate_preview(s, 500);
+        assert_eq!(result, s);
+        assert_eq!(result.matches("</tool_output>").count(), 1);
+    }
+
+    #[test]
+    fn test_truncate_preview_non_xml_unaffected() {
+        let s = "Just a plain long string that gets truncated";
+        let result = truncate_preview(s, 10);
+        assert_eq!(result, "Just a pla...");
+        assert!(!result.contains("</tool_output>"));
+    }
+}
@@ -1,6 +1,6 @@
 [package]
 name = "ironclaw_safety"
-version = "0.1.0"
+version = "0.2.0"
 edition = "2024"
 rust-version = "1.92"
 description = "Prompt injection defense, input validation, secret leak detection, and safety policy enforcement"
@@ -8,7 +8,6 @@ authors = ["NEAR AI <[email protected]>"]
 license = "MIT OR Apache-2.0"
 homepage = "https://github.com/nearai/ironclaw"
 repository = "https://github.com/nearai/ironclaw"
-publish = false

 [package.metadata.dist]
 dist = false
@@ -0,0 +1,262 @@
+# WeChat Integration Design
+
+**Date:** 2026-03-25
+**Status:** Ready for implementation
+**Goal:** Add WeChat support to IronClaw using the same upstream iLink Bot protocol as `@tencent-weixin/openclaw-weixin`, while keeping the implementation aligned with IronClaw's extension-first channel architecture.
+
+---
+
+## Upstream Baseline
+
+The current upstream npm package is `@tencent-weixin/openclaw-weixin` version `2.0.1`.
+
+From the package README and source, the upstream WeChat channel does all of the following:
+
+- logs in by QR code against `https://ilinkai.weixin.qq.com`
+- receives inbound messages by long-polling `ilink/bot/getupdates`
+- sends outbound messages through `ilink/bot/sendmessage`
+- uses `ilink/bot/getconfig` and `ilink/bot/sendtyping` for typing indicators
+- uses `ilink/bot/getuploadurl` for media uploads
+- persists `get_updates_buf` for long-poll resume
+- persists `context_token` so replies stay attached to the right WeChat session
+- supports multiple logged-in WeChat bot accounts
+- treats WeChat as a direct-message-only channel
+- block-sends replies instead of token streaming
+
+This design treats that upstream behavior as the capability boundary. We should not add scope based on features the upstream plugin does not have.
+
+---
+
+## Implementation Direction
+
+IronClaw should **not** try to load the upstream OpenClaw plugin directly.
+
+Instead, IronClaw should implement a **native channel extension** under `channels-src/wechat/` and only extend the host/runtime where that support is generic and reusable.
+
+### Why not host the npm plugin directly
+
+- The upstream package depends on `openclaw/plugin-sdk/*` APIs and runtime contracts that IronClaw does not have.
+- It assumes OpenClaw-specific lifecycle concepts such as `gateway.startAccount`.
+- Recreating an OpenClaw-compatible Node plugin host inside IronClaw would be more work and more fragile than implementing the protocol directly.
+
+### Why `channels-src/wechat/`
+
+- It matches the existing layering used by other platform channels.
+- It keeps platform protocol logic out of host-owned core modules.
+- It leaves room for the channel to move outside this repo later without changing the host model.
+
+Recommended layout:
+
+```text
+channels-src/
+  wechat/
+    Cargo.toml
+    build.sh
+    wechat.capabilities.json
+    src/
+      lib.rs
+      api.rs
+      auth.rs
+      state.rs
+      types.rs
+```
+
+---
+
+## Phase 1 Scope
+
+Phase 1 is a **single-account** implementation of the upstream WeChat channel.
+
+The point of this phase is to keep the channel aligned with upstream behavior while removing the one biggest source of host/runtime complexity: multi-account lifecycle.
+
+### Must-have in Phase 1
+
+- QR code login
+- one connected WeChat bot account
+- direct-message text receive/send
+- `getupdates` long-poll loop
+- `sendmessage` outbound replies
+- typing indicators via `getconfig` and `sendtyping`
+- inbound image download/decrypt for vision
+- outbound image upload/send via `getuploadurl`
+- `context_token` persistence
+- `get_updates_buf` persistence
+- login persistence across restart
+- extension-first packaging under `channels-src/wechat/`
+
+### Explicit simplification from upstream
+
+- multi-account support is deferred
+
+### Follow-up after Phase 1
+
+These are upstream features, so they belong on the roadmap, but they do not need to block the first implementation cut:
+
+- broader media parity beyond the current image + inbound-file + inbound-voice path (outbound files and video)
+
+We should not spend time listing non-goals that come from outside the upstream capability boundary.
+
+---
+
+## Proposed Architecture
+
+```mermaid
+flowchart LR
+    A["Core WASM channel host"] --> B["WeChat channel extension"]
+    C["Generic login UI/API"] --> D["QR login session"]
+    D --> E["Secret storage"]
+    E --> B
+    B --> F["getupdates long-poll"]
+    F --> G["IncomingMessage"]
+    G --> H["ChannelManager -> Agent"]
+    H --> I["sendmessage reply"]
+```
+
+### Extension responsibilities
+
+`channels-src/wechat/` should own:
+
+- iLink API request/response types
+- QR login protocol calls
+- long-polling `getupdates`
+- `context_token` storage and lookup
+- outbound `sendmessage`
+- WeChat-specific status/error mapping
+
+### Host responsibilities
+
+IronClaw core should only own reusable pieces:
+
+- installing and activating the WASM channel
+- generic secret persistence
+- generic QR/device-login session handling for channels
+- exposing login flow through authenticated UI/API
+- starting and polling the channel runtime
+
+---
+
+## Data And State Model
+
+Phase 1 is single-account, so state should stay simple.
+
+### Secrets
+
+- `wechat_bot_token`
+
+This is written after QR login succeeds and reused on restart.
+
+### Channel state
+
+Under the channel workspace prefix, persist:
+
+- `state/get_updates_buf.json`
+- `state/context_tokens.json`
+
+`context_tokens.json` maps the WeChat peer to its latest `context_token`.
+
+### Inbound message mapping
+
+For each inbound WeChat DM:
+
+- `channel = "wechat"`
+- `user_id = <wechat sender id>` or owner scope if it is the bound owner
+- `thread_id = Some("wechat:<sender_id>")`
+- `conversation_scope_id = Some("wechat:<sender_id>")`
+
+`metadata_json` should include:
+
+- `from_user_id`
+- `to_user_id`
+- `message_id`
+- `context_token`
+
+That is enough for `on_respond()` to send the reply back to the right peer.
+
+---
+
+## Minimal Host Uplift
+
+The current extension host is close, but Phase 1 still needs one important addition: a generic interactive login flow for channels.
+
+Minimum host support needed:
+
+1. Start a channel login session.
+2. Return QR payload plus a session identifier.
+3. Poll login session status.
+4. On success, write the returned token to channel secrets.
+5. Reload or reactivate the channel so polling starts automatically.
+
+This should be added as a generic channel-auth capability, not as WeChat-specific core logic.
+
+---
+
+## User Flow
+
+Phase 1 should be **web-first**, because the target user is a normal WeChat user rather than a CLI-only operator.
+
+1. Install or enable the `wechat` channel extension.
+2. Click "Connect WeChat".
+3. Web UI requests a login session from the host.
+4. Web UI displays the QR code.
+5. User scans and confirms on their phone.
+6. Host stores `wechat_bot_token`.
+7. Channel reloads and starts polling.
+8. User sends a DM in WeChat and receives IronClaw replies there.
+
+CLI support can still exist for development, but it should not be the primary Phase 1 UX.
+
+---
+
+## Message Handling Semantics
+
+### Inbound
+
+On each poll:
+
+1. load `get_updates_buf`
+2. call `getupdates`
+3. persist the new cursor if present
+4. normalize inbound text messages into `IncomingMessage`
+5. persist the latest `context_token` for that peer
+6. emit the message to the agent
+
+### Outbound
+
+On response:
+
+1. read peer routing info from `metadata_json`
+2. load the latest `context_token`
+3. convert the response to plain text if needed
+4. send one coalesced text reply via `sendmessage`
+
+This matches the upstream channel's block-send behavior.
+
+---
+
+## Testing Plan
+
+### Unit tests
+
+- QR login response parsing
+- `get_updates_buf` round-trip
+- `context_token` round-trip
+- inbound message normalization
+- outbound metadata routing
+
+### Integration tests
+
+Use a mock iLink server to cover:
+
+- QR login success and expiry
+- restart without re-login
+- inbound poll -> agent -> outbound text reply
+- cursor resume after restart
+
+---
+
+## Phase 2
+
+After Phase 1 is stable, add the upstream features we intentionally deferred:
+
+- multi-account support
+- media upload/send
@@ -15,13 +15,14 @@
    },
    "messaging": {
      "display_name": "Messaging Channels",
-      "description": "Discord, Telegram, Slack, and WhatsApp channels",
+      "description": "Discord, Telegram, Slack, WhatsApp, and WeChat channels",
      "extensions": [
        "channels/discord",
        "channels/telegram",
        "channels/slack",
        "channels/whatsapp",
-        "channels/feishu"
+        "channels/feishu",
+        "channels/wechat"
      ],
      "shared_auth": null
    },
@@ -2,7 +2,7 @@
  "name": "feishu",
  "display_name": "Feishu / Lark Channel",
  "kind": "channel",
-  "version": "0.1.1",
+  "version": "0.1.3",
  "wit_version": "0.3.0",
  "description": "Talk to your agent through a Feishu or Lark bot",
  "keywords": [
@@ -19,8 +19,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "sha256": "5fca74022264d1c8e78a0853766276f7ffa3cf0d8065b2f51ca10985acad4714",
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.19.0/channel-feishu-0.1.1-wasm32-wasip2.tar.gz"
+      "sha256": "a66ff0dafb67d2216d8161bb7e96e724a94acb0ab993b85d2782d30412f8fe94",
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/channel-feishu-0.1.3-wasm32-wasip2.tar.gz"
    }
  },
  "auth_summary": {
@@ -18,8 +18,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.19.0/channel-telegram-0.2.4-wasm32-wasip2.tar.gz",
-      "sha256": "a7cb300ec1c946831cfceaa95c1dc8f30d0f42a3924f3cb5de8098821573f4b8"
+      "url": "https://github.com/nearai/ironclaw/releases/download/v0.20.0/channel-telegram-0.2.5-wasm32-wasip2.tar.gz",
+      "sha256": "1ef20a538f55b379e049356e4d6758006251846bc3365ceaa1c87eba8379a329"
    }
  },
  "auth_summary": {
@@ -0,0 +1,32 @@
+{
+  "name": "wechat",
+  "display_name": "WeChat Channel",
+  "kind": "channel",
+  "version": "0.1.0",
+  "wit_version": "0.3.0",
+  "description": "Talk to your agent through a WeChat iLink bot account",
+  "keywords": [
+    "messaging",
+    "chat",
+    "wechat",
+    "wechat",
+    "qr"
+  ],
+  "source": {
+    "dir": "channels-src/wechat",
+    "capabilities": "wechat.capabilities.json",
+    "crate_name": "wechat-channel"
+  },
+  "auth_summary": {
+    "method": "interactive",
+    "provider": "WeChat",
+    "secrets": [
+      "wechat_bot_token"
+    ],
+    "shared_auth": null,
+    "setup_url": "https://ilinkai.weixin.qq.com"
+  },
+  "tags": [
+    "messaging"
+  ]
+}
@@ -2,7 +2,7 @@
  "name": "github",
  "display_name": "GitHub",
  "kind": "tool",
-  "version": "0.2.1",
+  "version": "0.2.2",
  "wit_version": "0.3.0",
  "description": "GitHub integration for issues, PRs, repos, and code search",
  "keywords": [
@@ -19,8 +19,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.19.0/tool-github-0.2.1-wasm32-wasip2.tar.gz",
-      "sha256": "92c530b3ad172e2372d819744b5233f1d8f65768e26eb5a6c213eba3ce1de758"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-github-0.2.2-wasm32-wasip2.tar.gz",
+      "sha256": "70b55af593193d8fa495c0f702ea23284d83a624124f8a5f7564916ec5032c3f"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "gmail",
  "display_name": "Gmail",
  "kind": "tool",
-  "version": "0.2.0",
+  "version": "0.2.1",
  "wit_version": "0.3.0",
  "description": "Read, send, and manage Gmail messages and threads",
  "keywords": [
@@ -18,8 +18,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.18.0/gmail-0.2.0-wasm32-wasip2.tar.gz",
-      "sha256": "ee9574e02e92bc1d481f1310eb88afd99ee52bf6971074ab33bd76bf99b34b1d"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-gmail-0.2.1-wasm32-wasip2.tar.gz",
+      "sha256": "79025b40ee70ce1120acc4320bae50da095d7afb0ef67bd56d99b064b72ea779"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "google-calendar",
  "display_name": "Google Calendar",
  "kind": "tool",
-  "version": "0.2.0",
+  "version": "0.2.1",
  "wit_version": "0.3.0",
  "description": "Create, read, update, and delete Google Calendar events",
  "keywords": [
@@ -18,8 +18,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.18.0/google-calendar-0.2.0-wasm32-wasip2.tar.gz",
-      "sha256": "2fa47150ea222e787c122182ad6f4dfa2ffaf5fe490d05e8de887a76445f8d2d"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-google-calendar-0.2.1-wasm32-wasip2.tar.gz",
+      "sha256": "86bcc075010b08f5ab2f98f504cec1c6c9e0ca144857d185cbecf72a11f504bf"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "google-docs",
  "display_name": "Google Docs",
  "kind": "tool",
-  "version": "0.2.0",
+  "version": "0.2.1",
  "wit_version": "0.3.0",
  "description": "Create and edit Google Docs documents",
  "keywords": [
@@ -18,8 +18,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.18.0/google-docs-0.2.0-wasm32-wasip2.tar.gz",
-      "sha256": "40e134a1c1564f832ca861c3396895d4e33ec67b99313fc1f97baf8d971423a9"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-google-docs-0.2.1-wasm32-wasip2.tar.gz",
+      "sha256": "39d476029764949498a53a6a223f9952b5f4df151be7b8b19bf3fe4d401a57cd"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "google-drive",
  "display_name": "Google Drive",
  "kind": "tool",
-  "version": "0.2.0",
+  "version": "0.2.1",
  "wit_version": "0.3.0",
  "description": "Upload, download, search, and manage Google Drive files and folders",
  "keywords": [
@@ -18,8 +18,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.18.0/google-drive-0.2.0-wasm32-wasip2.tar.gz",
-      "sha256": "002a341a1d58125563a7c69561b26fbc2629b04ea723cade744102bdc0fbb71f"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-google-drive-0.2.1-wasm32-wasip2.tar.gz",
+      "sha256": "6e9a700fab93865c852af718666af64c5b534ad6a419fb4b736e07740188f494"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "google-sheets",
  "display_name": "Google Sheets",
  "kind": "tool",
-  "version": "0.2.0",
+  "version": "0.2.1",
  "wit_version": "0.3.0",
  "description": "Read and write Google Sheets spreadsheet data",
  "keywords": [
@@ -18,8 +18,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.18.0/google-sheets-0.2.0-wasm32-wasip2.tar.gz",
-      "sha256": "8aa2c9d52f033edea3a6c2311b0ec694ccb6d0a54ef07e94d72bf8be1ce8009a"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-google-sheets-0.2.1-wasm32-wasip2.tar.gz",
+      "sha256": "1f8c381799a916be83263cac9d497d52946e21b1b588592a3a42ca94a73b7051"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "google-slides",
  "display_name": "Google Slides",
  "kind": "tool",
-  "version": "0.2.0",
+  "version": "0.2.1",
  "wit_version": "0.3.0",
  "description": "Create and edit Google Slides presentations",
  "keywords": [
@@ -17,8 +17,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.18.0/google-slides-0.2.0-wasm32-wasip2.tar.gz",
-      "sha256": "e931a97d4fd0b0b938e464dc7c7f2be6ea6b4d1508f5ea3cd931d44db23f05f5"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-google-slides-0.2.1-wasm32-wasip2.tar.gz",
+      "sha256": "e2528be5da02f1b8cfc8ee9b0cdd849516c53d412e2f75c6175b3bded7f512cb"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "llm-context",
  "display_name": "LLM Context",
  "kind": "tool",
-  "version": "0.1.0",
+  "version": "0.1.1",
  "wit_version": "0.3.0",
  "description": "Fetch pre-extracted web content from Brave Search for grounding LLM answers (RAG, fact-checking)",
  "keywords": [
@@ -21,8 +21,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.19.0/tool-llm-context-0.1.0-wasm32-wasip2.tar.gz",
-      "sha256": "d9ced2b1226b879135891e0ee40e072c7c95412e1b2462925a23853e1f92497e"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-llm-context-0.1.1-wasm32-wasip2.tar.gz",
+      "sha256": "9b19e2fd05dbbbe3c8bd55309a91db09124e8415eb0f767828b6e10b55771e63"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "slack-tool",
  "display_name": "Slack Tool",
  "kind": "tool",
-  "version": "0.2.0",
+  "version": "0.2.1",
  "wit_version": "0.3.0",
  "description": "Your agent uses Slack to post and read messages in your workspace",
  "keywords": [
@@ -17,8 +17,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.19.0/tool-slack-0.2.0-wasm32-wasip2.tar.gz",
-      "sha256": "ccfb0415d7a04f9497726c712d15216de36e86f498b849101283c017f5ab4efb"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-slack-0.2.1-wasm32-wasip2.tar.gz",
+      "sha256": "927519e5b7734beeb022d3b8bbd152e0e6b9f67c9452a8ad47809d3c4221a137"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "telegram-mtproto",
  "display_name": "Telegram Tool",
  "kind": "tool",
-  "version": "0.2.0",
+  "version": "0.2.1",
  "wit_version": "0.3.0",
  "description": "Your agent uses your Telegram account to read and send messages",
  "keywords": [
@@ -18,8 +18,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.19.0/tool-telegram-0.2.0-wasm32-wasip2.tar.gz",
-      "sha256": "c17065ca41fae5f2a7c43b36144686718cd310a2f22442313bb1aa82bbad0ae4"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-telegram-0.2.1-wasm32-wasip2.tar.gz",
+      "sha256": "1e57d0755fc9c7b3ec013d079f30168898b484a6919f9edd105f0cd80131c1cd"
    }
  },
  "auth_summary": {
@@ -2,7 +2,7 @@
  "name": "web-search",
  "display_name": "Web Search",
  "kind": "tool",
-  "version": "0.2.1",
+  "version": "0.2.2",
  "wit_version": "0.3.0",
  "description": "Search the web using Brave Search API",
  "keywords": [
@@ -18,8 +18,8 @@
  },
  "artifacts": {
    "wasm32-wasip2": {
-      "url": "https://github.com/nearai/ironclaw/releases/download/v0.19.0/tool-web-search-0.2.1-wasm32-wasip2.tar.gz",
-      "sha256": "bad275ca4ec314adea5241d6b92c44ccf9cebcbca8e30ba2493cc0bcb4b57218"
+      "url": "https://github.com/nearai/ironclaw/releases/download/ironclaw-v0.22.0/tool-web-search-0.2.2-wasm32-wasip2.tar.gz",
+      "sha256": "47382b50c1ea7525b20d59dc02fab04e336d018665826c2f24710bdf460779ae"
    }
  },
  "auth_summary": {
@@ -1,7 +1,2 @@
 [workspace]
 git_release_enable = false
-
-[[package]]
-name = "ironclaw_safety"
-publish = false
-release = false
@@ -13,9 +13,10 @@ use futures::StreamExt;
 use uuid::Uuid;

 use crate::agent::context_monitor::ContextMonitor;
-use crate::agent::heartbeat::spawn_heartbeat;
+use crate::agent::heartbeat::{spawn_heartbeat, spawn_multi_user_heartbeat};
 use crate::agent::routine_engine::{RoutineEngine, spawn_cron_ticker};
 use crate::agent::self_repair::{DefaultSelfRepair, RepairResult, SelfRepair};
+use crate::agent::session::ThreadState;
 use crate::agent::session_manager::SessionManager;
 use crate::agent::submission::{Submission, SubmissionParser, SubmissionResult};
 use crate::agent::{HeartbeatConfig as AgentHeartbeatConfig, Router, Scheduler, SchedulerDeps};
@@ -84,6 +85,15 @@ fn resolve_owner_scope_notification_user(
    trimmed_option(explicit_user).or_else(|| trimmed_option(owner_fallback))
 }

+fn is_single_message_repl(message: &IncomingMessage) -> bool {
+    message.channel == "repl"
+        && message
+            .metadata
+            .get("single_message_mode")
+            .and_then(|value| value.as_bool())
+            .unwrap_or(false)
+}
+
 async fn resolve_channel_notification_user(
    extension_manager: Option<&Arc<ExtensionManager>>,
    channel: Option<&str>,
@@ -157,8 +167,8 @@ pub struct AgentDeps {
    pub hooks: Arc<HookRegistry>,
    /// Cost enforcement guardrails (daily budget, hourly rate limits).
    pub cost_guard: Arc<crate::agent::cost_guard::CostGuard>,
-    /// SSE broadcast sender for live job event streaming to the web gateway.
-    pub sse_tx: Option<tokio::sync::broadcast::Sender<crate::channels::web::types::SseEvent>>,
+    /// SSE manager for live job event streaming to the web gateway.
+    pub sse_tx: Option<Arc<crate::channels::web::sse::SseManager>>,
    /// HTTP interceptor for trace recording/replay.
    pub http_interceptor: Option<Arc<dyn crate::llm::recording::HttpInterceptor>>,
    /// Audio transcription middleware for voice messages.
@@ -169,6 +179,11 @@ pub struct AgentDeps {
    pub sandbox_readiness: crate::agent::routine_engine::SandboxReadiness,
    /// Software builder for self-repair tool rebuilding.
    pub builder: Option<Arc<dyn crate::tools::SoftwareBuilder>>,
+    /// Resolved LLM backend identifier (e.g., "nearai", "openai", "groq").
+    /// Used by `/model` persistence to determine which env var to update.
+    pub llm_backend: String,
+    /// Per-tenant rate limiting registry (lazily creates rate state per user).
+    pub tenant_rates: Arc<crate::tenant::TenantRateRegistry>,
 }

 /// The main agent that coordinates all components.
@@ -231,12 +246,15 @@ impl Agent {
            SchedulerDeps {
                tools: deps.tools.clone(),
                extension_manager: deps.extension_manager.clone(),
-                store: deps.store.clone(),
+                store: deps
+                    .store
+                    .as_ref()
+                    .map(|db| crate::tenant::AdminScope::new(Arc::clone(db))),
                hooks: deps.hooks.clone(),
            },
        );
-        if let Some(ref tx) = deps.sse_tx {
-            scheduler.set_sse_sender(tx.clone());
+        if let Some(ref sse) = deps.sse_tx {
+            scheduler.set_sse_sender(Arc::clone(sse));
        }
        if let Some(ref interceptor) = deps.http_interceptor {
            scheduler.set_http_interceptor(Arc::clone(interceptor));
@@ -312,6 +330,50 @@ impl Agent {
        &self.deps.cost_guard
    }

+    /// Build a tenant-scoped execution context for the given user.
+    ///
+    /// This is the standard entry point for per-user operations. The returned
+    /// [`TenantCtx`] provides a [`TenantScope`] that auto-binds `user_id` on
+    /// every database operation and a per-user rate limiter.
+    pub(super) async fn tenant_ctx(&self, user_id: &str) -> crate::tenant::TenantCtx {
+        let rate = self.deps.tenant_rates.get_or_create(user_id).await;
+
+        let store = self
+            .deps
+            .store
+            .as_ref()
+            .map(|db| crate::tenant::TenantScope::new(user_id, Arc::clone(db)));
+
+        // Reuse the owner workspace if user matches, otherwise create per-user.
+        let workspace = match &self.deps.workspace {
+            Some(ws) if ws.user_id() == user_id => Some(Arc::clone(ws)),
+            _ => self
+                .deps
+                .store
+                .as_ref()
+                .map(|db| Arc::new(Workspace::new_with_db(user_id, Arc::clone(db)))),
+        };
+
+        crate::tenant::TenantCtx::new(
+            user_id,
+            store,
+            workspace,
+            Arc::clone(&self.deps.cost_guard),
+            rate,
+        )
+    }
+
+    /// Get an admin-scoped database accessor for cross-tenant operations.
+    ///
+    /// Only for system-level components (heartbeat, routine engine, self-repair,
+    /// scheduler). Handler code should use [`tenant_ctx()`](Self::tenant_ctx) instead.
+    pub(super) fn admin_store(&self) -> Option<crate::tenant::AdminScope> {
+        self.deps
+            .store
+            .as_ref()
+            .map(|db| crate::tenant::AdminScope::new(Arc::clone(db)))
+    }
+
    pub(super) fn skill_registry(&self) -> Option<&Arc<std::sync::RwLock<SkillRegistry>>> {
        self.deps.skill_registry.as_ref()
    }
@@ -397,8 +459,8 @@ impl Agent {
            self.config.stuck_threshold,
            self.config.max_repair_attempts,
        );
-        if let Some(ref store) = self.deps.store {
-            self_repair = self_repair.with_store(Arc::clone(store));
+        if let Some(admin) = self.admin_store() {
+            self_repair = self_repair.with_store(admin);
        }
        if let Some(ref builder) = self.deps.builder {
            self_repair = self_repair.with_builder(Arc::clone(builder), Arc::clone(self.tools()));
@@ -505,6 +567,7 @@ impl Agent {
                        .with_interval(std::time::Duration::from_secs(hb_config.interval_secs));
                    config.quiet_hours_start = hb_config.quiet_hours_start;
                    config.quiet_hours_end = hb_config.quiet_hours_end;
+                    config.multi_tenant = hb_config.multi_tenant;
                    config.timezone = hb_config
                        .timezone
                        .clone()
@@ -534,30 +597,52 @@ impl Agent {
                    .await;
                    let notify_user = heartbeat_notify_user;
                    let channels = self.channels.clone();
+                    let is_multi_tenant = hb_config.multi_tenant;
                    tokio::spawn(async move {
                        while let Some(response) = notify_rx.recv().await {
+                            // In multi-tenant mode, extract the owning user_id from
+                            // the response metadata so notifications reach the
+                            // correct user rather than the agent's owner.
+                            // This intentionally overrides the configured notify_target
+                            // because each user's heartbeat should notify that user.
+                            let effective_user = if is_multi_tenant {
+                                response
+                                    .metadata
+                                    .get("owner_id")
+                                    .and_then(|v| v.as_str())
+                                    .map(String::from)
+                            } else {
+                                None
+                            };
+
                            // Try the configured channel first, fall back to
                            // broadcasting on all channels.
-                            let targeted_ok = if let Some(ref channel) = notify_channel
-                                && let Some(ref user) = notify_target
-                            {
-                                channels
-                                    .broadcast(channel, user, response.clone())
-                                    .await
-                                    .is_ok()
+                            let targeted_ok = if let Some(ref channel) = notify_channel {
+                                let target = effective_user.as_deref().or(notify_target.as_deref());
+                                if let Some(user) = target {
+                                    channels
+                                        .broadcast(channel, user, response.clone())
+                                        .await
+                                        .is_ok()
+                                } else {
+                                    false
+                                }
                            } else {
                                false
                            };

-                            if !targeted_ok && let Some(ref user) = notify_user {
-                                let results = channels.broadcast_all(user, response).await;
-                                for (ch, result) in results {
-                                    if let Err(e) = result {
-                                        tracing::warn!(
-                                            "Failed to broadcast heartbeat to {}: {}",
-                                            ch,
-                                            e
-                                        );
+                            if !targeted_ok {
+                                let fallback = effective_user.as_deref().or(notify_user.as_deref());
+                                if let Some(user) = fallback {
+                                    let results = channels.broadcast_all(user, response).await;
+                                    for (ch, result) in results {
+                                        if let Err(e) = result {
+                                            tracing::warn!(
+                                                "Failed to broadcast heartbeat to {}: {}",
+                                                ch,
+                                                e
+                                            );
+                                        }
                                    }
                                }
                            }
@@ -570,14 +655,29 @@ impl Agent {
                        .map(|h| h.to_workspace_config())
                        .unwrap_or_default();

-                    Some(spawn_heartbeat(
-                        config,
-                        hygiene,
-                        workspace.clone(),
-                        self.cheap_llm().clone(),
-                        Some(notify_tx),
-                        self.store().map(Arc::clone),
-                    ))
+                    if config.multi_tenant {
+                        if let Some(admin) = self.admin_store() {
+                            Some(spawn_multi_user_heartbeat(
+                                config,
+                                hygiene,
+                                self.cheap_llm().clone(),
+                                Some(notify_tx),
+                                admin,
+                            ))
+                        } else {
+                            tracing::warn!("Multi-tenant heartbeat requires a database store");
+                            None
+                        }
+                    } else {
+                        Some(spawn_heartbeat(
+                            config,
+                            hygiene,
+                            workspace.clone(),
+                            self.cheap_llm().clone(),
+                            Some(notify_tx),
+                            self.admin_store(),
+                        ))
+                    }
                } else {
                    tracing::warn!("Heartbeat enabled but no workspace available");
                    None
@@ -599,7 +699,7 @@ impl Agent {

                    let engine = Arc::new(RoutineEngine::new(
                        rt_config.clone(),
-                        Arc::clone(store),
+                        crate::tenant::AdminScope::new(Arc::clone(store)),
                        self.llm().clone(),
                        Arc::clone(workspace),
                        notify_tx,
@@ -1052,10 +1152,11 @@ impl Agent {
            } else {
                drop(sess);
                self.session_manager
-                    .resolve_thread(
+                    .resolve_thread_with_parsed_uuid(
                        &message.user_id,
                        &message.channel,
                        message.conversation_scope(),
+                        approval_thread_uuid,
                    )
                    .await
            }
@@ -1136,9 +1237,14 @@ impl Agent {
            && let Submission::UserInput { ref content } = submission
            && let Some(engine) = self.routine_engine().await
        {
-            let fired = engine
-                .check_event_triggers(&message.user_id, &message.channel, content)
-                .await;
+            let single_message_repl = is_single_message_repl(message);
+            // Use post-hook content so that BeforeInbound hooks that rewrite
+            // input are respected by event trigger matching.
+            let fired = if single_message_repl {
+                engine.check_event_triggers_and_wait(message, content).await
+            } else {
+                engine.check_event_triggers(message, content).await
+            };
            if fired > 0 {
                tracing::debug!(
                    channel = %message.channel,
@@ -1146,15 +1252,30 @@ impl Agent {
                    fired,
                    "Consumed inbound user message with matching event-triggered routine(s)"
                );
-                return Ok(Some(String::new()));
+                return if single_message_repl {
+                    Ok(None)
+                } else {
+                    Ok(Some(String::new()))
+                };
            }
        }

+        // Build per-tenant execution context once; threaded through all handlers.
+        let tenant = self.tenant_ctx(&message.user_id).await;
+
+        let session_for_empty_exit = Arc::clone(&session);
+
        // Process based on submission type
        let result = match submission {
            Submission::UserInput { content } => {
                let mut result = self
-                    .process_user_input(message, session.clone(), thread_id, &content)
+                    .process_user_input(
+                        message,
+                        tenant.clone(),
+                        session.clone(),
+                        thread_id,
+                        &content,
+                    )
                    .await;

                // Drain any messages queued during processing.
@@ -1221,7 +1342,13 @@ impl Agent {
                    let mut queued_msg = message.clone();
                    queued_msg.attachments.clear();
                    result = self
-                        .process_user_input(&queued_msg, session.clone(), thread_id, &next_content)
+                        .process_user_input(
+                            &queued_msg,
+                            tenant.clone(),
+                            session.clone(),
+                            thread_id,
+                            &next_content,
+                        )
                        .await;

                    // If processing failed, re-queue the drained content so it
@@ -1246,8 +1373,30 @@ impl Agent {
                    command,
                    message.channel
                );
+                // /reasoning is special-cased here (not in handle_system_command)
+                // because it needs the session + thread_id to read turn reasoning
+                // data, which handle_system_command's signature doesn't provide.
+                if command == "reasoning" {
+                    let result = self
+                        .handle_reasoning_command(&args, &session, thread_id)
+                        .await;
+                    return match result {
+                        SubmissionResult::Response { content } => Ok(Some(content)),
+                        SubmissionResult::Ok { message } => Ok(message),
+                        SubmissionResult::Error { message } => {
+                            Ok(Some(format!("Error: {}", message)))
+                        }
+                        _ => {
+                            if is_single_message_repl(message) {
+                                Ok(None)
+                            } else {
+                                Ok(Some(String::new()))
+                            }
+                        }
+                    };
+                }
                // Authorization checks (including restart channel check) are enforced in handle_system_command
-                self.handle_system_command(&command, &args, &message.channel)
+                self.handle_system_command(&command, &args, &message.channel, &tenant)
                    .await
            }
            Submission::Undo => self.process_undo(session, thread_id).await,
@@ -1260,12 +1409,9 @@ impl Agent {
            Submission::Summarize => self.process_summarize(session, thread_id).await,
            Submission::Suggest => self.process_suggest(session, thread_id).await,
            Submission::JobStatus { job_id } => {
-                self.process_job_status(&message.user_id, job_id.as_deref())
-                    .await
-            }
-            Submission::JobCancel { job_id } => {
-                self.process_job_cancel(&message.user_id, &job_id).await
+                self.process_job_status(&tenant, job_id.as_deref()).await
            }
+            Submission::JobCancel { job_id } => self.process_job_cancel(&tenant, &job_id).await,
            Submission::Quit => return Ok(None),
            Submission::SwitchThread { thread_id: target } => {
                self.process_switch_thread(message, target).await
@@ -1305,7 +1451,26 @@ impl Agent {
                    Ok(Some(content))
                }
            }
-            SubmissionResult::Ok { message } => Ok(message),
+            SubmissionResult::Ok {
+                message: output_message,
+            } => {
+                let should_exit =
+                    if output_message.as_deref() == Some("") && is_single_message_repl(message) {
+                        let sess = session_for_empty_exit.lock().await;
+                        sess.threads
+                            .get(&thread_id)
+                            .map(|thread| thread.state != ThreadState::AwaitingApproval)
+                            .unwrap_or(true)
+                    } else {
+                        false
+                    };
+
+                if should_exit {
+                    Ok(None)
+                } else {
+                    Ok(output_message)
+                }
+            }
            SubmissionResult::Error { message } => Ok(Some(format!("Error: {}", message))),
            SubmissionResult::Interrupted => Ok(Some("Interrupted.".into())),
            SubmissionResult::NeedApproval { .. } => {
@@ -1321,7 +1486,7 @@ impl Agent {
 #[cfg(test)]
 mod tests {
    use super::{
-        chat_tool_execution_metadata, resolve_routine_notification_user,
+        chat_tool_execution_metadata, is_single_message_repl, resolve_routine_notification_user,
        should_fallback_routine_notification, truncate_for_preview,
    };
    use crate::channels::IncomingMessage;
@@ -1483,4 +1648,17 @@ mod tests {

        assert!(should_fallback_routine_notification(&error)); // safety: test-only assertion
    }
+
+    #[test]
+    fn single_message_repl_detection_requires_repl_channel_and_metadata_flag() {
+        let repl = IncomingMessage::new("repl", "owner-scope", "hello")
+            .with_metadata(serde_json::json!({ "single_message_mode": true }));
+        let gateway = IncomingMessage::new("gateway", "owner-scope", "hello")
+            .with_metadata(serde_json::json!({ "single_message_mode": true }));
+        let plain_repl = IncomingMessage::new("repl", "owner-scope", "hello");
+
+        assert!(is_single_message_repl(&repl)); // safety: test-only assertion
+        assert!(!is_single_message_repl(&gateway)); // safety: test-only assertion
+        assert!(!is_single_message_repl(&plain_repl)); // safety: test-only assertion
+    }
 }
@@ -10,7 +10,7 @@ use std::borrow::Cow;

 use crate::agent::session::PendingApproval;
 use crate::error::Error;
-use crate::llm::{ChatMessage, Reasoning, ReasoningContext, RespondResult};
+use crate::llm::{ChatMessage, FinishReason, Reasoning, ReasoningContext, RespondResult};

 /// Signal from the delegate indicating how the loop should proceed.
 pub enum LoopSignal {
@@ -134,6 +134,9 @@ pub async fn run_agentic_loop(
    config: &AgenticLoopConfig,
 ) -> Result<LoopOutcome, Error> {
    let mut consecutive_tool_intent_nudges: u32 = 0;
+    // Accumulates across all iterations (not reset by text responses) so
+    // non-consecutive truncations still escalate to force_text.
+    let mut truncation_count: u32 = 0;

    for iteration in 1..=config.max_iterations {
        // Check for external signals (stop, cancellation, user messages)
@@ -215,7 +218,35 @@ pub async fn run_agentic_loop(
                tool_calls,
                content,
            } => {
+                // If the response was truncated, tool call parameters are likely
+                // incomplete. Discard them and tell the LLM to try a different
+                // approach rather than executing malformed tool calls.
+                if output.finish_reason == FinishReason::Length {
+                    truncation_count += 1;
+                    let names: Vec<&str> = tool_calls.iter().map(|tc| tc.name.as_str()).collect();
+                    tracing::warn!(
+                        iteration,
+                        tools = ?names,
+                        truncation_count,
+                        "Discarding truncated tool calls (finish_reason=Length)"
+                    );
+                    if let Some(ref text) = content {
+                        reason_ctx.messages.push(ChatMessage::assistant(text));
+                    }
+                    reason_ctx
+                        .messages
+                        .push(ChatMessage::user(crate::llm::TRUNCATED_TOOL_CALL_NOTICE));
+                    // After repeated truncations, force text-only mode so the LLM
+                    // stops attempting tool calls it can't fit in the output budget.
+                    if truncation_count >= 3 {
+                        reason_ctx.force_text = true;
+                    }
+                    delegate.after_iteration(iteration).await;
+                    continue;
+                }
+
                consecutive_tool_intent_nudges = 0;
+                truncation_count = 0;

                if let Some(outcome) = delegate
                    .execute_tool_calls(tool_calls, content, reason_ctx)
@@ -271,6 +302,7 @@ mod tests {
        RespondOutput {
            result: RespondResult::Text(text.to_string()),
            usage: zero_usage(),
+            finish_reason: FinishReason::Stop,
        }
    }

@@ -281,6 +313,7 @@ mod tests {
                content: None,
            },
            usage: zero_usage(),
+            finish_reason: FinishReason::ToolUse,
        }
    }

@@ -414,6 +447,7 @@ mod tests {
            id: "call_1".to_string(),
            name: "echo".to_string(),
            arguments: serde_json::json!({}),
+            reasoning: None,
        };
        let delegate = MockDelegate::new(vec![
            tool_calls_output(vec![tool_call]),
@@ -621,4 +655,95 @@ mod tests {
        let result = truncate_for_preview("café", 4);
        assert_eq!(result, "caf...");
    }
+
+    #[tokio::test]
+    async fn test_truncated_tool_calls_discarded_on_length() {
+        let truncated_tool_call = ToolCall {
+            id: "call_1".to_string(),
+            name: "memory_write".to_string(),
+            arguments: serde_json::json!({}), // empty — truncated
+            reasoning: None,
+        };
+        let truncated_output = RespondOutput {
+            result: RespondResult::ToolCalls {
+                tool_calls: vec![truncated_tool_call],
+                content: Some("I'll write the report.".to_string()),
+            },
+            usage: zero_usage(),
+            finish_reason: FinishReason::Length, // response was truncated
+        };
+        let delegate = MockDelegate::new(vec![truncated_output, text_output("Summarized it.")]);
+        let reasoning = stub_reasoning();
+        let mut ctx = ReasoningContext::new();
+        let config = AgenticLoopConfig {
+            max_iterations: 5,
+            ..Default::default()
+        };
+
+        let outcome = run_agentic_loop(&delegate, &reasoning, &mut ctx, &config)
+            .await
+            .unwrap();
+
+        // Tool calls should NOT have been executed
+        assert_eq!(delegate.tool_exec_count.load(Ordering::SeqCst), 0);
+        // The loop should have continued and returned the text response
+        assert!(matches!(outcome, LoopOutcome::Response(ref t) if t == "Summarized it."));
+        // A truncation notice should have been injected into context
+        assert!(
+            ctx.messages
+                .iter()
+                .any(|m| m.role == crate::llm::Role::User && m.content.contains("truncated")),
+            "Should inject truncation notice into context"
+        );
+        // The partial assistant content should have been preserved
+        assert!(
+            ctx.messages
+                .iter()
+                .any(|m| m.role == crate::llm::Role::Assistant
+                    && m.content.contains("write the report")),
+            "Should preserve partial assistant content"
+        );
+    }
+
+    #[tokio::test]
+    async fn test_repeated_truncations_force_text_mode() {
+        let make_truncated = || RespondOutput {
+            result: RespondResult::ToolCalls {
+                tool_calls: vec![ToolCall {
+                    id: "call_1".to_string(),
+                    name: "memory_write".to_string(),
+                    arguments: serde_json::json!({}),
+                    reasoning: None,
+                }],
+                content: None,
+            },
+            usage: zero_usage(),
+            finish_reason: FinishReason::Length,
+        };
+        // Three truncated responses, then a text response
+        let delegate = MockDelegate::new(vec![
+            make_truncated(),
+            make_truncated(),
+            make_truncated(),
+            text_output("Gave up on tool calls."),
+        ]);
+        let reasoning = stub_reasoning();
+        let mut ctx = ReasoningContext::new();
+        let config = AgenticLoopConfig {
+            max_iterations: 5,
+            ..Default::default()
+        };
+
+        let outcome = run_agentic_loop(&delegate, &reasoning, &mut ctx, &config)
+            .await
+            .unwrap();
+
+        assert!(matches!(outcome, LoopOutcome::Response(_)));
+        assert_eq!(delegate.tool_exec_count.load(Ordering::SeqCst), 0);
+        // After 3 truncations, force_text should be set
+        assert!(
+            ctx.force_text,
+            "Should escalate to force_text after repeated truncations"
+        );
+    }
 }
@@ -33,6 +33,7 @@ impl Agent {
        &self,
        intent: MessageIntent,
        message: &IncomingMessage,
+        tenant: &crate::tenant::TenantCtx,
    ) -> Result<SubmissionResult, Error> {
        // Send thinking status for non-trivial operations
        if let MessageIntent::CreateJob { .. } = &intent {
@@ -52,24 +53,18 @@ impl Agent {
                description,
                category,
            } => {
-                self.handle_create_job(&message.user_id, title, description, category)
+                self.handle_create_job(tenant, title, description, category)
                    .await?
            }
            MessageIntent::CheckJobStatus { job_id } => {
-                self.handle_check_status(&message.user_id, job_id).await?
-            }
-            MessageIntent::CancelJob { job_id } => {
-                self.handle_cancel_job(&message.user_id, &job_id).await?
-            }
-            MessageIntent::ListJobs { filter } => {
-                self.handle_list_jobs(&message.user_id, filter).await?
-            }
-            MessageIntent::HelpJob { job_id } => {
-                self.handle_help_job(&message.user_id, &job_id).await?
+                self.handle_check_status(tenant, job_id).await?
            }
+            MessageIntent::CancelJob { job_id } => self.handle_cancel_job(tenant, &job_id).await?,
+            MessageIntent::ListJobs { filter } => self.handle_list_jobs(tenant, filter).await?,
+            MessageIntent::HelpJob { job_id } => self.handle_help_job(tenant, &job_id).await?,
            MessageIntent::Command { command, args } => {
                match self
-                    .handle_command(&command, &args, &message.channel)
+                    .handle_command(&command, &args, &message.channel, tenant)
                    .await?
                {
                    Some(s) => s,
@@ -83,14 +78,14 @@ impl Agent {

    async fn handle_create_job(
        &self,
-        user_id: &str,
+        tenant: &crate::tenant::TenantCtx,
        title: String,
        description: String,
        category: Option<String>,
    ) -> Result<String, Error> {
        let job_id = self
            .scheduler
-            .dispatch_job(user_id, &title, &description, None)
+            .dispatch_job(tenant.user_id(), &title, &description, None)
            .await?;

        // Set the dedicated category field (not stored in metadata)
@@ -113,7 +108,7 @@ impl Agent {

    async fn handle_check_status(
        &self,
-        user_id: &str,
+        tenant: &crate::tenant::TenantCtx,
        job_id: Option<String>,
    ) -> Result<String, Error> {
        match job_id {
@@ -122,7 +117,8 @@ impl Agent {
                    .map_err(|_| crate::error::JobError::NotFound { id: Uuid::nil() })?;

                // Try DB first for persistent state, fall back to ContextManager.
-                if let Some(store) = self.store()
+                // TenantScope.get_job() auto-filters by ownership — no manual check needed.
+                if let Some(store) = tenant.store()
                    && let Ok(Some(ctx)) = store.get_job(uuid).await
                {
                    return Ok(format!(
@@ -138,7 +134,7 @@ impl Agent {
                }

                let ctx = self.context_manager.get_context(uuid).await?;
-                if ctx.user_id != user_id {
+                if ctx.user_id != tenant.user_id() {
                    return Err(crate::error::JobError::NotFound { id: uuid }.into());
                }

@@ -155,7 +151,8 @@ impl Agent {
            }
            None => {
                // Show summary from DB for consistency with Jobs tab.
-                if let Some(store) = self.store() {
+                // TenantScope methods auto-scope to user — no user_id parameter needed.
+                if let Some(store) = tenant.store() {
                    let mut total = 0;
                    let mut in_progress = 0;
                    let mut completed = 0;
@@ -183,7 +180,7 @@ impl Agent {
                }

                // Fallback to ContextManager if no DB.
-                let summary = self.context_manager.summary_for(user_id).await;
+                let summary = self.context_manager.summary_for(tenant.user_id()).await;
                Ok(format!(
                    "Jobs summary: Total: {} In Progress: {} Completed: {} Failed: {} Stuck: {}",
                    summary.total,
@@ -196,19 +193,24 @@ impl Agent {
        }
    }

-    async fn handle_cancel_job(&self, user_id: &str, job_id: &str) -> Result<String, Error> {
+    async fn handle_cancel_job(
+        &self,
+        tenant: &crate::tenant::TenantCtx,
+        job_id: &str,
+    ) -> Result<String, Error> {
        let uuid = Uuid::parse_str(job_id)
            .map_err(|_| crate::error::JobError::NotFound { id: Uuid::nil() })?;

        let ctx = self.context_manager.get_context(uuid).await?;
-        if ctx.user_id != user_id {
+        if ctx.user_id != tenant.user_id() {
            return Err(crate::error::JobError::NotFound { id: uuid }.into());
        }

        self.scheduler.stop(uuid).await?;

        // Also update DB so the Jobs tab reflects cancellation immediately.
-        if let Some(store) = self.store()
+        // Use TenantScope — ownership already verified above.
+        if let Some(store) = tenant.store()
            && let Err(e) = store
                .update_job_status(uuid, JobState::Cancelled, Some("Cancelled by user"))
                .await
@@ -221,11 +223,12 @@ impl Agent {

    async fn handle_list_jobs(
        &self,
-        user_id: &str,
+        tenant: &crate::tenant::TenantCtx,
        _filter: Option<String>,
    ) -> Result<String, Error> {
        // List from DB for consistency with Jobs tab.
-        if let Some(store) = self.store() {
+        // TenantScope methods auto-scope to user.
+        if let Some(store) = tenant.store() {
            let agent_jobs = match store.list_agent_jobs().await {
                Ok(jobs) => jobs,
                Err(e) => {
@@ -256,7 +259,7 @@ impl Agent {
        }

        // Fallback to ContextManager if no DB.
-        let jobs = self.context_manager.all_jobs_for(user_id).await;
+        let jobs = self.context_manager.all_jobs_for(tenant.user_id()).await;
        if jobs.is_empty() {
            return Ok("No jobs found.".to_string());
        }
@@ -270,12 +273,16 @@ impl Agent {
        Ok(output)
    }

-    async fn handle_help_job(&self, user_id: &str, job_id: &str) -> Result<String, Error> {
+    async fn handle_help_job(
+        &self,
+        tenant: &crate::tenant::TenantCtx,
+        job_id: &str,
+    ) -> Result<String, Error> {
        let uuid = Uuid::parse_str(job_id)
            .map_err(|_| crate::error::JobError::NotFound { id: Uuid::nil() })?;

        let ctx = self.context_manager.get_context(uuid).await?;
-        if ctx.user_id != user_id {
+        if ctx.user_id != tenant.user_id() {
            return Err(crate::error::JobError::NotFound { id: uuid }.into());
        }

@@ -308,11 +315,11 @@ impl Agent {
    /// Show job status inline — either all jobs (no id) or a specific job.
    pub(super) async fn process_job_status(
        &self,
-        user_id: &str,
+        tenant: &crate::tenant::TenantCtx,
        job_id: Option<&str>,
    ) -> Result<SubmissionResult, Error> {
        match self
-            .handle_check_status(user_id, job_id.map(|s| s.to_string()))
+            .handle_check_status(tenant, job_id.map(|s| s.to_string()))
            .await
        {
            Ok(text) => Ok(SubmissionResult::response(text)),
@@ -323,10 +330,10 @@ impl Agent {
    /// Cancel a job by ID.
    pub(super) async fn process_job_cancel(
        &self,
-        user_id: &str,
+        tenant: &crate::tenant::TenantCtx,
        job_id: &str,
    ) -> Result<SubmissionResult, Error> {
-        match self.handle_cancel_job(user_id, job_id).await {
+        match self.handle_cancel_job(tenant, job_id).await {
            Ok(text) => Ok(SubmissionResult::response(text)),
            Err(e) => Ok(SubmissionResult::error(format!("Cancel error: {}", e))),
        }
@@ -465,12 +472,101 @@ impl Agent {
        }
    }

+    /// Handle `/reasoning [N|all]` — show reasoning history for the active thread.
+    pub(super) async fn handle_reasoning_command(
+        &self,
+        args: &[String],
+        session: &Arc<Mutex<Session>>,
+        thread_id: Uuid,
+    ) -> SubmissionResult {
+        // Clone the turn data we need, then drop the session lock.
+        let turns_snapshot: Vec<(
+            usize,
+            Option<String>,
+            Vec<crate::agent::session::TurnToolCall>,
+        )>;
+        {
+            let sess = session.lock().await;
+            let thread = match sess.threads.get(&thread_id) {
+                Some(t) => t,
+                None => return SubmissionResult::error("No active thread."),
+            };
+
+            if thread.turns.is_empty() {
+                return SubmissionResult::ok_with_message("No turns yet.");
+            }
+
+            // Parse argument: default=last turn, "all"=all turns, N=specific turn (1-based).
+            let selected: Vec<&crate::agent::session::Turn> = match args.first().map(|s| s.as_str())
+            {
+                Some("all") => thread.turns.iter().collect(),
+                Some(n) => match n.parse::<usize>() {
+                    Ok(0) => return SubmissionResult::error("Turn numbers start at 1."),
+                    Ok(num) if num > thread.turns.len() => {
+                        return SubmissionResult::error(format!(
+                            "Turn {} does not exist (max: {}).",
+                            num,
+                            thread.turns.len()
+                        ));
+                    }
+                    Ok(num) => vec![&thread.turns[num - 1]],
+                    Err(_) => return SubmissionResult::error("Usage: /reasoning [N|all]"),
+                },
+                None => {
+                    // Default: last turn that has tool calls
+                    match thread.turns.iter().rev().find(|t| !t.tool_calls.is_empty()) {
+                        Some(t) => vec![t],
+                        None => {
+                            return SubmissionResult::ok_with_message("No turns with tool calls.");
+                        }
+                    }
+                }
+            };
+
+            turns_snapshot = selected
+                .into_iter()
+                .map(|t| (t.turn_number, t.narrative.clone(), t.tool_calls.clone()))
+                .collect();
+        }
+        // Session lock is now dropped — format output without holding it.
+
+        let mut output = String::new();
+        for (turn_number, narrative, tool_calls) in &turns_snapshot {
+            output.push_str(&format!("--- Turn {} ---\n", turn_number + 1));
+            if let Some(narrative) = narrative {
+                output.push_str(&format!("Reasoning: {}\n", narrative));
+            }
+            if tool_calls.is_empty() {
+                output.push_str("  (no tool calls)\n");
+            } else {
+                for tc in tool_calls {
+                    let status = if tc.error.is_some() {
+                        "error"
+                    } else if tc.result.is_some() {
+                        "ok"
+                    } else {
+                        "pending"
+                    };
+                    output.push_str(&format!("  {} [{}]", tc.name, status));
+                    if let Some(ref rationale) = tc.rationale {
+                        output.push_str(&format!(" — {}", rationale));
+                    }
+                    output.push('\n');
+                }
+            }
+            output.push('\n');
+        }
+
+        SubmissionResult::response(output.trim_end())
+    }
+
    /// Handle system commands that bypass thread-state checks entirely.
    pub(super) async fn handle_system_command(
        &self,
        command: &str,
        args: &[String],
        channel: &str,
+        tenant: &crate::tenant::TenantCtx,
    ) -> Result<SubmissionResult, Error> {
        match command {
            "help" => Ok(SubmissionResult::response(concat!(
@@ -480,6 +576,7 @@ impl Agent {
                "  /version          Show version info\n",
                "  /tools            List available tools\n",
                "  /debug            Toggle debug mode\n",
+                "  /reasoning [N|all] Show agent reasoning for turns\n",
                "  /ping             Connectivity check\n",
                "\n",
                "Jobs:\n",
@@ -663,19 +760,32 @@ impl Agent {
                        }
                    }

-                    match self.llm().set_model(requested) {
-                        Ok(()) => {
-                            // Persist the model choice so it survives restarts.
-                            self.persist_selected_model(requested).await;
-                            Ok(SubmissionResult::response(format!(
-                                "Switched model to: {}",
-                                requested
-                            )))
+                    if self.config.multi_tenant {
+                        // Multi-tenant: only persist to per-user DB settings.
+                        // Do NOT call set_model() on the shared provider — that
+                        // would change the default for all users. The per-request
+                        // model_override in the dispatcher reads from the same
+                        // "selected_model" setting and applies it per-user.
+                        self.persist_selected_model(tenant, requested).await;
+                        Ok(SubmissionResult::response(format!(
+                            "Model preference set to: {} (per-user)",
+                            requested
+                        )))
+                    } else {
+                        match self.llm().set_model(requested) {
+                            Ok(()) => {
+                                // Persist the model choice so it survives restarts.
+                                self.persist_selected_model(tenant, requested).await;
+                                Ok(SubmissionResult::response(format!(
+                                    "Switched model to: {}",
+                                    requested
+                                )))
+                            }
+                            Err(e) => Ok(SubmissionResult::error(format!(
+                                "Failed to switch model: {}",
+                                e
+                            ))),
                        }
-                        Err(e) => Ok(SubmissionResult::error(format!(
-                            "Failed to switch model: {}",
-                            e
-                        ))),
                    }
                }
            }
@@ -817,10 +927,14 @@ impl Agent {
        command: &str,
        args: &[String],
        channel: &str,
+        tenant: &crate::tenant::TenantCtx,
    ) -> Result<Option<String>, Error> {
        // System commands are now handled directly via Submission::SystemCommand,
        // but the router may still send us unknown /commands.
-        match self.handle_system_command(command, args, channel).await? {
+        match self
+            .handle_system_command(command, args, channel, tenant)
+            .await?
+        {
            SubmissionResult::Response { content } => Ok(Some(content)),
            SubmissionResult::Ok { message } => Ok(message),
            SubmissionResult::Error { message } => Ok(Some(format!("Error: {}", message))),
@@ -832,21 +946,69 @@ impl Agent {
    ///
    /// Best-effort: logs warnings on failure but does not propagate errors,
    /// since the in-memory model switch already succeeded.
-    async fn persist_selected_model(&self, model: &str) {
-        // 1. Persist to DB if available.
-        if let Some(store) = self.store() {
+    ///
+    /// In multi-tenant mode, only the per-user DB setting is written — global
+    /// .env and TOML files are shared across users and must not be mutated.
+    async fn persist_selected_model(&self, tenant: &crate::tenant::TenantCtx, model: &str) {
+        // 1. Persist to DB if available (per-user scoped via TenantScope).
+        if let Some(store) = tenant.store() {
            let value = serde_json::Value::String(model.to_string());
-            if let Err(e) = store
-                .set_setting(self.owner_id(), "selected_model", &value)
-                .await
-            {
+            if let Err(e) = store.set_setting("selected_model", &value).await {
                tracing::warn!("Failed to persist model to DB: {}", e);
+            } else {
+                tracing::debug!(
+                    user_id = tenant.user_id(),
+                    "Persisted selected_model to DB: {}",
+                    model
+                );
            }
+        } else {
+            tracing::warn!("No database store available — model choice will not persist to DB");
        }

-        // 2. Update TOML config file if it exists (sync I/O in spawn_blocking).
+        // 2. In multi-tenant mode, skip .env/TOML writes — these are global
+        // files shared by all users. The per-user DB setting is sufficient.
+        if self.config.multi_tenant {
+            return;
+        }
+
+        // 3. Update .env and TOML config file (sync I/O in spawn_blocking).
        let model_owned = model.to_string();
+        let backend = self.deps.llm_backend.clone();
        if let Err(e) = tokio::task::spawn_blocking(move || {
+            // 2a. Update the backend-specific model env var in ~/.ironclaw/.env.
+            //
+            // Env vars have the HIGHEST priority in LlmConfig::resolve_model()
+            // (env var > TOML > DB > default). If the .env file has e.g.
+            // NEARAI_MODEL=old-model, it shadows everything else. We must
+            // update this var or the /model change is invisible on restart.
+            let registry = crate::llm::ProviderRegistry::load();
+            let model_env = registry.model_env_var(&backend);
+            let env_var_prefix = format!("{}=", model_env);
+
+            // Only update the .env file if the var is actually set there
+            // (avoid injecting new vars the user never configured).
+            let env_path = crate::bootstrap::ironclaw_env_path();
+            let env_has_var = std::fs::read_to_string(&env_path)
+                .ok()
+                .is_some_and(|content| {
+                    content.lines().any(|line| {
+                        let trimmed = line.trim_start();
+                        !trimmed.starts_with('#') && trimmed.starts_with(&env_var_prefix)
+                    })
+                });
+            if env_has_var {
+                if let Err(e) = crate::bootstrap::upsert_bootstrap_var(model_env, &model_owned) {
+                    tracing::warn!("Failed to update {} in .env: {}", model_env, e);
+                } else {
+                    tracing::debug!("Updated {} in .env to {}", model_env, model_owned);
+                }
+            }
+
+            // 2b. Update (or create) the TOML config file.
+            //
+            // The TOML overlay has higher priority than DB settings on
+            // startup, so it MUST stay in sync with the DB.
            let toml_path = crate::settings::Settings::default_toml_path();
            match crate::settings::Settings::load_toml(&toml_path) {
                Ok(Some(mut settings)) => {
@@ -856,7 +1018,15 @@ impl Agent {
                    }
                }
                Ok(None) => {
-                    // No config file on disk; nothing to update.
+                    // No config file yet — create one so the model choice
+                    // survives restarts even when the DB is unavailable.
+                    let settings = crate::settings::Settings {
+                        selected_model: Some(model_owned),
+                        ..Default::default()
+                    };
+                    if let Err(e) = settings.save_toml(&toml_path) {
+                        tracing::warn!("Failed to create config.toml for model persistence: {}", e);
+                    }
                }
                Err(e) => {
                    tracing::warn!("Failed to load config.toml for model persistence: {}", e);
@@ -865,7 +1035,7 @@ impl Agent {
        })
        .await
        {
-            tracing::warn!("Model TOML persistence task failed: {}", e);
+            tracing::warn!("Model persistence task failed: {}", e);
        }
    }
 }
@@ -21,6 +21,9 @@ pub struct CostGuardConfig {
    pub max_cost_per_day_cents: Option<u64>,
    /// Maximum LLM calls per hour. None = unlimited.
    pub max_actions_per_hour: Option<u64>,
+    /// Maximum spend per user per day in cents. None = unlimited.
+    /// Applied independently per user alongside the global budget.
+    pub max_cost_per_user_per_day_cents: Option<u64>,
 }

 /// Error returned when a cost limit is exceeded.
@@ -30,6 +33,12 @@ pub enum CostLimitExceeded {
    DailyBudget { spent_cents: u64, limit_cents: u64 },
    /// Hourly action rate limit reached.
    HourlyRate { actions: u64, limit: u64 },
+    /// Per-user daily spending cap reached.
+    UserDailyBudget {
+        user_id: String,
+        spent_cents: u64,
+        limit_cents: u64,
+    },
 }

 impl std::fmt::Display for CostLimitExceeded {
@@ -49,6 +58,17 @@ impl std::fmt::Display for CostLimitExceeded {
                "Hourly action limit exceeded: {} actions of {} allowed per hour",
                actions, limit
            ),
+            Self::UserDailyBudget {
+                user_id,
+                spent_cents,
+                limit_cents,
+            } => write!(
+                f,
+                "User '{}' daily cost limit exceeded: spent ${:.2} of ${:.2} allowed",
+                user_id,
+                *spent_cents as f64 / 100.0,
+                *limit_cents as f64 / 100.0
+            ),
        }
    }
 }
@@ -78,6 +98,9 @@ pub struct CostGuard {

    /// Per-model token usage since startup.
    model_tokens: Mutex<HashMap<String, ModelTokens>>,
+
+    /// Per-user daily cost tracking. Each entry resets independently at midnight UTC.
+    per_user_daily_cost: Mutex<HashMap<String, DailyCost>>,
 }

 struct DailyCost {
@@ -97,6 +120,7 @@ impl CostGuard {
            action_window: Mutex::new(VecDeque::new()),
            budget_exceeded: AtomicBool::new(false),
            model_tokens: Mutex::new(HashMap::new()),
+            per_user_daily_cost: Mutex::new(HashMap::new()),
        }
    }

@@ -203,6 +227,11 @@ impl CostGuard {
                daily.reset_date = today;
                self.budget_exceeded.store(false, Ordering::Relaxed);
                tracing::info!("Cost guard: daily counter reset for {}", today);
+
+                // Prune per-user entries from previous days to prevent
+                // unbounded HashMap growth in long-lived deployments.
+                let mut per_user = self.per_user_daily_cost.lock().await;
+                per_user.retain(|_, entry| entry.reset_date == today);
            }
            daily.total += cost;

@@ -248,6 +277,85 @@ impl CostGuard {
        cost
    }

+    /// Record an LLM call with per-user attribution.
+    ///
+    /// Delegates to `record_llm_call` for global tracking, then additionally
+    /// records the cost against the user's daily budget.
+    #[allow(clippy::too_many_arguments)]
+    pub async fn record_llm_call_for_user(
+        &self,
+        user_id: &str,
+        model: &str,
+        input_tokens: u32,
+        output_tokens: u32,
+        cache_read_input_tokens: u32,
+        cache_creation_input_tokens: u32,
+        cache_read_discount: Decimal,
+        cache_write_multiplier: Decimal,
+        cost_per_token: Option<(Decimal, Decimal)>,
+    ) -> Decimal {
+        let cost = self
+            .record_llm_call(
+                model,
+                input_tokens,
+                output_tokens,
+                cache_read_input_tokens,
+                cache_creation_input_tokens,
+                cache_read_discount,
+                cache_write_multiplier,
+                cost_per_token,
+            )
+            .await;
+
+        // Track per-user daily cost
+        {
+            let today = chrono::Utc::now().date_naive();
+            let mut per_user = self.per_user_daily_cost.lock().await;
+            let entry = per_user
+                .entry(user_id.to_string())
+                .or_insert_with(|| DailyCost {
+                    total: Decimal::ZERO,
+                    reset_date: today,
+                });
+            if today != entry.reset_date {
+                entry.total = Decimal::ZERO;
+                entry.reset_date = today;
+            }
+            entry.total += cost;
+        }
+
+        cost
+    }
+
+    /// Check whether the next action is allowed for a specific user.
+    ///
+    /// Checks the global limits first (via `check_allowed`), then additionally
+    /// checks the per-user daily budget if configured.
+    pub async fn check_allowed_for_user(&self, user_id: &str) -> Result<(), CostLimitExceeded> {
+        // Check global limits first
+        self.check_allowed().await?;
+
+        // Check per-user daily budget
+        if let Some(limit_cents) = self.config.max_cost_per_user_per_day_cents {
+            let today = chrono::Utc::now().date_naive();
+            let per_user = self.per_user_daily_cost.lock().await;
+            if let Some(entry) = per_user.get(user_id)
+                && entry.reset_date == today
+            {
+                let spent_cents = to_cents(entry.total);
+                if spent_cents >= limit_cents {
+                    return Err(CostLimitExceeded::UserDailyBudget {
+                        user_id: user_id.to_string(),
+                        spent_cents,
+                        limit_cents,
+                    });
+                }
+            }
+        }
+
+        Ok(())
+    }
+
    /// Current daily spend in USD (as Decimal).
    pub async fn daily_spend(&self) -> Decimal {
        let daily = self.daily_cost.lock().await;
@@ -259,6 +367,16 @@ impl CostGuard {
        }
    }

+    /// Current daily spend for a specific user in USD (as Decimal).
+    pub async fn daily_spend_for_user(&self, user_id: &str) -> Decimal {
+        let today = chrono::Utc::now().date_naive();
+        let per_user = self.per_user_daily_cost.lock().await;
+        match per_user.get(user_id) {
+            Some(entry) if entry.reset_date == today => entry.total,
+            _ => Decimal::ZERO,
+        }
+    }
+
    /// Number of actions in the current hourly window.
    pub async fn actions_this_hour(&self) -> u64 {
        let mut window = self.action_window.lock().await;
@@ -314,7 +432,7 @@ mod tests {
    async fn test_daily_budget_enforcement() {
        let guard = CostGuard::new(CostGuardConfig {
            max_cost_per_day_cents: Some(1), // $0.01 limit
-            max_actions_per_hour: None,
+            ..CostGuardConfig::default()
        });

        // First call allowed
@@ -350,8 +468,8 @@ mod tests {
    #[tokio::test]
    async fn test_hourly_rate_enforcement() {
        let guard = CostGuard::new(CostGuardConfig {
-            max_cost_per_day_cents: None,
            max_actions_per_hour: Some(3),
+            ..CostGuardConfig::default()
        });

        // First 3 actions allowed
@@ -633,8 +751,8 @@ mod tests {
        // A fresh CostGuard with rate limits should not panic even if
        // checked_sub returns None (simulating short uptime).
        let guard = CostGuard::new(CostGuardConfig {
-            max_cost_per_day_cents: None,
            max_actions_per_hour: Some(100),
+            ..CostGuardConfig::default()
        });

        // These must not panic regardless of system uptime
@@ -656,4 +774,119 @@ mod tests {
        let result = Instant::now().checked_sub(std::time::Duration::MAX);
        assert!(result.is_none());
    }
+
+    #[tokio::test]
+    async fn test_per_user_daily_budget_enforcement() {
+        let guard = CostGuard::new(CostGuardConfig {
+            max_cost_per_day_cents: None,
+            max_actions_per_hour: None,
+            max_cost_per_user_per_day_cents: Some(1), // $0.01 per user
+        });
+
+        // Both users initially allowed
+        assert!(guard.check_allowed_for_user("alice").await.is_ok());
+        assert!(guard.check_allowed_for_user("bob").await.is_ok());
+
+        // Alice makes an expensive call
+        guard
+            .record_llm_call_for_user(
+                "alice",
+                "gpt-4o",
+                10_000,
+                10_000,
+                0,
+                0,
+                Decimal::ONE,
+                Decimal::ONE,
+                None,
+            )
+            .await;
+
+        // Alice should be blocked, Bob should still be allowed
+        let result = guard.check_allowed_for_user("alice").await;
+        assert!(result.is_err());
+        match result.unwrap_err() {
+            CostLimitExceeded::UserDailyBudget {
+                user_id,
+                limit_cents,
+                ..
+            } => {
+                assert_eq!(user_id, "alice");
+                assert_eq!(limit_cents, 1);
+            }
+            other => panic!("Expected UserDailyBudget, got {:?}", other),
+        }
+        assert!(guard.check_allowed_for_user("bob").await.is_ok());
+    }
+
+    #[tokio::test]
+    async fn test_per_user_daily_spend_tracking() {
+        let guard = CostGuard::new(CostGuardConfig::default());
+
+        assert_eq!(guard.daily_spend_for_user("alice").await, Decimal::ZERO);
+        assert_eq!(guard.daily_spend_for_user("bob").await, Decimal::ZERO);
+
+        let cost = guard
+            .record_llm_call_for_user(
+                "alice",
+                "gpt-4o",
+                1000,
+                500,
+                0,
+                0,
+                Decimal::ONE,
+                Decimal::ONE,
+                None,
+            )
+            .await;
+
+        assert_eq!(guard.daily_spend_for_user("alice").await, cost);
+        assert_eq!(guard.daily_spend_for_user("bob").await, Decimal::ZERO);
+        // Global spend should also be tracked
+        assert_eq!(guard.daily_spend().await, cost);
+    }
+
+    #[tokio::test]
+    async fn test_per_user_budget_independent_of_global() {
+        let guard = CostGuard::new(CostGuardConfig {
+            max_cost_per_day_cents: Some(100_000), // $1000 global limit
+            max_actions_per_hour: None,
+            max_cost_per_user_per_day_cents: Some(1), // $0.01 per user
+        });
+
+        // User hits their personal limit
+        guard
+            .record_llm_call_for_user(
+                "alice",
+                "gpt-4o",
+                10_000,
+                10_000,
+                0,
+                0,
+                Decimal::ONE,
+                Decimal::ONE,
+                None,
+            )
+            .await;
+
+        // Alice blocked by per-user limit, not global
+        assert!(guard.check_allowed_for_user("alice").await.is_err());
+        // Global limit is far from reached
+        assert!(guard.check_allowed().await.is_ok());
+        // Bob is unaffected
+        assert!(guard.check_allowed_for_user("bob").await.is_ok());
+    }
+
+    #[test]
+    fn test_user_cost_limit_display() {
+        let limit = CostLimitExceeded::UserDailyBudget {
+            user_id: "alice".to_string(),
+            spent_cents: 150,
+            limit_cents: 100,
+        };
+        let msg = limit.to_string();
+        assert!(msg.contains("alice"));
+        assert!(msg.contains("$1.50"));
+        assert!(msg.contains("$1.00"));
+    }
 }
@@ -42,6 +42,7 @@ impl Agent {
    pub(super) async fn run_agentic_loop(
        &self,
        message: &IncomingMessage,
+        tenant: crate::tenant::TenantCtx,
        session: Arc<Mutex<Session>>,
        thread_id: Uuid,
        initial_messages: Vec<ChatMessage>,
@@ -63,7 +64,12 @@ impl Agent {
        );

        let system_prompt = if let Some(ws) = self.workspace() {
-            match ws
+            let scoped_workspace = if ws.user_id() == message.user_id {
+                Arc::clone(ws)
+            } else {
+                Arc::new(ws.scoped_to_user(&message.user_id))
+            };
+            match scoped_workspace
                .system_prompt_for_context_tz(is_group_chat, user_tz)
                .await
            {
@@ -163,6 +169,7 @@ impl Agent {

        let delegate = ChatDelegate {
            agent: self,
+            tenant,
            session: session.clone(),
            thread_id,
            message,
@@ -235,6 +242,7 @@ impl Agent {
 /// auth intercept, and cost tracking.
 struct ChatDelegate<'a> {
    agent: &'a Agent,
+    tenant: crate::tenant::TenantCtx,
    session: Arc<Mutex<Session>>,
    thread_id: Uuid,
    message: &'a IncomingMessage,
@@ -295,9 +303,10 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
        } else {
            tool_defs
        };
-
        // Update context for this iteration
        reason_ctx.available_tools = tool_defs;
+        // Preserve force_text if already set (e.g. by truncation escalation).
+        let force_text = force_text || reason_ctx.force_text;
        reason_ctx.system_prompt = Some(if force_text {
            self.cached_prompt_no_tools.clone()
        } else {
@@ -331,8 +340,8 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
        reason_ctx: &mut ReasoningContext,
        iteration: usize,
    ) -> Result<crate::llm::RespondOutput, Error> {
-        // Enforce cost guardrails before the LLM call
-        if let Err(limit) = self.agent.cost_guard().check_allowed().await {
+        // Enforce cost guardrails before the LLM call (global + per-user)
+        if let Err(limit) = self.tenant.check_cost_allowed().await {
            return Err(crate::error::LlmError::InvalidResponse {
                provider: "agent".to_string(),
                reason: limit.to_string(),
@@ -340,6 +349,21 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
            .into());
        }

+        // Apply per-user model override from settings (first iteration only
+        // to avoid repeated DB lookups within the same agentic loop).
+        // Uses "selected_model" — the same key the /model command persists to
+        // via SettingsStore (per-user scoped via TenantScope).
+        if iteration == 0
+            && let Some(store) = self.tenant.store()
+            && let Ok(Some(value)) = store.get_setting("selected_model").await
+            && let Some(model) = value.as_str()
+        {
+            let model = model.trim();
+            if !model.is_empty() {
+                reason_ctx.model_override = Some(model.to_string());
+            }
+        }
+
        let output = match reasoning.respond_with_tools(reason_ctx).await {
            Ok(output) => output,
            Err(crate::error::LlmError::ContextLengthExceeded { used, limit }) => {
@@ -374,13 +398,22 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
            Err(e) => return Err(e.into()),
        };

-        // Record cost and track token usage
-        let model_name = self.agent.llm().active_model_name();
+        // Record cost and track token usage (global + per-user).
+        // When a model override is active, use the override name for attribution
+        // and let CostGuard look up pricing via costs::model_cost() instead of
+        // using the default provider's cost_per_token (which reflects the wrong model).
+        let (model_name, cost_per_token) = if let Some(ref ovr) = reason_ctx.model_override {
+            (ovr.clone(), None)
+        } else {
+            (
+                self.agent.llm().active_model_name(),
+                Some(self.agent.llm().cost_per_token()),
+            )
+        };
        let read_discount = self.agent.llm().cache_read_discount();
        let write_multiplier = self.agent.llm().cache_write_multiplier();
        let call_cost = self
-            .agent
-            .cost_guard()
+            .tenant
            .record_llm_call(
                &model_name,
                output.usage.input_tokens,
@@ -389,7 +422,7 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
                output.usage.cache_creation_input_tokens,
                read_discount,
                write_multiplier,
-                Some(self.agent.llm().cost_per_token()),
+                cost_per_token,
            )
            .await;
        tracing::debug!(
@@ -420,6 +453,19 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
        content: Option<String>,
        reason_ctx: &mut ReasoningContext,
    ) -> Result<Option<LoopOutcome>, Error> {
+        // Extract and sanitize the narrative before consuming `content`.
+        let narrative = content
+            .as_deref()
+            .filter(|c| !c.trim().is_empty())
+            .map(|c| {
+                let sanitized = self
+                    .agent
+                    .safety()
+                    .sanitize_tool_output("agent_narrative", c);
+                sanitized.content
+            })
+            .filter(|c| !c.trim().is_empty());
+
        // Add the assistant message with tool_calls to context.
        // OpenAI protocol requires this before tool-result messages.
        reason_ctx
@@ -440,6 +486,41 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
            )
            .await;

+        // Build per-tool decisions for the reasoning update.
+        // Sanitize each rationale through SafetyLayer (parity with JobDelegate).
+        let decisions: Vec<crate::channels::ToolDecision> = tool_calls
+            .iter()
+            .filter_map(|tc| {
+                tc.reasoning.as_ref().map(|r| {
+                    let sanitized = self
+                        .agent
+                        .safety()
+                        .sanitize_tool_output("tool_rationale", r)
+                        .content;
+                    crate::channels::ToolDecision {
+                        tool_name: tc.name.clone(),
+                        rationale: sanitized,
+                    }
+                })
+            })
+            .collect();
+
+        // Emit reasoning update to channels.
+        if narrative.is_some() || !decisions.is_empty() {
+            let _ = self
+                .agent
+                .channels
+                .send_status(
+                    &self.message.channel,
+                    StatusUpdate::ReasoningUpdate {
+                        narrative: narrative.clone().unwrap_or_default(),
+                        decisions: decisions.clone(),
+                    },
+                    &self.message.metadata,
+                )
+                .await;
+        }
+
        // Record tool calls in the thread with sensitive params redacted.
        {
            let mut redacted_args: Vec<serde_json::Value> = Vec::with_capacity(tool_calls.len());
@@ -455,8 +536,23 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
            if let Some(thread) = sess.threads.get_mut(&self.thread_id)
                && let Some(turn) = thread.last_turn_mut()
            {
+                // Set turn-level narrative.
+                if turn.narrative.is_none() {
+                    turn.narrative = narrative;
+                }
                for (tc, safe_args) in tool_calls.iter().zip(redacted_args) {
-                    turn.record_tool_call(&tc.name, safe_args);
+                    let sanitized_rationale = tc.reasoning.as_ref().map(|r| {
+                        self.agent
+                            .safety()
+                            .sanitize_tool_output("tool_rationale", r)
+                            .content
+                    });
+                    turn.record_tool_call_with_reasoning(
+                        &tc.name,
+                        safe_args,
+                        sanitized_rationale,
+                        Some(tc.id.clone()),
+                    );
                }
            }
        }
@@ -726,7 +822,7 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
                        if let Some(thread) = sess.threads.get_mut(&self.thread_id)
                            && let Some(turn) = thread.last_turn_mut()
                        {
-                            turn.record_tool_error(error_msg.clone());
+                            turn.record_tool_error_for(&tc.id, error_msg.clone());
                        }
                    }
                    reason_ctx
@@ -852,16 +948,19 @@ impl<'a> LoopDelegate for ChatDelegate<'a> {
                        Err(e) => format!("Tool '{}' failed: {}", tc.name, e),
                    };

-                    // Record sanitized result in thread
+                    // Record sanitized result in thread (identity-based matching).
                    {
                        let mut sess = self.session.lock().await;
                        if let Some(thread) = sess.threads.get_mut(&self.thread_id)
                            && let Some(turn) = thread.last_turn_mut()
                        {
                            if is_tool_error {
-                                turn.record_tool_error(result_content.clone());
+                                turn.record_tool_error_for(&tc.id, result_content.clone());
                            } else {
-                                turn.record_tool_result(serde_json::json!(result_content));
+                                turn.record_tool_result_for(
+                                    &tc.id,
+                                    serde_json::json!(result_content),
+                                );
                            }
                        }
                    }
@@ -1098,15 +1197,23 @@ pub(crate) fn extract_suggestions(text: &str) -> (String, Vec<String>) {
        Regex::new(r"(?s)<suggestions>\s*(.*?)\s*</suggestions>").expect("valid regex") // safety: constant pattern
    });

-    // Find the position of the last closing code fence to avoid matching inside code blocks
-    let last_code_fence = text.rfind("```").unwrap_or(0);
+    // Build a sorted list of code fence positions to determine open/close pairing.
+    // A position is "inside" a fenced block when it falls between an odd-numbered
+    // fence (opening) and the next even-numbered fence (closing).
+    let fence_positions: Vec<usize> = text.match_indices("```").map(|(pos, _)| pos).collect();

-    // Find all matches, take the last one that's after the last code fence
+    let is_inside_fence = |pos: usize| -> bool {
+        // Count how many fences appear before `pos`. If odd, we're inside a fence.
+        let count = fence_positions.iter().take_while(|&&fp| fp <= pos).count();
+        count % 2 == 1
+    };
+
+    // Find all matches, take the last one that's outside any code fence
    let mut best_match: Option<regex::Match<'_>> = None;
    let mut best_capture: Option<String> = None;
    for caps in RE.captures_iter(text) {
        if let (Some(full), Some(inner)) = (caps.get(0), caps.get(1))
-            && full.start() >= last_code_fence
+            && !is_inside_fence(full.start())
        {
            best_match = Some(full);
            best_capture = Some(inner.as_str().to_string());
@@ -1225,6 +1332,8 @@ mod tests {
            document_extraction: None,
            sandbox_readiness: crate::agent::routine_engine::SandboxReadiness::DisabledByConfig,
            builder: None,
+            llm_backend: "nearai".to_string(),
+            tenant_rates: Arc::new(crate::tenant::TenantRateRegistry::new(4, 3)),
        };

        Agent::new(
@@ -1240,10 +1349,14 @@ mod tests {
                allow_local_tools: false,
                max_cost_per_day_cents: None,
                max_actions_per_hour: None,
+                max_cost_per_user_per_day_cents: None,
                max_tool_iterations: 50,
                auto_approve_tools: false,
                default_timezone: "UTC".to_string(),
                max_tokens_per_job: 0,
+                multi_tenant: false,
+                max_llm_concurrent_per_user: None,
+                max_jobs_concurrent_per_user: None,
            },
            deps,
            Arc::new(ChannelManager::new()),
@@ -1453,11 +1566,13 @@ mod tests {
                    id: "call_2".to_string(),
                    name: "http".to_string(),
                    arguments: serde_json::json!({"url": "https://example.com"}),
+                    reasoning: None,
                },
                ToolCall {
                    id: "call_3".to_string(),
                    name: "echo".to_string(),
                    arguments: serde_json::json!({"message": "done"}),
+                    reasoning: None,
                },
            ],
            user_timezone: None,
@@ -1643,6 +1758,7 @@ mod tests {
                    id: "call_1".to_string(),
                    name: "echo".to_string(),
                    arguments: serde_json::json!({"message": "hi"}),
+                    reasoning: None,
                }],
            ),
            ChatMessage::tool_result("call_1", "echo", "hi"),
@@ -1735,11 +1851,13 @@ mod tests {
                        id: "c1".to_string(),
                        name: "http".to_string(),
                        arguments: serde_json::json!({}),
+                        reasoning: None,
                    },
                    ToolCall {
                        id: "c2".to_string(),
                        name: "echo".to_string(),
                        arguments: serde_json::json!({}),
+                        reasoning: None,
                    },
                ],
            ),
@@ -1773,6 +1891,7 @@ mod tests {
                    id: "c1".to_string(),
                    name: "echo".to_string(),
                    arguments: serde_json::json!({}),
+                    reasoning: None,
                }],
            ),
            ChatMessage::tool_result("c1", "echo", "done"),
@@ -1903,6 +2022,7 @@ mod tests {
                    id: crate::llm::generate_tool_call_id(0, 0),
                    name: "echo".to_string(),
                    arguments: serde_json::json!({"message": "looping"}),
+                    reasoning: None,
                }],
                input_tokens: 0,
                output_tokens: 5,
@@ -2056,6 +2176,7 @@ mod tests {
                    id: crate::llm::generate_tool_call_id(0, 0),
                    name: "nonexistent_tool".to_string(),
                    arguments: serde_json::json!({}),
+                    reasoning: None,
                }],
                input_tokens: 0,
                output_tokens: 5,
@@ -2092,6 +2213,8 @@ mod tests {
            document_extraction: None,
            sandbox_readiness: crate::agent::routine_engine::SandboxReadiness::DisabledByConfig,
            builder: None,
+            llm_backend: "nearai".to_string(),
+            tenant_rates: Arc::new(crate::tenant::TenantRateRegistry::new(4, 3)),
        };

        Agent::new(
@@ -2107,10 +2230,14 @@ mod tests {
                allow_local_tools: false,
                max_cost_per_day_cents: None,
                max_actions_per_hour: None,
+                max_cost_per_user_per_day_cents: None,
                max_tool_iterations,
                auto_approve_tools: true,
                default_timezone: "UTC".to_string(),
                max_tokens_per_job: 0,
+                multi_tenant: false,
+                max_llm_concurrent_per_user: None,
+                max_jobs_concurrent_per_user: None,
            },
            deps,
            Arc::new(ChannelManager::new()),
@@ -2145,13 +2272,14 @@ mod tests {

        let message = IncomingMessage::new("test", "test-user", "do something");
        let initial_messages = vec![ChatMessage::user("do something")];
+        let tenant = agent.tenant_ctx("test-user").await;

        // The dispatcher must terminate within 5 seconds. If there is an
        // infinite loop bug (e.g., index not advancing on tool failure), the
        // timeout will fire and the test will fail.
        let result = tokio::time::timeout(
            Duration::from_secs(5),
-            agent.run_agentic_loop(&message, session, thread_id, initial_messages),
+            agent.run_agentic_loop(&message, tenant, session, thread_id, initial_messages),
        )
        .await;

@@ -2212,6 +2340,8 @@ mod tests {
                document_extraction: None,
                sandbox_readiness: crate::agent::routine_engine::SandboxReadiness::DisabledByConfig,
                builder: None,
+                llm_backend: "nearai".to_string(),
+                tenant_rates: Arc::new(crate::tenant::TenantRateRegistry::new(4, 3)),
            };

            Agent::new(
@@ -2227,10 +2357,14 @@ mod tests {
                    allow_local_tools: false,
                    max_cost_per_day_cents: None,
                    max_actions_per_hour: None,
+                    max_cost_per_user_per_day_cents: None,
                    max_tool_iterations: max_iter,
                    auto_approve_tools: true,
                    default_timezone: "UTC".to_string(),
                    max_tokens_per_job: 0,
+                    multi_tenant: false,
+                    max_llm_concurrent_per_user: None,
+                    max_jobs_concurrent_per_user: None,
                },
                deps,
                Arc::new(ChannelManager::new()),
@@ -2250,13 +2384,14 @@ mod tests {

        let message = IncomingMessage::new("test", "test-user", "keep calling tools");
        let initial_messages = vec![ChatMessage::user("keep calling tools")];
+        let tenant = agent.tenant_ctx("test-user").await;

        // Even with an LLM that always wants to call tools, the dispatcher
        // must terminate within the timeout thanks to force_text at
        // max_tool_iterations.
        let result = tokio::time::timeout(
            Duration::from_secs(5),
-            agent.run_agentic_loop(&message, session, thread_id, initial_messages),
+            agent.run_agentic_loop(&message, tenant, session, thread_id, initial_messages),
        )
        .await;

@@ -2345,6 +2480,16 @@ mod tests {
        assert!(suggestions.is_empty()); // safety: test
    }

+    #[test]
+    fn test_extract_suggestions_inside_unclosed_code_fence() {
+        // Regression: odd number of fences (unclosed fence) must still be
+        // treated as "inside a code block".
+        let input = "```\ncode\n<suggestions>[\"bar\"]</suggestions>";
+        let (text, suggestions) = super::extract_suggestions(input);
+        assert_eq!(text, input); // safety: test
+        assert!(suggestions.is_empty()); // safety: test
+    }
+
    #[test]
    fn test_extract_suggestions_after_code_fence() {
        let input = "```\ncode\n```\nAnswer.\n<suggestions>[\"foo\"]</suggestions>";
@@ -31,8 +31,8 @@ use chrono_tz::Tz;
 use tokio::sync::mpsc;

 use crate::channels::OutgoingResponse;
-use crate::db::Database;
 use crate::llm::{ChatMessage, CompletionRequest, LlmProvider, Reasoning};
+use crate::tenant::AdminScope;
 use crate::workspace::Workspace;
 use crate::workspace::hygiene::HygieneConfig;

@@ -57,6 +57,9 @@ pub struct HeartbeatConfig {
    pub quiet_hours_end: Option<u32>,
    /// Timezone for fire_at and quiet hours evaluation (IANA name).
    pub timezone: Option<String>,
+    /// When true, cycle through all users with routines instead of
+    /// running heartbeat for a single user. Requires a database store.
+    pub multi_tenant: bool,
 }

 impl Default for HeartbeatConfig {
@@ -71,6 +74,7 @@ impl Default for HeartbeatConfig {
            quiet_hours_start: None,
            quiet_hours_end: None,
            timezone: None,
+            multi_tenant: false,
        }
    }
 }
@@ -178,7 +182,7 @@ pub struct HeartbeatRunner {
    workspace: Arc<Workspace>,
    llm: Arc<dyn LlmProvider>,
    response_tx: Option<mpsc::Sender<OutgoingResponse>>,
-    store: Option<Arc<dyn Database>>,
+    store: Option<AdminScope>,
    consecutive_failures: u32,
 }

@@ -207,8 +211,8 @@ impl HeartbeatRunner {
        self
    }

-    /// Set the database store for persistent heartbeat conversations.
-    pub fn with_store(mut self, store: Arc<dyn Database>) -> Self {
+    /// Set the admin-scoped database store for persistent heartbeat conversations.
+    pub fn with_store(mut self, store: AdminScope) -> Self {
        self.store = Some(store);
        self
    }
@@ -396,7 +400,7 @@ impl HeartbeatRunner {
    }

    /// Send a notification about heartbeat findings.
-    async fn send_notification(&self, message: &str) {
+    pub(crate) async fn send_notification(&self, message: &str) {
        let Some(ref tx) = self.response_tx else {
            tracing::debug!("No response channel configured for heartbeat notifications");
            return;
@@ -493,7 +497,7 @@ pub fn spawn_heartbeat(
    workspace: Arc<Workspace>,
    llm: Arc<dyn LlmProvider>,
    response_tx: Option<mpsc::Sender<OutgoingResponse>>,
-    store: Option<Arc<dyn Database>>,
+    store: Option<AdminScope>,
 ) -> tokio::task::JoinHandle<()> {
    let mut runner = HeartbeatRunner::new(config, hygiene_config, workspace, llm);
    if let Some(tx) = response_tx {
@@ -508,6 +512,179 @@ pub fn spawn_heartbeat(
    })
 }

+/// Spawn a multi-user heartbeat runner that cycles through all users that
+/// own routines (enabled or not). Each tick, it queries the DB for distinct
+/// user_ids, creates a per-user workspace, and runs a heartbeat check for
+/// each user concurrently. Per-user failure counts are tracked independently.
+pub fn spawn_multi_user_heartbeat(
+    config: HeartbeatConfig,
+    hygiene_config: HygieneConfig,
+    llm: Arc<dyn LlmProvider>,
+    response_tx: Option<mpsc::Sender<OutgoingResponse>>,
+    store: AdminScope,
+) -> tokio::task::JoinHandle<()> {
+    tokio::spawn(async move {
+        if !config.enabled {
+            tracing::info!("Multi-user heartbeat is disabled");
+            return;
+        }
+
+        let mut tick_interval = if config.fire_at.is_none() {
+            let mut iv = tokio::time::interval(config.interval);
+            iv.tick().await; // skip immediate tick
+            Some(iv)
+        } else {
+            None
+        };
+
+        // Track consecutive failures per user so we can disable heartbeat
+        // for persistently-failing users (same semantics as single-user mode).
+        let mut user_failures: std::collections::HashMap<String, u32> =
+            std::collections::HashMap::new();
+
+        tracing::info!("Starting multi-user heartbeat loop");
+
+        loop {
+            if let Some(fire_at) = config.fire_at {
+                let sleep_dur = duration_until_next_fire(fire_at, config.resolved_tz());
+                tokio::time::sleep(sleep_dur).await;
+            } else if let Some(ref mut iv) = tick_interval {
+                iv.tick().await;
+            }
+
+            if config.is_quiet_hours() {
+                continue;
+            }
+
+            // Get distinct user_ids from routines
+            let user_ids = match store.list_all_routines().await {
+                Ok(routines) => {
+                    let mut ids: Vec<String> = routines
+                        .iter()
+                        .map(|r| r.user_id.clone())
+                        .collect::<std::collections::HashSet<_>>()
+                        .into_iter()
+                        .collect();
+                    ids.sort();
+                    ids
+                }
+                Err(e) => {
+                    tracing::error!("Multi-user heartbeat: failed to list routines: {}", e);
+                    continue;
+                }
+            };
+
+            // Run user heartbeats concurrently so one slow LLM call doesn't
+            // block others. Cap concurrency to avoid flooding the LLM provider.
+            const MAX_CONCURRENT_HEARTBEATS: usize = 8;
+            let mut join_set = tokio::task::JoinSet::new();
+
+            for user_id in &user_ids {
+                // Skip users that have exceeded max_failures
+                let failures = user_failures.get(user_id).copied().unwrap_or(0);
+                if failures >= config.max_failures {
+                    continue;
+                }
+
+                let workspace = Arc::new(Workspace::new_with_db(user_id, Arc::clone(store.db())));
+
+                // Run memory hygiene per user (same as single-user heartbeat).
+                let hygiene_ws = Arc::clone(&workspace);
+                let hygiene_cfg = hygiene_config.clone();
+                let hygiene_user = user_id.clone();
+                tokio::spawn(async move {
+                    let report =
+                        crate::workspace::hygiene::run_if_due(&hygiene_ws, &hygiene_cfg).await;
+                    if report.had_work() {
+                        tracing::info!(
+                            user_id = hygiene_user,
+                            daily_logs_deleted = report.daily_logs_deleted,
+                            conversation_docs_deleted = report.conversation_docs_deleted,
+                            "multi-user heartbeat: memory hygiene deleted stale documents"
+                        );
+                    }
+                });
+
+                // Drain completed tasks to stay within the concurrency cap.
+                while join_set.len() >= MAX_CONCURRENT_HEARTBEATS {
+                    if let Some(join_result) = join_set.join_next().await {
+                        collect_heartbeat_result(join_result, &mut user_failures, &config);
+                    }
+                }
+
+                let uid = user_id.clone();
+                let cfg = config.clone();
+                let hyg = hygiene_config.clone();
+                let llm_clone = llm.clone();
+                let tx = response_tx.clone();
+                let admin = store.clone();
+
+                join_set.spawn(async move {
+                    let mut runner = HeartbeatRunner::new(cfg, hyg, workspace, llm_clone);
+                    if let Some(tx) = tx {
+                        runner = runner.with_response_channel(tx);
+                    }
+                    runner = runner.with_store(admin);
+
+                    let result = runner.check_heartbeat().await;
+                    if let HeartbeatResult::NeedsAttention(msg) = &result {
+                        runner.send_notification(msg).await;
+                    }
+                    (uid, result)
+                });
+            }
+
+            // Collect remaining results and update failure counts
+            while let Some(join_result) = join_set.join_next().await {
+                collect_heartbeat_result(join_result, &mut user_failures, &config);
+            }
+        }
+    })
+}
+
+/// Process a single JoinSet result from the multi-user heartbeat loop.
+fn collect_heartbeat_result(
+    join_result: Result<(String, HeartbeatResult), tokio::task::JoinError>,
+    user_failures: &mut std::collections::HashMap<String, u32>,
+    config: &HeartbeatConfig,
+) {
+    let (uid, result) = match join_result {
+        Ok(pair) => pair,
+        Err(e) => {
+            tracing::error!("Multi-user heartbeat task panicked: {}", e);
+            return;
+        }
+    };
+    match result {
+        HeartbeatResult::Ok => {
+            tracing::trace!(user_id = uid, "Multi-user heartbeat OK");
+            user_failures.remove(&uid);
+        }
+        HeartbeatResult::NeedsAttention(_) => {
+            tracing::info!(user_id = uid, "Multi-user heartbeat needs attention");
+            user_failures.remove(&uid);
+        }
+        HeartbeatResult::Skipped => {}
+        HeartbeatResult::Failed(err) => {
+            let count = user_failures.entry(uid.clone()).or_insert(0);
+            *count += 1;
+            tracing::error!(
+                user_id = uid,
+                consecutive_failures = *count,
+                "Multi-user heartbeat failed: {}",
+                err
+            );
+            if *count >= config.max_failures {
+                tracing::error!(
+                    user_id = uid,
+                    "Multi-user heartbeat disabled for user after {} consecutive failures",
+                    count
+                );
+            }
+        }
+    }
+}
+
 #[cfg(test)]
 mod tests {
    use super::*;
@@ -726,7 +903,7 @@ mod tests {
            Arc<crate::workspace::Workspace>,
            Arc<dyn crate::llm::LlmProvider>,
            Option<tokio::sync::mpsc::Sender<crate::channels::OutgoingResponse>>,
-            Option<Arc<dyn crate::db::Database>>,
+            Option<AdminScope>,
        ) -> tokio::task::JoinHandle<()> = spawn_heartbeat;
        let _ = _fn_ptr;
    }
@@ -21,8 +21,8 @@ use tokio::task::JoinHandle;
 use uuid::Uuid;

 use crate::channels::IncomingMessage;
-use crate::channels::web::types::SseEvent;
 use crate::context::{ContextManager, JobState};
+use ironclaw_common::AppEvent;

 /// Route context for forwarding job monitor events back to the user's channel.
 #[derive(Debug, Clone)]
@@ -36,15 +36,15 @@ pub struct JobMonitorRoute {
 /// injects assistant messages into the agent loop.
 ///
 /// The monitor forwards:
-/// - `SseEvent::JobMessage` (assistant role): injected as incoming messages so
+/// - `AppEvent::JobMessage` (assistant role): injected as incoming messages so
 ///   the main agent can read and relay to the user.
-/// - `SseEvent::JobResult`: injected as a completion notice, then the task exits.
+/// - `AppEvent::JobResult`: injected as a completion notice, then the task exits.
 ///
 /// Tool use/result and status events are intentionally skipped (too noisy for
 /// the main agent's context window).
 pub fn spawn_job_monitor(
    job_id: Uuid,
-    event_rx: broadcast::Receiver<(Uuid, SseEvent)>,
+    event_rx: broadcast::Receiver<(Uuid, String, AppEvent)>,
    inject_tx: mpsc::Sender<IncomingMessage>,
    route: JobMonitorRoute,
 ) -> JoinHandle<()> {
@@ -56,7 +56,7 @@ pub fn spawn_job_monitor(
 /// jobs don't stay `InProgress` forever in the `ContextManager`.
 pub fn spawn_job_monitor_with_context(
    job_id: Uuid,
-    mut event_rx: broadcast::Receiver<(Uuid, SseEvent)>,
+    mut event_rx: broadcast::Receiver<(Uuid, String, AppEvent)>,
    inject_tx: mpsc::Sender<IncomingMessage>,
    route: JobMonitorRoute,
    context_manager: Option<Arc<ContextManager>>,
@@ -68,13 +68,13 @@ pub fn spawn_job_monitor_with_context(

        loop {
            match event_rx.recv().await {
-                Ok((ev_job_id, event)) => {
+                Ok((ev_job_id, _user_id, event)) => {
                    if ev_job_id != job_id {
                        continue;
                    }

                    match event {
-                        SseEvent::JobMessage { role, content, .. } if role == "assistant" => {
+                        AppEvent::JobMessage { role, content, .. } if role == "assistant" => {
                            let mut msg = IncomingMessage::new(
                                route.channel.clone(),
                                route.user_id.clone(),
@@ -92,7 +92,7 @@ pub fn spawn_job_monitor_with_context(
                                break;
                            }
                        }
-                        SseEvent::JobResult { status, .. } => {
+                        AppEvent::JobResult { status, .. } => {
                            // Transition in-memory state so the job frees its
                            // max_jobs slot and query tools show the final state.
                            if let Some(ref cm) = context_manager {
@@ -162,7 +162,7 @@ pub fn spawn_job_monitor_with_context(
 /// inject messages into) but we still need to free the `max_jobs` slot.
 pub fn spawn_completion_watcher(
    job_id: Uuid,
-    mut event_rx: broadcast::Receiver<(Uuid, SseEvent)>,
+    mut event_rx: broadcast::Receiver<(Uuid, String, AppEvent)>,
    context_manager: Arc<ContextManager>,
 ) -> JoinHandle<()> {
    let short_id = job_id.to_string()[..8].to_string();
@@ -170,7 +170,9 @@ pub fn spawn_completion_watcher(
    tokio::spawn(async move {
        loop {
            match event_rx.recv().await {
-                Ok((ev_job_id, SseEvent::JobResult { status, .. })) if ev_job_id == job_id => {
+                Ok((ev_job_id, _user_id, AppEvent::JobResult { status, .. }))
+                    if ev_job_id == job_id =>
+                {
                    let target = if status == "completed" {
                        JobState::Completed
                    } else {
@@ -227,7 +229,7 @@ mod tests {

    #[tokio::test]
    async fn test_monitor_forwards_assistant_messages() {
-        let (event_tx, _) = broadcast::channel::<(Uuid, SseEvent)>(16);
+        let (event_tx, _) = broadcast::channel::<(Uuid, String, AppEvent)>(16);
        let (inject_tx, mut inject_rx) = mpsc::channel::<IncomingMessage>(16);

        let job_id = Uuid::new_v4();
@@ -237,7 +239,8 @@ mod tests {
        event_tx
            .send((
                job_id,
-                SseEvent::JobMessage {
+                "test-user".to_string(),
+                AppEvent::JobMessage {
                    job_id: job_id.to_string(),
                    role: "assistant".to_string(),
                    content: "I found a bug".to_string(),
@@ -259,7 +262,7 @@ mod tests {

    #[tokio::test]
    async fn test_monitor_ignores_other_jobs() {
-        let (event_tx, _) = broadcast::channel::<(Uuid, SseEvent)>(16);
+        let (event_tx, _) = broadcast::channel::<(Uuid, String, AppEvent)>(16);
        let (inject_tx, mut inject_rx) = mpsc::channel::<IncomingMessage>(16);

        let job_id = Uuid::new_v4();
@@ -270,7 +273,8 @@ mod tests {
        event_tx
            .send((
                other_job_id,
-                SseEvent::JobMessage {
+                "test-user".to_string(),
+                AppEvent::JobMessage {
                    job_id: other_job_id.to_string(),
                    role: "assistant".to_string(),
                    content: "wrong job".to_string(),
@@ -289,7 +293,7 @@ mod tests {

    #[tokio::test]
    async fn test_monitor_exits_on_job_result() {
-        let (event_tx, _) = broadcast::channel::<(Uuid, SseEvent)>(16);
+        let (event_tx, _) = broadcast::channel::<(Uuid, String, AppEvent)>(16);
        let (inject_tx, mut inject_rx) = mpsc::channel::<IncomingMessage>(16);

        let job_id = Uuid::new_v4();
@@ -299,7 +303,8 @@ mod tests {
        event_tx
            .send((
                job_id,
-                SseEvent::JobResult {
+                "test-user".to_string(),
+                AppEvent::JobResult {
                    job_id: job_id.to_string(),
                    status: "completed".to_string(),
                    session_id: None,
@@ -324,7 +329,7 @@ mod tests {

    #[tokio::test]
    async fn test_monitor_skips_tool_events() {
-        let (event_tx, _) = broadcast::channel::<(Uuid, SseEvent)>(16);
+        let (event_tx, _) = broadcast::channel::<(Uuid, String, AppEvent)>(16);
        let (inject_tx, mut inject_rx) = mpsc::channel::<IncomingMessage>(16);

        let job_id = Uuid::new_v4();
@@ -334,7 +339,8 @@ mod tests {
        event_tx
            .send((
                job_id,
-                SseEvent::JobToolUse {
+                "test-user".to_string(),
+                AppEvent::JobToolUse {
                    job_id: job_id.to_string(),
                    tool_name: "shell".to_string(),
                    input: serde_json::json!({"command": "ls"}),
@@ -346,7 +352,8 @@ mod tests {
        event_tx
            .send((
                job_id,
-                SseEvent::JobMessage {
+                "test-user".to_string(),
+                AppEvent::JobMessage {
                    job_id: job_id.to_string(),
                    role: "user".to_string(),
                    content: "user prompt".to_string(),
@@ -402,7 +409,7 @@ mod tests {
            .await
            .unwrap();

-        let (event_tx, _) = broadcast::channel::<(Uuid, SseEvent)>(16);
+        let (event_tx, _) = broadcast::channel::<(Uuid, String, AppEvent)>(16);
        let (inject_tx, mut inject_rx) = mpsc::channel::<IncomingMessage>(16);

        let handle = spawn_job_monitor_with_context(
@@ -417,7 +424,8 @@ mod tests {
        event_tx
            .send((
                job_id,
-                SseEvent::JobResult {
+                "test-user".to_string(),
+                AppEvent::JobResult {
                    job_id: job_id.to_string(),
                    status: "completed".to_string(),
                    session_id: None,
@@ -450,7 +458,7 @@ mod tests {
            .await
            .unwrap();

-        let (event_tx, _) = broadcast::channel::<(Uuid, SseEvent)>(16);
+        let (event_tx, _) = broadcast::channel::<(Uuid, String, AppEvent)>(16);
        let (inject_tx, mut inject_rx) = mpsc::channel::<IncomingMessage>(16);

        let handle = spawn_job_monitor_with_context(
@@ -465,7 +473,8 @@ mod tests {
        event_tx
            .send((
                job_id,
-                SseEvent::JobResult {
+                "test-user".to_string(),
+                AppEvent::JobResult {
                    job_id: job_id.to_string(),
                    status: "failed".to_string(),
                    session_id: None,
@@ -498,13 +507,14 @@ mod tests {
            .await
            .unwrap();

-        let (event_tx, _) = broadcast::channel::<(Uuid, SseEvent)>(16);
+        let (event_tx, _) = broadcast::channel::<(Uuid, String, AppEvent)>(16);
        let handle = spawn_completion_watcher(job_id, event_tx.subscribe(), Arc::clone(&cm));

        event_tx
            .send((
                job_id,
-                SseEvent::JobResult {
+                "test-user".to_string(),
+                AppEvent::JobResult {
                    job_id: job_id.to_string(),
                    status: "completed".to_string(),
                    session_id: None,
@@ -36,7 +36,9 @@ pub(crate) use agent_loop::truncate_for_preview;
 pub use agent_loop::{Agent, AgentDeps};
 pub use compaction::{CompactionResult, ContextCompactor};
 pub use context_monitor::{CompactionStrategy, ContextBreakdown, ContextMonitor};
-pub use heartbeat::{HeartbeatConfig, HeartbeatResult, HeartbeatRunner, spawn_heartbeat};
+pub use heartbeat::{
+    HeartbeatConfig, HeartbeatResult, HeartbeatRunner, spawn_heartbeat, spawn_multi_user_heartbeat,
+};
 pub use router::{MessageIntent, Router};
 pub use routine::{Routine, RoutineAction, RoutineRun, Trigger};
 pub use routine_engine::{RoutineEngine, SandboxReadiness};
@@ -18,21 +18,22 @@ use std::time::Duration;
 use chrono::Utc;
 use regex::Regex;
 use tokio::sync::{RwLock, mpsc};
+use tokio::task::JoinHandle;
 use uuid::Uuid;

 use crate::agent::Scheduler;
 use crate::agent::routine::{
    NotifyConfig, Routine, RoutineAction, RoutineRun, RunStatus, Trigger, next_cron_fire,
 };
-use crate::channels::OutgoingResponse;
+use crate::channels::{IncomingMessage, OutgoingResponse};
 use crate::config::RoutineConfig;
 use crate::context::{JobContext, JobState};
-use crate::db::Database;
 use crate::error::RoutineError;
 use crate::extensions::ExtensionManager;
 use crate::llm::{
    ChatMessage, CompletionRequest, FinishReason, LlmProvider, ToolCall, ToolCompletionRequest,
 };
+use crate::tenant::AdminScope;
 use crate::tools::{
    ToolError, ToolRegistry, autonomous_allowed_tool_names, autonomous_unavailable_message,
    prepare_tool_params,
@@ -45,6 +46,11 @@ enum EventMatcher {
    System { routine: Routine },
 }

+struct TriggeredRoutine {
+    routine: Routine,
+    detail: String,
+}
+
 /// Distinguishes why sandbox is unavailable so error messages are accurate.
 #[derive(Debug, Clone, Copy, PartialEq, Eq)]
 pub enum SandboxReadiness {
@@ -56,10 +62,44 @@ pub enum SandboxReadiness {
    DockerUnavailable,
 }

+/// Check whether an event-triggered routine's user/channel filters match an
+/// incoming message.
+///
+/// Returns `true` if:
+/// - The routine has an `Event` trigger (non-Event routines always return `false`)
+/// - The routine's `user_id` matches the message's user scope
+/// - The routine's channel filter (if any) matches the message channel
+///   case-insensitively
+///
+/// This is a pure function extracted from `check_event_triggers` so the
+/// filter logic can be unit-tested without async infrastructure.
+pub(crate) fn routine_matches_message(routine: &Routine, message: &IncomingMessage) -> bool {
+    // Only Event-triggered routines can match incoming messages.
+    if !matches!(routine.trigger, Trigger::Event { .. }) {
+        return false;
+    }
+
+    // User ownership filter — only fire routines scoped to this user.
+    if routine.user_id != message.user_id {
+        return false;
+    }
+
+    // Channel filter (case-insensitive, matching emit_system_event behavior)
+    if let Trigger::Event {
+        channel: Some(ch), ..
+    } = &routine.trigger
+        && !ch.eq_ignore_ascii_case(&message.channel)
+    {
+        return false;
+    }
+
+    true
+}
+
 /// The routine execution engine.
 pub struct RoutineEngine {
    config: RoutineConfig,
-    store: Arc<dyn Database>,
+    store: AdminScope,
    llm: Arc<dyn LlmProvider>,
    workspace: Arc<Workspace>,
    /// Sender for notifications (routed to channel manager).
@@ -88,7 +128,7 @@ impl RoutineEngine {
    #[allow(clippy::too_many_arguments)]
    pub fn new(
        config: RoutineConfig,
-        store: Arc<dyn Database>,
+        store: AdminScope,
        llm: Arc<dyn LlmProvider>,
        workspace: Arc<Workspace>,
        notify_tx: mpsc::Sender<OutgoingResponse>,
@@ -167,10 +207,45 @@ impl RoutineEngine {
    }

    /// Check incoming message against event triggers. Returns number of routines fired.
+    pub async fn check_event_triggers(&self, message: &IncomingMessage, content: &str) -> usize {
+        let triggered = self.matching_event_triggers(message, content).await;
+        let fired = triggered.len();
+        for triggered in triggered {
+            std::mem::drop(self.spawn_fire(triggered.routine, "event", Some(triggered.detail)));
+        }
+        fired
+    }
+
+    /// Fire matching event-triggered routines and wait for them to complete.
    ///
-    /// Accepts only the three fields needed for matching (user scope, channel,
-    /// message content) so callers never need to clone a full `IncomingMessage`.
-    pub async fn check_event_triggers(&self, user_id: &str, channel: &str, content: &str) -> usize {
+    /// Used by single-message REPL mode so the process does not exit before
+    /// background event-triggered routines finish.
+    pub async fn check_event_triggers_and_wait(
+        &self,
+        message: &IncomingMessage,
+        content: &str,
+    ) -> usize {
+        let triggered = self.matching_event_triggers(message, content).await;
+        let fired = triggered.len();
+        let handles: Vec<JoinHandle<()>> = triggered
+            .into_iter()
+            .map(|triggered| self.spawn_fire(triggered.routine, "event", Some(triggered.detail)))
+            .collect();
+
+        for handle in handles {
+            if let Err(e) = handle.await {
+                tracing::warn!(error = %e, "Event-triggered routine task failed");
+            }
+        }
+
+        fired
+    }
+
+    async fn matching_event_triggers(
+        &self,
+        message: &IncomingMessage,
+        content: &str,
+    ) -> Vec<TriggeredRoutine> {
        let cache = self.event_cache.read().await;

        // Early return if there are no message matchers at all.
@@ -178,10 +253,9 @@ impl RoutineEngine {
            .iter()
            .any(|m| matches!(m, EventMatcher::Message { .. }))
        {
-            return 0;
+            return Vec::new();
        }
-
-        let mut fired = 0;
+        let mut triggered = Vec::new();

        // Collect routine IDs for batch query
        let routine_ids: Vec<Uuid> = cache
@@ -193,13 +267,13 @@ impl RoutineEngine {
            .collect();

        if routine_ids.is_empty() {
-            return 0;
+            return Vec::new();
        }

        // Single batch query instead of N queries
        let concurrent_counts = match self.batch_concurrent_counts(&routine_ids).await {
            Some(counts) => counts,
-            None => return 0,
+            None => return Vec::new(),
        };

        for matcher in cache.iter() {
@@ -208,16 +282,24 @@ impl RoutineEngine {
                EventMatcher::System { .. } => continue,
            };

-            if routine.user_id != user_id {
-                continue;
-            }
-
-            // Channel filter
-            if let Trigger::Event {
-                channel: Some(ch), ..
-            } = &routine.trigger
-                && ch != channel
-            {
+            // User ownership + channel filter (extracted for testability).
+            if !routine_matches_message(routine, message) {
+                // User mismatch is expected for multi-user setups — keep at
+                // trace to avoid one log per routine per inbound message.
+                if routine.user_id != message.user_id {
+                    tracing::trace!(
+                        routine = %routine.name,
+                        routine_user = %routine.user_id,
+                        message_user = %message.user_id,
+                        "Skipped: user scope mismatch"
+                    );
+                } else {
+                    tracing::debug!(
+                        routine = %routine.name,
+                        channel = %message.channel,
+                        "Skipped: channel mismatch"
+                    );
+                }
                continue;
            }

@@ -228,14 +310,14 @@ impl RoutineEngine {

            // Cooldown check
            if !self.check_cooldown(routine) {
-                tracing::trace!(routine = %routine.name, "Skipped: cooldown active");
+                tracing::debug!(routine = %routine.name, "Skipped: cooldown active");
                continue;
            }

            // Concurrent run check (using batch-loaded counts)
            let running_count = concurrent_counts.get(&routine.id).copied().unwrap_or(0);
            if running_count >= routine.guardrails.max_concurrent as i64 {
-                tracing::trace!(routine = %routine.name, "Skipped: max concurrent reached");
+                tracing::debug!(routine = %routine.name, "Skipped: max concurrent reached");
                continue;
            }

@@ -246,11 +328,13 @@ impl RoutineEngine {
            }

            let detail = truncate(content, 200);
-            self.spawn_fire(routine.clone(), "event", Some(detail));
-            fired += 1;
+            triggered.push(TriggeredRoutine {
+                routine: routine.clone(),
+                detail,
+            });
        }

-        fired
+        triggered
    }

    /// Emit a structured event to system-event routines.
@@ -698,12 +782,22 @@ impl RoutineEngine {
            });
        }

+        // Per-user workspace (same pattern as spawn_fire).
+        let routine_workspace = if routine.user_id == self.workspace.user_id() {
+            self.workspace.clone()
+        } else {
+            Arc::new(Workspace::new_with_db(
+                &routine.user_id,
+                Arc::clone(self.store.db()),
+            ))
+        };
+
        // Execute inline for manual triggers (caller wants to wait)
        let engine = EngineContext {
            config: self.config.clone(),
            store: self.store.clone(),
            llm: self.llm.clone(),
-            workspace: self.workspace.clone(),
+            workspace: routine_workspace,
            notify_tx: self.notify_tx.clone(),
            running_count: self.running_count.clone(),
            scheduler: self.scheduler.clone(),
@@ -806,7 +900,12 @@ impl RoutineEngine {
    }

    /// Spawn a fire in a background task.
-    fn spawn_fire(&self, routine: Routine, trigger_type: &str, trigger_detail: Option<String>) {
+    fn spawn_fire(
+        &self,
+        routine: Routine,
+        trigger_type: &str,
+        trigger_detail: Option<String>,
+    ) -> JoinHandle<()> {
        let run = RoutineRun {
            id: Uuid::new_v4(),
            routine_id: routine.id,
@@ -821,11 +920,23 @@ impl RoutineEngine {
            created_at: Utc::now(),
        };

+        // Use per-user workspace so each routine executes in the correct
+        // user's context. Fall back to the engine-wide workspace when the
+        // routine belongs to the same user (avoids unnecessary allocation).
+        let routine_workspace = if routine.user_id == self.workspace.user_id() {
+            self.workspace.clone()
+        } else {
+            Arc::new(Workspace::new_with_db(
+                &routine.user_id,
+                Arc::clone(self.store.db()),
+            ))
+        };
+
        let engine = EngineContext {
            config: self.config.clone(),
            store: self.store.clone(),
            llm: self.llm.clone(),
-            workspace: self.workspace.clone(),
+            workspace: routine_workspace,
            notify_tx: self.notify_tx.clone(),
            running_count: self.running_count.clone(),
            scheduler: self.scheduler.clone(),
@@ -843,7 +954,7 @@ impl RoutineEngine {
                return;
            }
            execute_routine(engine, routine, run).await;
-        });
+        })
    }

    fn check_cooldown(&self, routine: &Routine) -> bool {
@@ -878,7 +989,7 @@ impl RoutineEngine {
 /// an active state (Pending/InProgress/Stuck). Maps the final `JobState` to
 /// a `RunStatus` for the routine run.
 struct FullJobWatcher {
-    store: Arc<dyn Database>,
+    store: AdminScope,
    job_id: Uuid,
    routine_name: String,
 }
@@ -889,7 +1000,7 @@ impl FullJobWatcher {
    /// Safety ceiling: 24 hours, derived from POLL_INTERVAL.
    const MAX_POLLS: u32 = (24 * 60 * 60) / Self::POLL_INTERVAL.as_secs() as u32;

-    fn new(store: Arc<dyn Database>, job_id: Uuid, routine_name: String) -> Self {
+    fn new(store: AdminScope, job_id: Uuid, routine_name: String) -> Self {
        Self {
            store,
            job_id,
@@ -961,7 +1072,7 @@ impl FullJobWatcher {
 /// Shared context passed to the execution function.
 struct EngineContext {
    config: RoutineConfig,
-    store: Arc<dyn Database>,
+    store: AdminScope,
    llm: Arc<dyn LlmProvider>,
    workspace: Arc<Workspace>,
    notify_tx: mpsc::Sender<OutgoingResponse>,
@@ -1305,6 +1416,19 @@ async fn execute_lightweight(
    }
 }

+/// Sanitize a user-controlled string before interpolation into an LLM prompt.
+/// Strips newlines (which could break prompt structure) and truncates to a
+/// reasonable length to limit abuse surface.
+fn sanitize_prompt_field(value: &str) -> String {
+    const MAX_LEN: usize = 128;
+    value
+        .chars()
+        .filter(|&c| c != '\n' && c != '\r')
+        .take(MAX_LEN)
+        .map(|c| if c == '`' { '\'' } else { c })
+        .collect()
+}
+
 fn build_lightweight_prompt(
    prompt: &str,
    context_parts: &[String],
@@ -1323,14 +1447,16 @@ fn build_lightweight_prompt(
        );

        if let Some(channel) = notify.channel.as_deref() {
+            let sanitized = sanitize_prompt_field(channel);
            full_prompt.push_str(&format!(
-                "The configured delivery channel for this routine is `{channel}`.\n"
+                "The configured delivery channel for this routine is `{sanitized}`.\n"
            ));
        }

        if let Some(user) = notify.user.as_deref() {
+            let sanitized = sanitize_prompt_field(user);
            full_prompt.push_str(&format!(
-                "The configured delivery target for this routine is `{user}`.\n"
+                "The configured delivery target for this routine is `{sanitized}`.\n"
            ));
        }

@@ -1440,6 +1566,7 @@ fn handle_text_response(
 /// This is a simplified version of the full dispatcher loop:
 /// - Max 3-5 iterations (configurable)
 /// - Sequential tool execution (not parallel)
+/// - Uses the owner's live autonomous tool scope when lightweight tools are enabled
 /// - Auto-approval of non-Always tools
 /// - No hooks or approval dialogs
 async fn execute_lightweight_with_tools(
@@ -1486,7 +1613,10 @@ async fn execute_lightweight_with_tools(
        let force_text = iteration >= max_iterations;

        if force_text {
-            // Final iteration: no tools, just get text response
+            // Final iteration: no tools, just get text response.
+            // Claude 4.6 rejects assistant prefill; NEAR AI rejects any non-user-ending
+            // conversation. Ensure the last message is user-role.
+            crate::util::ensure_ends_with_user_message(&mut messages);
            let request = CompletionRequest::new(messages)
                .with_max_tokens(effective_max_tokens)
                .with_temperature(0.3);
@@ -1765,6 +1895,13 @@ pub fn spawn_cron_ticker(
        engine.check_cron_triggers().await;

        let mut ticker = tokio::time::interval(interval);
+        ticker.set_missed_tick_behavior(tokio::time::MissedTickBehavior::Skip);
+        // Periodic event cache refresh so web/CLI mutations are picked up
+        // without requiring tool-path code to call refresh_event_cache().
+        // Uses wall-clock elapsed time so the refresh cadence is stable
+        // regardless of the cron tick interval configuration.
+        let refresh_interval = Duration::from_secs(60);
+        let mut last_refresh = tokio::time::Instant::now();

        loop {
            ticker.tick().await;
@@ -1772,7 +1909,11 @@ pub fn spawn_cron_ticker(
            // never races with FullJobWatcher instances from this process.
            engine.sync_dispatched_runs().await;
            engine.check_cron_triggers().await;
-            engine.sync_dispatched_runs().await;
+
+            if last_refresh.elapsed() >= refresh_interval {
+                engine.refresh_event_cache().await;
+                last_refresh = tokio::time::Instant::now();
+            }
        }
    })
 }
@@ -1838,7 +1979,13 @@ fn strip_html_tags(s: &str) -> String {

 #[cfg(test)]
 mod tests {
-    use crate::agent::routine::{NotifyConfig, RunStatus};
+    use chrono::Utc;
+    use uuid::Uuid;
+
+    use crate::agent::routine::{
+        NotifyConfig, Routine, RoutineAction, RoutineGuardrails, RunStatus, Trigger,
+    };
+    use crate::channels::IncomingMessage;
    use crate::config::RoutineConfig;

    #[test]
@@ -2036,6 +2183,117 @@ mod tests {
        }
    }

+    /// Helper to build a test routine with the given user_id and trigger.
+    fn make_routine(user_id: &str, trigger: Trigger) -> Routine {
+        Routine {
+            id: Uuid::new_v4(),
+            name: "test".to_string(),
+            description: String::new(),
+            user_id: user_id.to_string(),
+            enabled: true,
+            trigger,
+            action: RoutineAction::Lightweight {
+                prompt: String::new(),
+                context_paths: vec![],
+                max_tokens: 1000,
+                use_tools: false,
+                max_tool_rounds: 0,
+            },
+            guardrails: RoutineGuardrails::default(),
+            notify: Default::default(),
+            last_run_at: None,
+            next_fire_at: None,
+            run_count: 0,
+            consecutive_failures: 0,
+            state: serde_json::Value::Null,
+            created_at: Utc::now(),
+            updated_at: Utc::now(),
+        }
+    }
+
+    /// Helper to build a test IncomingMessage.
+    fn make_message(user_id: &str, channel: &str, content: &str) -> IncomingMessage {
+        IncomingMessage {
+            id: Uuid::new_v4(),
+            channel: channel.to_string(),
+            user_id: user_id.to_string(),
+            owner_id: user_id.to_string(),
+            sender_id: user_id.to_string(),
+            user_name: None,
+            content: content.to_string(),
+            thread_id: None,
+            conversation_scope_id: None,
+            received_at: Utc::now(),
+            metadata: serde_json::Value::Null,
+            timezone: None,
+            attachments: vec![],
+            is_internal: false,
+        }
+    }
+
+    /// Regression test for issue #1051: event triggers used case-sensitive
+    /// channel comparison, so "Telegram" != "telegram" caused silent mismatch.
+    /// Tests the actual `routine_matches_message` function used in `check_event_triggers`.
+    #[test]
+    fn test_channel_filter_is_case_insensitive() {
+        let routine = make_routine(
+            "user1",
+            Trigger::Event {
+                pattern: ".*".to_string(),
+                channel: Some("Telegram".to_string()),
+            },
+        );
+        let msg = make_message("user1", "telegram", "hello");
+
+        // Case-insensitive channel match must succeed
+        assert!(super::routine_matches_message(&routine, &msg));
+
+        // Exact case must also work
+        let msg_exact = make_message("user1", "Telegram", "hello");
+        assert!(super::routine_matches_message(&routine, &msg_exact));
+
+        // Different channel must not match
+        let msg_wrong = make_message("user1", "discord", "hello");
+        assert!(!super::routine_matches_message(&routine, &msg_wrong));
+    }
+
+    /// Regression test for issue #1051: event triggers did not filter by
+    /// user_id, so routines from user A could fire on messages from user B.
+    /// Tests the actual `routine_matches_message` function used in `check_event_triggers`.
+    #[test]
+    fn test_event_trigger_requires_user_match() {
+        let routine = make_routine(
+            "alice",
+            Trigger::Event {
+                pattern: ".*".to_string(),
+                channel: None,
+            },
+        );
+
+        // Different user must not match
+        let msg_bob = make_message("bob", "telegram", "hello");
+        assert!(!super::routine_matches_message(&routine, &msg_bob));
+
+        // Same user must match
+        let msg_alice = make_message("alice", "telegram", "hello");
+        assert!(super::routine_matches_message(&routine, &msg_alice));
+    }
+
+    /// When no channel filter is set, any channel should match (given user matches).
+    #[test]
+    fn test_no_channel_filter_matches_any_channel() {
+        let routine = make_routine(
+            "user1",
+            Trigger::Event {
+                pattern: ".*".to_string(),
+                channel: None,
+            },
+        );
+
+        let msg = make_message("user1", "whatever_channel", "hello");
+        assert!(super::routine_matches_message(&routine, &msg));
+    }
+
    #[test]
    fn test_routine_tool_denylist_blocks_self_management_tools() {
        let denylisted = vec![
@@ -9,15 +9,14 @@ use tokio::task::JoinHandle;
 use uuid::Uuid;

 use crate::agent::task::{Task, TaskContext, TaskOutput};
-use crate::channels::web::types::SseEvent;
 use crate::config::AgentConfig;
 use crate::context::{ContextManager, JobContext, JobState};
-use crate::db::Database;
 use crate::error::{Error, JobError};
 use crate::extensions::ExtensionManager;
 use crate::hooks::HookRegistry;
 use crate::llm::LlmProvider;
 use crate::safety::SafetyLayer;
+use crate::tenant::AdminScope;
 use crate::tools::{
    ApprovalContext, ToolRegistry, autonomous_allowed_tool_names, autonomous_unavailable_error,
    prepare_tool_params,
@@ -53,7 +52,7 @@ struct ScheduledSubtask {
 pub struct SchedulerDeps {
    pub tools: Arc<ToolRegistry>,
    pub extension_manager: Option<Arc<ExtensionManager>>,
-    pub store: Option<Arc<dyn Database>>,
+    pub store: Option<AdminScope>,
    pub hooks: Arc<HookRegistry>,
 }

@@ -65,10 +64,10 @@ pub struct Scheduler {
    safety: Arc<SafetyLayer>,
    tools: Arc<ToolRegistry>,
    extension_manager: Option<Arc<ExtensionManager>>,
-    store: Option<Arc<dyn Database>>,
+    store: Option<AdminScope>,
    hooks: Arc<HookRegistry>,
-    /// SSE broadcast sender for live job event streaming.
-    sse_tx: Option<tokio::sync::broadcast::Sender<SseEvent>>,
+    /// SSE manager for live job event streaming.
+    sse_tx: Option<Arc<crate::channels::web::sse::SseManager>>,
    /// HTTP interceptor for trace recording/replay (propagated to workers).
    http_interceptor: Option<Arc<dyn crate::llm::recording::HttpInterceptor>>,
    /// Running jobs (main LLM-driven jobs).
@@ -102,9 +101,9 @@ impl Scheduler {
        }
    }

-    /// Set the SSE broadcast sender for live job event streaming.
-    pub fn set_sse_sender(&mut self, tx: tokio::sync::broadcast::Sender<SseEvent>) {
-        self.sse_tx = Some(tx);
+    /// Set the SSE manager for live job event streaming.
+    pub fn set_sse_sender(&mut self, sse: Arc<crate::channels::web::sse::SseManager>) {
+        self.sse_tx = Some(sse);
    }

    /// Set the HTTP interceptor for trace recording/replay.
@@ -781,10 +780,14 @@ mod tests {
            allow_local_tools: true,
            max_cost_per_day_cents: None,
            max_actions_per_hour: None,
+            max_cost_per_user_per_day_cents: None,
            max_tool_iterations: 10,
            auto_approve_tools: true,
            default_timezone: "UTC".to_string(),
            max_tokens_per_job,
+            multi_tenant: false,
+            max_llm_concurrent_per_user: None,
+            max_jobs_concurrent_per_user: None,
        };
        let cm = Arc::new(ContextManager::new(5));
        let llm: Arc<dyn LlmProvider> = Arc::new(StubLlm);
@@ -8,8 +8,8 @@ use chrono::{DateTime, Utc};
 use uuid::Uuid;

 use crate::context::{ContextManager, JobState};
-use crate::db::Database;
 use crate::error::RepairError;
+use crate::tenant::AdminScope;
 use crate::tools::{BuildRequirement, Language, SoftwareBuilder, SoftwareType, ToolRegistry};

 /// A job that has been detected as stuck.
@@ -69,7 +69,7 @@ pub struct DefaultSelfRepair {
    /// Jobs in `InProgress` longer than this are treated as stuck.
    stuck_threshold: Duration,
    max_repair_attempts: u32,
-    store: Option<Arc<dyn Database>>,
+    store: Option<AdminScope>,
    builder: Option<Arc<dyn SoftwareBuilder>>,
    tools: Option<Arc<ToolRegistry>>,
 }
@@ -91,8 +91,8 @@ impl DefaultSelfRepair {
        }
    }

-    /// Add a Store for tool failure tracking.
-    pub fn with_store(mut self, store: Arc<dyn Database>) -> Self {
+    /// Add an admin-scoped store for tool failure tracking.
+    pub fn with_store(mut self, store: AdminScope) -> Self {
        self.store = Some(store);
        self
    }
@@ -806,7 +806,7 @@ mod tests {
        // Create self-repair with zero threshold (detect immediately),
        // wired with store, builder, and tools.
        let repair = DefaultSelfRepair::new(Arc::clone(&cm), Duration::from_secs(0), 3)
-            .with_store(Arc::clone(&db))
+            .with_store(crate::tenant::AdminScope::new(Arc::clone(&db)))
            .with_builder(
                Arc::clone(&builder) as Arc<dyn crate::tools::SoftwareBuilder>,
                tools,
@@ -16,8 +16,8 @@ use chrono::{DateTime, TimeDelta, Utc};
 use serde::{Deserialize, Serialize};
 use uuid::Uuid;

-use crate::channels::web::util::truncate_preview;
 use crate::llm::{ChatMessage, ToolCall, generate_tool_call_id};
+use ironclaw_common::truncate_preview;

 /// A session containing one or more threads.
 #[derive(Debug, Clone, Serialize, Deserialize)]
@@ -449,6 +449,7 @@ impl Thread {
                        id: call_id.clone(),
                        name: tc.name.clone(),
                        arguments: tc.parameters.clone(),
+                        reasoning: None,
                    })
                    .collect();

@@ -522,7 +523,12 @@ impl Thread {
                            && let Some(ref tcs) = assistant_msg.tool_calls
                        {
                            for tc in tcs {
-                                turn.record_tool_call(&tc.name, tc.arguments.clone());
+                                turn.record_tool_call_with_reasoning(
+                                    &tc.name,
+                                    tc.arguments.clone(),
+                                    tc.reasoning.clone(),
+                                    Some(tc.id.clone()),
+                                );
                            }
                        }

@@ -602,6 +608,10 @@ pub struct Turn {
    pub completed_at: Option<DateTime<Utc>>,
    /// Error message (if failed).
    pub error: Option<String>,
+    /// Agent's reasoning narrative for this turn.
+    /// Cleaned via `clean_response` and sanitized through `SafetyLayer` before storage.
+    #[serde(default, skip_serializing_if = "Option::is_none")]
+    pub narrative: Option<String>,
    /// Transient image content parts for multimodal LLM input.
    /// Not serialized — images are only needed for the current LLM call.
    /// The text description in `user_input` persists for compaction/context.
@@ -621,6 +631,7 @@ impl Turn {
            started_at: Utc::now(),
            completed_at: None,
            error: None,
+            narrative: None,
            image_content_parts: Vec::new(),
        }
    }
@@ -656,6 +667,26 @@ impl Turn {
            parameters: params,
            result: None,
            error: None,
+            rationale: None,
+            tool_call_id: None,
+        });
+    }
+
+    /// Record a tool call with reasoning context.
+    pub fn record_tool_call_with_reasoning(
+        &mut self,
+        name: impl Into<String>,
+        params: serde_json::Value,
+        rationale: Option<String>,
+        tool_call_id: Option<String>,
+    ) {
+        self.tool_calls.push(TurnToolCall {
+            name: name.into(),
+            parameters: params,
+            result: None,
+            error: None,
+            rationale,
+            tool_call_id,
        });
    }

@@ -672,6 +703,60 @@ impl Turn {
            call.error = Some(error.into());
        }
    }
+
+    /// Record a tool result by tool_call_id, with fallback to first pending call.
+    pub fn record_tool_result_for(&mut self, tool_call_id: &str, result: serde_json::Value) {
+        if let Some(call) = self
+            .tool_calls
+            .iter_mut()
+            .find(|c| c.tool_call_id.as_deref() == Some(tool_call_id))
+        {
+            call.result = Some(result);
+        } else if let Some(call) = self
+            .tool_calls
+            .iter_mut()
+            .find(|c| c.result.is_none() && c.error.is_none())
+        {
+            tracing::debug!(
+                tool_call_id = %tool_call_id,
+                fallback_tool = %call.name,
+                "tool_call_id not found, falling back to first pending call"
+            );
+            call.result = Some(result);
+        } else {
+            tracing::warn!(
+                tool_call_id = %tool_call_id,
+                "Tool result dropped: no matching or pending tool call"
+            );
+        }
+    }
+
+    /// Record a tool error by tool_call_id, with fallback to first pending call.
+    pub fn record_tool_error_for(&mut self, tool_call_id: &str, error: impl Into<String>) {
+        if let Some(call) = self
+            .tool_calls
+            .iter_mut()
+            .find(|c| c.tool_call_id.as_deref() == Some(tool_call_id))
+        {
+            call.error = Some(error.into());
+        } else if let Some(call) = self
+            .tool_calls
+            .iter_mut()
+            .find(|c| c.result.is_none() && c.error.is_none())
+        {
+            tracing::debug!(
+                tool_call_id = %tool_call_id,
+                fallback_tool = %call.name,
+                "tool_call_id not found, falling back to first pending call"
+            );
+            call.error = Some(error.into());
+        } else {
+            tracing::warn!(
+                tool_call_id = %tool_call_id,
+                "Tool error dropped: no matching or pending tool call"
+            );
+        }
+    }
 }

 /// Record of a tool call made during a turn.
@@ -685,6 +770,12 @@ pub struct TurnToolCall {
    pub result: Option<serde_json::Value>,
    /// Error from the tool (if failed).
    pub error: Option<String>,
+    /// Agent's reasoning for choosing this tool.
+    #[serde(default, skip_serializing_if = "Option::is_none")]
+    pub rationale: Option<String>,
+    /// The tool_call_id from the LLM, for identity-based result matching.
+    #[serde(default, skip_serializing_if = "Option::is_none")]
+    pub tool_call_id: Option<String>,
 }

 #[cfg(test)]
@@ -1309,6 +1400,7 @@ mod tests {
            id: "call_0".to_string(),
            name: "search".to_string(),
            arguments: serde_json::json!({"q": "test"}),
+            reasoning: None,
        };
        let messages = vec![
            ChatMessage::user("Find test"),
@@ -1339,6 +1431,7 @@ mod tests {
            id: "call_0".to_string(),
            name: "http".to_string(),
            arguments: serde_json::json!({}),
+            reasoning: None,
        };
        let messages = vec![
            ChatMessage::user("Fetch URL"),
@@ -1404,11 +1497,13 @@ mod tests {
            id: "call_a".to_string(),
            name: "search".to_string(),
            arguments: serde_json::json!({"q": "data"}),
+            reasoning: None,
        };
        let tc2 = ToolCall {
            id: "call_b".to_string(),
            name: "write".to_string(),
            arguments: serde_json::json!({"path": "out.txt"}),
+            reasoning: None,
        };
        let messages = vec![
            ChatMessage::user("Find and save"),
@@ -1620,4 +1715,100 @@ mod tests {
        let merged = thread.drain_pending_messages().unwrap();
        assert_eq!(merged, "failed batch\nnew msg");
    }
+
+    #[test]
+    fn test_record_tool_result_for_by_id() {
+        let mut turn = Turn::new(0, "test");
+        turn.record_tool_call_with_reasoning(
+            "tool_a",
+            serde_json::json!({}),
+            None,
+            Some("id_a".into()),
+        );
+        turn.record_tool_call_with_reasoning(
+            "tool_b",
+            serde_json::json!({}),
+            None,
+            Some("id_b".into()),
+        );
+
+        // Record result for second tool by ID
+        turn.record_tool_result_for("id_b", serde_json::json!("result_b"));
+        assert!(turn.tool_calls[0].result.is_none());
+        assert_eq!(
+            turn.tool_calls[1].result.as_ref().unwrap(),
+            &serde_json::json!("result_b")
+        );
+    }
+
+    #[test]
+    fn test_record_tool_error_for_by_id() {
+        let mut turn = Turn::new(0, "test");
+        turn.record_tool_call_with_reasoning(
+            "tool_a",
+            serde_json::json!({}),
+            None,
+            Some("id_a".into()),
+        );
+        turn.record_tool_call_with_reasoning(
+            "tool_b",
+            serde_json::json!({}),
+            None,
+            Some("id_b".into()),
+        );
+
+        turn.record_tool_error_for("id_a", "failed");
+        assert_eq!(turn.tool_calls[0].error.as_deref(), Some("failed"));
+        assert!(turn.tool_calls[1].error.is_none());
+    }
+
+    #[test]
+    fn test_record_tool_result_for_fallback_to_pending() {
+        let mut turn = Turn::new(0, "test");
+        turn.record_tool_call_with_reasoning(
+            "tool_a",
+            serde_json::json!({}),
+            None,
+            Some("id_a".into()),
+        );
+        turn.record_tool_call_with_reasoning(
+            "tool_b",
+            serde_json::json!({}),
+            None,
+            Some("id_b".into()),
+        );
+
+        // First tool already has a result
+        turn.tool_calls[0].result = Some(serde_json::json!("done"));
+
+        // Unknown ID should fall back to first pending (tool_b)
+        turn.record_tool_result_for("unknown_id", serde_json::json!("fallback"));
+        assert_eq!(
+            turn.tool_calls[0].result.as_ref().unwrap(),
+            &serde_json::json!("done")
+        );
+        assert_eq!(
+            turn.tool_calls[1].result.as_ref().unwrap(),
+            &serde_json::json!("fallback")
+        );
+    }
+
+    #[test]
+    fn test_record_tool_result_for_no_pending_is_noop() {
+        let mut turn = Turn::new(0, "test");
+        turn.record_tool_call_with_reasoning(
+            "tool_a",
+            serde_json::json!({}),
+            None,
+            Some("id_a".into()),
+        );
+        turn.tool_calls[0].result = Some(serde_json::json!("done"));
+
+        // No pending calls, unknown ID — should be a no-op
+        turn.record_tool_result_for("unknown_id", serde_json::json!("lost"));
+        assert_eq!(
+            turn.tool_calls[0].result.as_ref().unwrap(),
+            &serde_json::json!("done")
+        );
+    }
 }
@@ -102,11 +102,30 @@ impl SessionManager {
    /// Resolve an external thread ID to an internal thread.
    ///
    /// Returns the session and thread ID. Creates both if they don't exist.
+    /// Delegates to [`resolve_thread_with_parsed_uuid`](Self::resolve_thread_with_parsed_uuid)
+    /// with `parsed_uuid: None`.
    pub async fn resolve_thread(
        &self,
        user_id: &str,
        channel: &str,
        external_thread_id: Option<&str>,
+    ) -> (Arc<Mutex<Session>>, Uuid) {
+        self.resolve_thread_with_parsed_uuid(user_id, channel, external_thread_id, None)
+            .await
+    }
+
+    /// Like [`resolve_thread`](Self::resolve_thread), but accepts a pre-parsed
+    /// UUID to skip redundant parsing when the caller has already validated
+    /// the external thread ID as a UUID (e.g. the approval routing path).
+    ///
+    /// Uses a single read-lock acquisition for both the key lookup and the UUID
+    /// adoption check to reduce contention under concurrent approval load.
+    pub async fn resolve_thread_with_parsed_uuid(
+        &self,
+        user_id: &str,
+        channel: &str,
+        external_thread_id: Option<&str>,
+        parsed_uuid: Option<Uuid>,
    ) -> (Arc<Mutex<Session>>, Uuid) {
        let session = self.get_or_create_session(user_id).await;

@@ -116,51 +135,65 @@ impl SessionManager {
            external_thread_id: external_thread_id.map(String::from),
        };

-        // Check if we have a mapping
-        {
+        // Use pre-parsed UUID if available, otherwise parse from string.
+        let ext_uuid = parsed_uuid
+            .or_else(|| external_thread_id.and_then(|ext_tid| Uuid::parse_str(ext_tid).ok()));
+
+        // Validate that parsed_uuid (if provided) is consistent with external_thread_id.
+        #[cfg(debug_assertions)]
+        if let (Some(parsed), Some(ext_tid)) = (&parsed_uuid, external_thread_id) {
+            debug_assert_eq!(
+                Uuid::parse_str(ext_tid).ok().as_ref(),
+                Some(parsed),
+                "parsed_uuid must be the parsed form of external_thread_id"
+            );
+        }
+
+        // Single read lock for both the key lookup and UUID adoption check
+        let adoptable_uuid = {
            let thread_map = self.thread_map.read().await;
+
+            // Fast path: exact key match
            if let Some(&thread_id) = thread_map.get(&key) {
-                // Verify thread still exists in session
                let sess = session.lock().await;
                if sess.threads.contains_key(&thread_id) {
                    return (Arc::clone(&session), thread_id);
                }
            }
-        }

-        // Check if external_thread_id is itself a known thread UUID that
-        // exists in the session but was never registered in the thread_map
-        // (e.g. created by chat_new_thread_handler or hydrated from DB).
-        // We only adopt it if no thread_map entry maps to this UUID —
-        // otherwise it belongs to a different channel scope.
-        if let Some(ext_tid) = external_thread_id
-            && let Ok(ext_uuid) = Uuid::parse_str(ext_tid)
-        {
-            let thread_map = self.thread_map.read().await;
-            let mapped_elsewhere = thread_map.values().any(|&v| v == ext_uuid);
-            drop(thread_map);
+            // UUID adoption check (still under the same read lock).
+            // If external_thread_id is a valid UUID not mapped elsewhere,
+            // it may be a thread created by chat_new_thread_handler or
+            // hydrated from DB that we can adopt.
+            // Only attempt adoption when external_thread_id is Some, preserving
+            // the invariant that None external_thread_id never triggers adoption.
+            if external_thread_id.is_some() {
+                ext_uuid.filter(|&uuid| !thread_map.values().any(|&v| v == uuid))
+            } else {
+                None
+            }
+        }; // Single read lock dropped here

-            if !mapped_elsewhere {
-                let sess = session.lock().await;
-                if sess.threads.contains_key(&ext_uuid) {
-                    drop(sess);
+        // If we found an adoptable UUID, verify it exists in session and acquire write lock
+        if let Some(ext_uuid) = adoptable_uuid {
+            let sess = session.lock().await;
+            if sess.threads.contains_key(&ext_uuid) {
+                drop(sess);

-                    let mut thread_map = self.thread_map.write().await;
-                    // Re-check after acquiring write lock to prevent race condition
-                    // where another task mapped this UUID between our read and write.
-                    if !thread_map.values().any(|&v| v == ext_uuid) {
-                        thread_map.insert(key, ext_uuid);
-                        drop(thread_map);
-                        // Ensure undo manager exists
-                        let mut undo_managers = self.undo_managers.write().await;
-                        undo_managers
-                            .entry(ext_uuid)
-                            .or_insert_with(|| Arc::new(Mutex::new(UndoManager::new())));
-                        return (session, ext_uuid);
-                    }
-                    // If it was mapped elsewhere while we were unlocked, fall through
-                    // to create a new thread, preserving channel isolation.
+                let mut thread_map = self.thread_map.write().await;
+                // Re-check after acquiring write lock to prevent race condition
+                // where another task mapped this UUID between our read and write.
+                if !thread_map.values().any(|&v| v == ext_uuid) {
+                    thread_map.insert(key, ext_uuid);
+                    drop(thread_map);
+                    // Ensure undo manager exists
+                    let mut undo_managers = self.undo_managers.write().await;
+                    undo_managers
+                        .entry(ext_uuid)
+                        .or_insert_with(|| Arc::new(Mutex::new(UndoManager::new())));
+                    return (session, ext_uuid);
                }
+                // If mapped elsewhere while unlocked, fall through to create new thread
            }
        }

@@ -909,6 +942,44 @@ mod tests {
        }
    }

+    #[tokio::test]
+    async fn test_resolve_thread_consolidates_read_path() {
+        // Verify that resolve_thread still correctly handles:
+        // 1. Fast path: key exists in thread_map
+        // 2. UUID adoption: external_thread_id is a UUID in session but not in map
+        // 3. New thread: neither path matches
+        use crate::agent::session::Thread;
+
+        let manager = SessionManager::new();
+
+        // Case 1: Normal resolution creates thread and maps it
+        let (session1, tid1) = manager
+            .resolve_thread("user1", "chan1", Some("ext-1"))
+            .await;
+        // Resolving again with same key should return same thread (fast path)
+        let (_, tid1_again) = manager
+            .resolve_thread("user1", "chan1", Some("ext-1"))
+            .await;
+        assert_eq!(tid1, tid1_again);
+
+        // Case 2: UUID adoption - insert a thread directly into session
+        let adopted_id = Uuid::new_v4();
+        {
+            let mut sess = session1.lock().await;
+            let thread = Thread::with_id(adopted_id, sess.id);
+            sess.threads.insert(adopted_id, thread);
+        }
+        // Resolve with the UUID as external_thread_id -- should adopt it
+        let (_, resolved) = manager
+            .resolve_thread("user1", "chan1", Some(&adopted_id.to_string()))
+            .await;
+        assert_eq!(resolved, adopted_id);
+
+        // Case 3: Different channel gets different thread
+        let (_, tid2) = manager.resolve_thread("user1", "chan2", None).await;
+        assert_ne!(tid1, tid2);
+    }
+
    #[tokio::test]
    async fn test_resolve_thread_finds_existing_session_thread_by_uuid() {
        use crate::agent::session::{Session, Thread};
@@ -947,4 +1018,88 @@ mod tests {
            "should have exactly 1 thread, not a duplicate"
        );
    }
+
+    #[tokio::test]
+    async fn test_resolve_thread_with_pre_parsed_uuid_adopts_thread() {
+        use crate::agent::session::Thread;
+
+        let manager = SessionManager::new();
+        let (session, _) = manager.resolve_thread("user1", "chan1", None).await;
+
+        // Manually insert a thread with a known UUID
+        let known_id = Uuid::new_v4();
+        {
+            let mut sess = session.lock().await;
+            let thread = Thread::with_id(known_id, sess.id);
+            sess.threads.insert(known_id, thread);
+        }
+
+        // Resolve with pre-parsed UUID -- should adopt it without re-parsing
+        let (_, resolved) = manager
+            .resolve_thread_with_parsed_uuid(
+                "user1",
+                "chan1",
+                Some(&known_id.to_string()),
+                Some(known_id),
+            )
+            .await;
+        assert_eq!(resolved, known_id);
+    }
+
+    #[tokio::test]
+    async fn test_resolve_thread_with_parsed_uuid_none_delegates_to_parse() {
+        use crate::agent::session::Thread;
+
+        let manager = SessionManager::new();
+        let (session, _) = manager.resolve_thread("user2", "chan2", None).await;
+
+        // Insert a thread with a known UUID
+        let known_id = Uuid::new_v4();
+        {
+            let mut sess = session.lock().await;
+            let thread = Thread::with_id(known_id, sess.id);
+            sess.threads.insert(known_id, thread);
+        }
+
+        // Resolve with parsed_uuid=None but a valid UUID string -- should
+        // fall back to parsing the string and still adopt the thread
+        let (_, resolved) = manager
+            .resolve_thread_with_parsed_uuid("user2", "chan2", Some(&known_id.to_string()), None)
+            .await;
+        assert_eq!(resolved, known_id);
+    }
+
+    #[tokio::test]
+    async fn test_resolve_thread_with_none_external_thread_id_does_not_adopt() {
+        use crate::agent::session::Thread;
+
+        let manager = SessionManager::new();
+        let (session, default_tid) = manager.resolve_thread("user3", "chan3", None).await;
+
+        // Manually insert a thread with a known UUID (simulating a thread
+        // created by chat_new_thread_handler)
+        let known_id = Uuid::new_v4();
+        {
+            let mut sess = session.lock().await;
+            let thread = Thread::with_id(known_id, sess.id);
+            sess.threads.insert(known_id, thread);
+        }
+
+        // Resolve with external_thread_id=None but parsed_uuid=Some.
+        // This should NOT adopt the UUID — the old code prevented adoption
+        // when external_thread_id was None, and we preserve that invariant.
+        let (_, resolved) = manager
+            .resolve_thread_with_parsed_uuid("user3", "chan3", None, Some(known_id))
+            .await;
+
+        // Should return the existing default thread, not the injected UUID
+        assert_eq!(
+            resolved, default_tid,
+            "should return existing default thread when external_thread_id is None"
+        );
+        assert_ne!(
+            resolved, known_id,
+            "should NOT adopt UUID when external_thread_id is None"
+        );
+    }
 }
@@ -92,6 +92,17 @@ impl SubmissionParser {
                args: vec![],
            };
        }
+        if lower == "/reasoning" || lower.starts_with("/reasoning ") {
+            let args: Vec<String> = trimmed
+                .split_whitespace()
+                .skip(1)
+                .map(|s| s.to_string())
+                .collect();
+            return Submission::SystemCommand {
+                command: "reasoning".to_string(),
+                args,
+            };
+        }
        if lower == "/restart" {
            tracing::debug!("[SubmissionParser::parse] Recognized /restart command");
            return Submission::SystemCommand {
@@ -16,12 +16,12 @@ use crate::agent::dispatcher::{
 };
 use crate::agent::session::{MAX_PENDING_MESSAGES, PendingApproval, Session, ThreadState};
 use crate::agent::submission::SubmissionResult;
-use crate::channels::web::util::truncate_preview;
 use crate::channels::{IncomingMessage, StatusUpdate};
 use crate::context::JobContext;
 use crate::error::Error;
 use crate::llm::{ChatMessage, ToolCall};
 use crate::tools::redact_params;
+use ironclaw_common::truncate_preview;

 const FORGED_THREAD_ID_ERROR: &str = "Invalid or unauthorized thread ID.";

@@ -31,7 +31,58 @@ fn requires_preexisting_uuid_thread(channel: &str) -> bool {
    matches!(channel, "gateway" | "test")
 }

+fn validate_inbound_text_for_message(
+    safety: &crate::safety::SafetyLayer,
+    content: &str,
+    attachments: &[crate::channels::IncomingAttachment],
+) -> crate::safety::ValidationResult {
+    if content.trim().is_empty() && !attachments.is_empty() {
+        crate::safety::ValidationResult::ok()
+    } else {
+        safety.validate_input(content)
+    }
+}
+
 impl Agent {
+    fn reject_unsafe_inbound_user_message(
+        &self,
+        message: &IncomingMessage,
+        content: &str,
+    ) -> Option<SubmissionResult> {
+        let validation =
+            validate_inbound_text_for_message(self.safety(), content, &message.attachments);
+        if !validation.is_valid {
+            let details = validation
+                .errors
+                .iter()
+                .map(|e| format!("{}: {}", e.field, e.message))
+                .collect::<Vec<_>>()
+                .join("; ");
+            return Some(SubmissionResult::error(format!(
+                "Input rejected by safety validation: {details}",
+            )));
+        }
+
+        let violations = self.safety().check_policy(content);
+        if violations
+            .iter()
+            .any(|rule| rule.action == crate::safety::PolicyAction::Block)
+        {
+            return Some(SubmissionResult::error("Input rejected by safety policy."));
+        }
+
+        if let Some(warning) = self.safety().scan_inbound_for_secrets(content) {
+            tracing::warn!(
+                user = %message.user_id,
+                channel = %message.channel,
+                "Inbound message blocked: contains leaked secret"
+            );
+            return Some(SubmissionResult::error(warning));
+        }
+
+        None
+    }
+
    /// Hydrate a historical thread from DB into memory if not already present.
    ///
    /// Called before `resolve_thread` so that the session manager finds the
@@ -175,6 +226,7 @@ impl Agent {
    pub(super) async fn process_user_input(
        &self,
        message: &IncomingMessage,
+        tenant: crate::tenant::TenantCtx,
        session: Arc<Mutex<Session>>,
        thread_id: Uuid,
        content: &str,
@@ -226,34 +278,11 @@ impl Agent {
                        }

                        // Run the same safety checks that the normal path applies
-                        // (validation, policy, secret scan) so that blocked content
-                        // is never stored in pending_messages or serialized.
-                        let validation = self.safety().validate_input(content);
-                        if !validation.is_valid {
-                            let details = validation
-                                .errors
-                                .iter()
-                                .map(|e| format!("{}: {}", e.field, e.message))
-                                .collect::<Vec<_>>()
-                                .join("; ");
-                            return Ok(SubmissionResult::error(format!(
-                                "Input rejected by safety validation: {details}",
-                            )));
-                        }
-                        let violations = self.safety().check_policy(content);
-                        if violations
-                            .iter()
-                            .any(|rule| rule.action == crate::safety::PolicyAction::Block)
+                        // so blocked content is never stored in pending_messages.
+                        if let Some(rejection) =
+                            self.reject_unsafe_inbound_user_message(message, content)
                        {
-                            return Ok(SubmissionResult::error("Input rejected by safety policy."));
-                        }
-                        if let Some(warning) = self.safety().scan_inbound_for_secrets(content) {
-                            tracing::warn!(
-                                user = %message.user_id,
-                                channel = %message.channel,
-                                "Queued message blocked: contains leaked secret"
-                            );
-                            return Ok(SubmissionResult::error(warning));
+                            return Ok(rejection);
                        }

                        if !thread.queue_message(content.to_string()) {
@@ -307,39 +336,11 @@ impl Agent {
            }
        }

-        // Safety validation for user input
-        let validation = self.safety().validate_input(content);
-        if !validation.is_valid {
-            let details = validation
-                .errors
-                .iter()
-                .map(|e| format!("{}: {}", e.field, e.message))
-                .collect::<Vec<_>>()
-                .join("; ");
-            return Ok(SubmissionResult::error(format!(
-                "Input rejected by safety validation: {}",
-                details
-            )));
-        }
-
-        let violations = self.safety().check_policy(content);
-        if violations
-            .iter()
-            .any(|rule| rule.action == crate::safety::PolicyAction::Block)
-        {
-            return Ok(SubmissionResult::error("Input rejected by safety policy."));
-        }
-
-        // Scan inbound messages for secrets (API keys, tokens).
-        // Catching them here prevents the LLM from echoing them back, which
-        // would trigger the outbound leak detector and create error loops.
-        if let Some(warning) = self.safety().scan_inbound_for_secrets(content) {
-            tracing::warn!(
-                user = %message.user_id,
-                channel = %message.channel,
-                "Inbound message blocked: contains leaked secret"
-            );
-            return Ok(SubmissionResult::error(warning));
+        // Validate inbound content before the turn is created. Attachment-only
+        // messages are allowed to pass through so multimodal channels can send
+        // an empty text body alongside real image/document payloads.
+        if let Some(rejection) = self.reject_unsafe_inbound_user_message(message, content) {
+            return Ok(rejection);
        }

        // Handle explicit commands (starting with /) directly
@@ -351,7 +352,7 @@ impl Agent {

        if let Some(intent) = self.router.route_command(&temp_message) {
            // Explicit command like /status, /job, /list - handle directly
-            return self.handle_job_or_command(intent, message).await;
+            return self.handle_job_or_command(intent, message, &tenant).await;
        }

        // Natural language goes through the agentic loop
@@ -462,7 +463,7 @@ impl Agent {

        // Run the agentic tool execution loop
        let result = self
-            .run_agentic_loop(message, session.clone(), thread_id, turn_messages)
+            .run_agentic_loop(message, tenant, session.clone(), thread_id, turn_messages)
            .await;

        // Re-acquire lock and check if interrupted
@@ -513,10 +514,10 @@ impl Agent {
                };

                thread.complete_turn(&response);
-                let (turn_number, tool_calls) = thread
+                let (turn_number, tool_calls, narrative) = thread
                    .turns
                    .last()
-                    .map(|t| (t.turn_number, t.tool_calls.clone()))
+                    .map(|t| (t.turn_number, t.tool_calls.clone(), t.narrative.clone()))
                    .unwrap_or_default();
                let _ = self
                    .channels
@@ -534,6 +535,7 @@ impl Agent {
                    &message.user_id,
                    turn_number,
                    &tool_calls,
+                    narrative.as_deref(),
                )
                .await;
                self.persist_assistant_response(
@@ -725,7 +727,9 @@ impl Agent {
    ///
    /// Stored between the user and assistant messages so that
    /// `build_turns_from_db_messages` can reconstruct the tool call history.
-    /// Content is a JSON array of tool call summaries.
+    /// Content is a JSON object: `{ "calls": [...], "narrative": "..." }`.
+    /// The `calls` array contains tool call summaries with optional `rationale`
+    /// and `tool_call_id` fields. Legacy rows may be plain JSON arrays.
    pub(super) async fn persist_tool_calls(
        &self,
        thread_id: Uuid,
@@ -733,6 +737,7 @@ impl Agent {
        user_id: &str,
        turn_number: usize,
        tool_calls: &[crate::agent::session::TurnToolCall],
+        narrative: Option<&str>,
    ) {
        if tool_calls.is_empty() {
            return;
@@ -767,11 +772,30 @@ impl Agent {
                if let Some(ref error) = tc.error {
                    obj["error"] = serde_json::Value::String(truncate_preview(error, 200));
                }
+                if let Some(ref rationale) = tc.rationale {
+                    obj["rationale"] = serde_json::Value::String(truncate_preview(rationale, 500));
+                }
+                if let Some(ref tool_call_id) = tc.tool_call_id {
+                    obj["tool_call_id"] =
+                        serde_json::Value::String(truncate_preview(tool_call_id, 128));
+                }
                obj
            })
            .collect();

-        let content = match serde_json::to_string(&summaries) {
+        // Wrap in an object with optional narrative so it can be reconstructed.
+        // safety: no byte-index slicing here; comment describes JSON shape
+        let wrapper = if let Some(n) = narrative {
+            serde_json::json!({
+                "narrative": truncate_preview(n, 1000),
+                "calls": summaries,
+            })
+        } else {
+            serde_json::json!({
+                "calls": summaries,
+            })
+        };
+        let content = match serde_json::to_string(&wrapper) {
            Ok(c) => c,
            Err(e) => {
                tracing::warn!("Failed to serialize tool calls: {}", e);
@@ -1104,9 +1128,12 @@ impl Agent {
                    && let Some(turn) = thread.last_turn_mut()
                {
                    if is_tool_error {
-                        turn.record_tool_error(result_content.clone());
+                        turn.record_tool_error_for(&pending.tool_call_id, result_content.clone());
                    } else {
-                        turn.record_tool_result(serde_json::json!(result_content));
+                        turn.record_tool_result_for(
+                            &pending.tool_call_id,
+                            serde_json::json!(result_content),
+                        );
                    }
                }
            }
@@ -1358,9 +1385,12 @@ impl Agent {
                        && let Some(turn) = thread.last_turn_mut()
                    {
                        if is_deferred_error {
-                            turn.record_tool_error(deferred_content.clone());
+                            turn.record_tool_error_for(&tc.id, deferred_content.clone());
                        } else {
-                            turn.record_tool_result(serde_json::json!(deferred_content));
+                            turn.record_tool_result_for(
+                                &tc.id,
+                                serde_json::json!(deferred_content),
+                            );
                        }
                    }
                }
@@ -1444,7 +1474,13 @@ impl Agent {

            // Continue the agentic loop (a tool was already executed this turn)
            let result = self
-                .run_agentic_loop(message, session.clone(), thread_id, context_messages)
+                .run_agentic_loop(
+                    message,
+                    self.tenant_ctx(&message.user_id).await,
+                    session.clone(),
+                    thread_id,
+                    context_messages,
+                )
                .await;

            // Handle the result
@@ -1459,10 +1495,10 @@ impl Agent {
                    let (response, suggestions) =
                        crate::agent::dispatcher::extract_suggestions(&response);
                    thread.complete_turn(&response);
-                    let (turn_number, tool_calls) = thread
+                    let (turn_number, tool_calls, narrative) = thread
                        .turns
                        .last()
-                        .map(|t| (t.turn_number, t.tool_calls.clone()))
+                        .map(|t| (t.turn_number, t.tool_calls.clone(), t.narrative.clone()))
                        .unwrap_or_default();
                    // User message already persisted at turn start; save tool calls then assistant response
                    self.persist_tool_calls(
@@ -1471,6 +1507,7 @@ impl Agent {
                        &message.user_id,
                        turn_number,
                        &tool_calls,
+                        narrative.as_deref(),
                    )
                    .await;
                    self.persist_assistant_response(
@@ -1646,7 +1683,7 @@ impl Agent {
        };

        match ext_mgr
-            .configure_token(&pending.extension_name, token)
+            .configure_token(&pending.extension_name, token, &message.user_id)
            .await
        {
            Ok(result) if result.activated => {
@@ -1816,7 +1853,20 @@ fn rebuild_chat_messages_from_db(
            "assistant" => result.push(ChatMessage::assistant(&msg.content)),
            "tool_calls" => {
                // Try to parse the enriched JSON and rebuild tool messages.
-                if let Ok(calls) = serde_json::from_str::<Vec<serde_json::Value>>(&msg.content) {
+                // Supports two formats:
+                // - Old: plain JSON array of tool call summaries
+                // - New: wrapped object { "calls": [...], "narrative": "..." }
+                let calls: Vec<serde_json::Value> =
+                    match serde_json::from_str::<serde_json::Value>(&msg.content) {
+                        Ok(serde_json::Value::Array(arr)) => arr,
+                        Ok(serde_json::Value::Object(obj)) => obj
+                            .get("calls")
+                            .and_then(|v| v.as_array())
+                            .cloned()
+                            .unwrap_or_default(),
+                        _ => Vec::new(),
+                    };
+                {
                    if calls.is_empty() {
                        continue;
                    }
@@ -1839,6 +1889,10 @@ fn rebuild_chat_messages_from_db(
                                    .get("parameters")
                                    .cloned()
                                    .unwrap_or(serde_json::json!({})),
+                                reasoning: c
+                                    .get("rationale")
+                                    .and_then(|v| v.as_str())
+                                    .map(String::from),
                            })
                            .collect();

@@ -1880,6 +1934,9 @@ fn rebuild_chat_messages_from_db(
 #[cfg(test)]
 mod tests {
    use super::*;
+    use crate::channels::{AttachmentKind, IncomingAttachment};
+    use crate::config::SafetyConfig;
+    use crate::safety::SafetyLayer;

    #[test]
    fn test_rebuild_chat_messages_user_assistant_only() {
@@ -2017,6 +2074,45 @@ mod tests {
        assert_eq!(result[7].content, "Written");
    }

+    #[test]
+    fn test_validate_inbound_text_rejects_empty_text_without_attachments() {
+        let safety = SafetyLayer::new(&SafetyConfig {
+            max_output_length: 10_000,
+            injection_check_enabled: true,
+        });
+
+        let result = validate_inbound_text_for_message(&safety, "", &[]);
+        assert!(!result.is_valid);
+        assert_eq!(result.errors.len(), 1);
+        assert_eq!(result.errors[0].field, "input");
+        assert_eq!(result.errors[0].message, "Input cannot be empty");
+    }
+
+    #[test]
+    fn test_validate_inbound_text_allows_empty_text_when_attachments_exist() {
+        let safety = SafetyLayer::new(&SafetyConfig {
+            max_output_length: 10_000,
+            injection_check_enabled: true,
+        });
+
+        let attachments = vec![IncomingAttachment {
+            id: "image-1".to_string(),
+            kind: AttachmentKind::Image,
+            mime_type: "image/jpeg".to_string(),
+            filename: Some("photo.jpg".to_string()),
+            size_bytes: Some(128),
+            source_url: Some("https://example.com/photo.jpg".to_string()),
+            storage_key: None,
+            extracted_text: None,
+            data: vec![1, 2, 3],
+            duration_secs: None,
+        }];
+
+        let result = validate_inbound_text_for_message(&safety, "", &attachments);
+        assert!(result.is_valid);
+        assert!(result.errors.is_empty());
+    }
+
    fn make_db_msg(role: &str, content: &str) -> crate::history::ConversationMessage {
        crate::history::ConversationMessage {
            id: uuid::Uuid::new_v4(),
@@ -312,13 +312,7 @@ impl AppBuilder {
            .create_provider(&self.config.llm.nearai.base_url, self.session.clone());

        // Register memory tools if database is available
-        let workspace_user_id = self
-            .config
-            .channels
-            .gateway
-            .as_ref()
-            .map(|gw| gw.user_id.as_str())
-            .unwrap_or("default");
+        let workspace_user_id = self.config.owner_id.as_str();
        let workspace = if let Some(ref db) = self.db {
            let emb_cache_config = EmbeddingCacheConfig {
                max_entries: self.config.embeddings.cache_size,
@@ -327,7 +321,7 @@ impl AppBuilder {
                .with_search_config(&self.config.search);

            if let Some(ref emb) = embeddings {
-                ws = ws.with_embeddings_cached(emb.clone(), emb_cache_config);
+                ws = ws.with_embeddings_cached(emb.clone(), emb_cache_config.clone());
            }

            // Wire workspace-level settings (read scopes, memory layers)
@@ -341,7 +335,35 @@ impl AppBuilder {
            }
            ws = ws.with_memory_layers(self.config.workspace.memory_layers.clone());
            let ws = Arc::new(ws);
-            tools.register_memory_tools(Arc::clone(&ws));
+
+            // Detect multi-tenant mode: when GATEWAY_USER_TOKENS is configured,
+            // each authenticated user needs their own workspace scope. Use
+            // WorkspacePool (which implements WorkspaceResolver) to create
+            // per-user workspaces on demand instead of sharing the startup
+            // workspace across all users.
+            let is_multi_tenant = self
+                .config
+                .channels
+                .gateway
+                .as_ref()
+                .is_some_and(|gw| gw.user_tokens.is_some());
+
+            if is_multi_tenant {
+                let pool = Arc::new(crate::channels::web::server::WorkspacePool::new(
+                    Arc::clone(db),
+                    embeddings.clone(),
+                    emb_cache_config,
+                    self.config.search.clone(),
+                    self.config.workspace.clone(),
+                ));
+                tools.register_memory_tools_with_resolver(pool);
+                tracing::info!(
+                    "Memory tools configured with per-user workspace resolver (multi-tenant mode)"
+                );
+            } else {
+                tools.register_memory_tools(Arc::clone(&ws));
+            }
+
            Some(ws)
        } else {
            None
@@ -858,6 +880,7 @@ impl AppBuilder {
            crate::agent::cost_guard::CostGuardConfig {
                max_cost_per_day_cents: self.config.agent.max_cost_per_day_cents,
                max_actions_per_hour: self.config.agent.max_actions_per_hour,
+                max_cost_per_user_per_day_cents: self.config.agent.max_cost_per_user_per_day_cents,
            },
        ));

@@ -265,6 +265,15 @@ impl OutgoingResponse {
    }
 }

+/// A single tool decision within a reasoning update.
+#[derive(Debug, Clone)]
+pub struct ToolDecision {
+    /// Tool name.
+    pub tool_name: String,
+    /// Agent's reasoning for choosing this tool.
+    pub rationale: String,
+}
+
 /// Status update types for showing agent activity.
 #[derive(Debug, Clone)]
 pub enum StatusUpdate {
@@ -333,6 +342,13 @@ pub enum StatusUpdate {
    },
    /// Suggested follow-up messages for the user.
    Suggestions { suggestions: Vec<String> },
+    /// Agent reasoning update (why it chose specific tools).
+    ReasoningUpdate {
+        /// Human-readable summary of the agent's decision.
+        narrative: String,
+        /// Per-tool decisions.
+        decisions: Vec<ToolDecision>,
+    },
    /// Per-turn token usage and cost summary (shown as subtle metadata).
    TurnCost {
        input_tokens: u64,
@@ -39,7 +39,7 @@ mod webhook_server;

 pub use channel::{
    AttachmentKind, Channel, ChannelSecretUpdater, IncomingAttachment, IncomingMessage,
-    MessageStream, OutgoingResponse, StatusUpdate, routing_target_from_metadata,
+    MessageStream, OutgoingResponse, StatusUpdate, ToolDecision, routing_target_from_metadata,
 };
 pub use http::{HttpChannel, HttpChannelState};
 pub use manager::ChannelManager;
@@ -122,18 +122,32 @@ impl RelayClient {
    /// instance_url in chat-api. IronClaw only passes an optional CSRF nonce
    /// for validating the callback — no URLs.
    pub async fn initiate_oauth(&self, state_nonce: Option<&str>) -> Result<String, RelayError> {
+        let url = format!("{}/oauth/slack/auth", self.base_url);
+        tracing::debug!(relay_url = %url, "RelayClient::initiate_oauth: sending request");
        let mut query: Vec<(&str, &str)> = vec![];
        if let Some(nonce) = state_nonce {
            query.push(("state_nonce", nonce));
        }
        let resp = self
            .http
-            .get(format!("{}/oauth/slack/auth", self.base_url))
+            .get(&url)
            .bearer_auth(self.api_key.expose_secret())
            .query(&query)
            .send()
            .await
-            .map_err(|e| RelayError::Network(e.to_string()))?;
+            .map_err(|e| {
+                tracing::warn!(
+                    relay_url = %url,
+                    error = %e,
+                    "RelayClient::initiate_oauth: network request failed"
+                );
+                RelayError::Network(e.to_string())
+            })?;
+        tracing::debug!(
+            relay_url = %url,
+            status = %resp.status(),
+            "RelayClient::initiate_oauth: received response"
+        );

        let status = resp.status();
        if status.is_redirection() {
@@ -224,20 +238,39 @@ impl RelayClient {
        method: &str,
        body: serde_json::Value,
    ) -> Result<serde_json::Value, RelayError> {
+        let url = format!("{}/proxy/{}/{}", self.base_url, provider, method);
+        tracing::debug!(
+            relay_url = %url,
+            provider = %provider,
+            method = %method,
+            "RelayClient::proxy_provider: sending request"
+        );
        let query: Vec<(&str, &str)> = vec![("team_id", team_id)];
        let resp = self
            .http
-            .post(format!("{}/proxy/{}/{}", self.base_url, provider, method))
+            .post(&url)
            .bearer_auth(self.api_key.expose_secret())
            .query(&query)
            .json(&body)
            .send()
            .await
-            .map_err(|e| RelayError::Network(e.to_string()))?;
+            .map_err(|e| {
+                tracing::warn!(
+                    relay_url = %url,
+                    error = %e,
+                    "RelayClient::proxy_provider: network request failed"
+                );
+                RelayError::Network(e.to_string())
+            })?;

        if !resp.status().is_success() {
            let status = resp.status().as_u16();
            let body = resp.text().await.unwrap_or_default();
+            tracing::warn!(
+                relay_url = %url,
+                status = status,
+                "RelayClient::proxy_provider: channel-relay returned error"
+            );
            return Err(RelayError::Api {
                status,
                message: body,
@@ -255,23 +288,45 @@ impl RelayClient {
    /// 32-byte secret. Called once at activation time; the result is cached in the
    /// extension manager so subsequent calls to `relay_signing_secret()` use it.
    pub async fn get_signing_secret(&self, team_id: &str) -> Result<Vec<u8>, RelayError> {
+        let url = format!("{}/relay/signing-secret", self.base_url);
+        tracing::debug!(
+            relay_url = %url,
+            "RelayClient::get_signing_secret: fetching signing secret"
+        );
        let resp = self
            .http
-            .get(format!("{}/relay/signing-secret", self.base_url))
+            .get(&url)
            .bearer_auth(self.api_key.expose_secret())
            .query(&[("team_id", team_id)])
            .send()
            .await
-            .map_err(|e| RelayError::Network(e.to_string()))?;
+            .map_err(|e| {
+                tracing::warn!(
+                    relay_url = %url,
+                    error = %e,
+                    "RelayClient::get_signing_secret: network request failed"
+                );
+                RelayError::Network(e.to_string())
+            })?;

        if !resp.status().is_success() {
            let status = resp.status().as_u16();
            let body = resp.text().await.unwrap_or_default();
+            tracing::warn!(
+                relay_url = %url,
+                status = status,
+                body = %body,
+                "RelayClient::get_signing_secret: channel-relay returned error"
+            );
            return Err(RelayError::Api {
                status,
                message: body,
            });
        }
+        tracing::debug!(
+            relay_url = %url,
+            "RelayClient::get_signing_secret: received successful response"
+        );

        let body: serde_json::Value = resp
            .json()
@@ -75,6 +75,7 @@ const SLASH_COMMANDS: &[&str] = &[
    "/suggest",
    "/thread",
    "/resume",
+    "/reasoning",
 ];

 /// Rustyline helper for slash-command tab completion.
@@ -430,6 +431,18 @@ impl ReplChannel {
            let _ = execute!(stderr, terminal::Clear(terminal::ClearType::FromCursorDown));
        }
    }
+
+    async fn finish_single_message_turn(&self) {
+        if self.single_message.is_none() {
+            return;
+        }
+
+        let tx = self.msg_tx.lock().ok().and_then(|mut guard| guard.take());
+        if let Some(tx) = tx {
+            let msg = IncomingMessage::new("repl", &self.user_id, "/quit");
+            let _ = tx.send(msg).await;
+        }
+    }
 }

 impl Default for ReplChannel {
@@ -479,7 +492,9 @@ impl Channel for ReplChannel {

    async fn start(&self) -> Result<MessageStream, ChannelError> {
        let (tx, rx) = mpsc::channel(32);
-        // Store tx so send_status can inject approval responses directly
+        // Approval prompts inject responses back through this sender.
+        // In single-message mode we keep it until the turn finishes, then
+        // drop it after enqueuing /quit so the receiver stream can close.
        if let Ok(mut guard) = self.msg_tx.lock() {
            *guard = Some(tx.clone());
        }
@@ -495,11 +510,10 @@ impl Channel for ReplChannel {

            // Single message mode: send it and return
            if let Some(msg) = single_message {
-                let incoming = IncomingMessage::new("repl", &user_id, &msg).with_timezone(&sys_tz);
+                let incoming = IncomingMessage::new("repl", &user_id, &msg)
+                    .with_metadata(serde_json::json!({ "single_message_mode": true }))
+                    .with_timezone(&sys_tz);
                let _ = tx.blocking_send(incoming);
-                // Ensure the agent exits after handling exactly one turn in -m mode,
-                // even when other channels (gateway/http) are enabled.
-                let _ = tx.blocking_send(IncomingMessage::new("repl", &user_id, "/quit"));
                return;
            }

@@ -662,6 +676,7 @@ impl Channel for ReplChannel {
            println!();
            println!();
            self.stdin_locked.store(false, Ordering::Relaxed);
+            self.finish_single_message_turn().await;
            return Ok(());
        }

@@ -680,6 +695,7 @@ impl Channel for ReplChannel {
        println!();
        // Unlock stdin so readline can resume
        self.stdin_locked.store(false, Ordering::Relaxed);
+        self.finish_single_message_turn().await;
        Ok(())
    }

@@ -779,6 +795,7 @@ impl Channel for ReplChannel {
                let msg_tx = Arc::clone(&self.msg_tx);
                let user_id = self.user_id.clone();
                let lock_flag = Arc::clone(&self.stdin_locked);
+                let single_message_mode = self.single_message.is_some();
                tokio::task::spawn_blocking(move || {
                    let action = run_approval_selector(allow_always).unwrap_or("n");
                    // Unlock stdin so readline can resume after approval
@@ -787,7 +804,12 @@ impl Channel for ReplChannel {
                        return;
                    };
                    if let Some(tx) = guard.as_ref() {
-                        let msg = IncomingMessage::new("repl", &user_id, action);
+                        let msg = if single_message_mode {
+                            IncomingMessage::new("repl", &user_id, action)
+                                .with_metadata(serde_json::json!({ "single_message_mode": true }))
+                        } else {
+                            IncomingMessage::new("repl", &user_id, action)
+                        };
                        let _ = tx.blocking_send(msg);
                    }
                });
@@ -841,6 +863,19 @@ impl Channel for ReplChannel {
            StatusUpdate::Suggestions { .. } => {
                // Suggestions are only rendered by the web gateway
            }
+            StatusUpdate::ReasoningUpdate {
+                narrative,
+                decisions,
+            } => {
+                if !narrative.is_empty() {
+                    let display = truncate_for_preview(&narrative, CLI_STATUS_MAX);
+                    eprintln!("  \x1b[94m\u{25B6} {display}\x1b[0m");
+                }
+                for d in &decisions {
+                    let display = truncate_for_preview(&d.rationale, CLI_STATUS_MAX);
+                    eprintln!("    \x1b[90m\u{2192} {}: {display}\x1b[0m", d.tool_name);
+                }
+            }
            StatusUpdate::TurnCost { .. } => {
                // Cost display is handled by the TUI channel
            }
@@ -875,6 +910,7 @@ impl Channel for ReplChannel {
 #[cfg(test)]
 mod tests {
    use futures::StreamExt;
+    use tokio::time::{Duration, timeout};

    use super::*;

@@ -883,16 +919,36 @@ mod tests {
        let repl = ReplChannel::with_message("hi".to_string());
        let mut stream = repl.start().await.expect("repl start should succeed");

-        let first = stream.next().await.expect("first message missing");
+        let first = timeout(Duration::from_secs(1), stream.next())
+            .await
+            .expect("timed out waiting for first message")
+            .expect("first message missing");
        assert_eq!(first.channel, "repl");
        assert_eq!(first.content, "hi");

-        let second = stream.next().await.expect("quit message missing");
+        assert!(
+            timeout(Duration::from_millis(100), stream.next())
+                .await
+                .is_err(),
+            "single-message mode should wait for the turn to finish before quitting"
+        );
+
+        repl.respond(&first, OutgoingResponse::text("done"))
+            .await
+            .expect("respond should succeed");
+
+        let second = timeout(Duration::from_secs(1), stream.next())
+            .await
+            .expect("timed out waiting for quit message")
+            .expect("quit message missing");
        assert_eq!(second.channel, "repl");
        assert_eq!(second.content, "/quit");

        assert!(
-            stream.next().await.is_none(),
+            timeout(Duration::from_secs(1), stream.next())
+                .await
+                .expect("timed out waiting for stream to close")
+                .is_none(),
            "stream should end after /quit"
        );
    }
@@ -0,0 +1,435 @@
+use std::time::Duration;
+
+use aes::Aes128;
+use aes::cipher::{BlockDecrypt, KeyInit, generic_array::GenericArray};
+use base64::Engine as _;
+use serde::Deserialize;
+use silk_rs::decode_silk;
+
+use crate::channels::wasm::capabilities::ChannelCapabilities;
+use crate::channels::wasm::host::{Attachment, ChannelHostState};
+
+const AES_BLOCK_SIZE: usize = 16;
+const MAX_ATTACHMENT_BYTES: usize = 20 * 1024 * 1024;
+const WECHAT_CHANNEL_NAME: &str = "wechat";
+const WECHAT_SILK_SAMPLE_RATE_HZ: i32 = 24_000;
+
+#[derive(Debug, Deserialize)]
+struct WechatAttachmentExtras {
+    wechat_aes_key: Option<String>,
+}
+
+pub(crate) async fn hydrate_attachment_for_channel(
+    channel_name: &str,
+    capabilities: &ChannelCapabilities,
+    attachment: &mut Attachment,
+) {
+    if !should_hydrate_wechat_attachment(channel_name, attachment) {
+        return;
+    }
+
+    let Some(source_url) = attachment.source_url.as_deref() else {
+        return;
+    };
+    let Some(encoded_aes_key) = wechat_aes_key(&attachment.extras_json) else {
+        tracing::warn!(
+            channel = %channel_name,
+            attachment_id = %attachment.id,
+            "Skipping WeChat attachment hydration: missing AES key metadata"
+        );
+        return;
+    };
+
+    match download_wechat_attachment_bytes(channel_name, capabilities, source_url).await {
+        Ok(ciphertext) => match decrypt_wechat_attachment_bytes(&ciphertext, &encoded_aes_key) {
+            Ok(plaintext) => {
+                attachment.size_bytes = Some(plaintext.len() as u64);
+                attachment.data = plaintext;
+                if attachment.mime_type.starts_with("image/") {
+                    attachment.mime_type = detect_image_mime(&attachment.data).to_string();
+                } else if is_wechat_silk_attachment(attachment) {
+                    if let Err(error) = maybe_transcode_wechat_silk_attachment(attachment) {
+                        tracing::warn!(
+                            channel = %channel_name,
+                            attachment_id = %attachment.id,
+                            error = %error,
+                            "Failed to transcode WeChat SILK attachment; preserving raw SILK"
+                        );
+                    }
+                }
+            }
+            Err(error) => {
+                tracing::warn!(
+                    channel = %channel_name,
+                    attachment_id = %attachment.id,
+                    error = %error,
+                    "Failed to decrypt WeChat attachment"
+                );
+            }
+        },
+        Err(error) => {
+            tracing::warn!(
+                channel = %channel_name,
+                attachment_id = %attachment.id,
+                error = %error,
+                "Failed to download WeChat attachment"
+            );
+        }
+    }
+}
+
+fn is_wechat_silk_attachment(attachment: &Attachment) -> bool {
+    attachment.mime_type.eq_ignore_ascii_case("audio/silk")
+        || attachment
+            .filename
+            .as_deref()
+            .and_then(|filename| filename.rsplit_once('.').map(|(_, ext)| ext))
+            .is_some_and(|ext| ext.eq_ignore_ascii_case("silk"))
+}
+
+fn should_hydrate_wechat_attachment(channel_name: &str, attachment: &Attachment) -> bool {
+    channel_name == WECHAT_CHANNEL_NAME
+        && attachment.data.is_empty()
+        && attachment.source_url.is_some()
+}
+
+fn wechat_aes_key(extras_json: &str) -> Option<String> {
+    if extras_json.trim().is_empty() {
+        return None;
+    }
+
+    serde_json::from_str::<WechatAttachmentExtras>(extras_json)
+        .ok()
+        .and_then(|extras| extras.wechat_aes_key)
+        .filter(|value| !value.trim().is_empty())
+}
+
+async fn download_wechat_attachment_bytes(
+    channel_name: &str,
+    capabilities: &ChannelCapabilities,
+    source_url: &str,
+) -> Result<Vec<u8>, String> {
+    let host_state = ChannelHostState::new(channel_name, capabilities.clone());
+    host_state.check_http_allowed(source_url, "GET")?;
+
+    let client = reqwest::Client::builder()
+        .connect_timeout(Duration::from_secs(10))
+        .redirect(reqwest::redirect::Policy::none())
+        .build()
+        .map_err(|e| format!("Failed to build HTTP client: {e}"))?;
+
+    let response = client
+        .get(source_url)
+        .timeout(Duration::from_secs(15))
+        .send()
+        .await
+        .map_err(|e| format!("WeChat CDN download failed: {e}"))?;
+
+    if response.status() != reqwest::StatusCode::OK {
+        return Err(format!(
+            "WeChat CDN download returned {}",
+            response.status()
+        ));
+    }
+
+    let bytes = response
+        .bytes()
+        .await
+        .map_err(|e| format!("Failed to read WeChat CDN response body: {e}"))?
+        .to_vec();
+
+    if bytes.is_empty() {
+        return Err("WeChat CDN download returned an empty body".to_string());
+    }
+    if bytes.len() > MAX_ATTACHMENT_BYTES {
+        return Err(format!(
+            "WeChat attachment exceeds {MAX_ATTACHMENT_BYTES} bytes"
+        ));
+    }
+
+    Ok(bytes)
+}
+
+fn decrypt_wechat_attachment_bytes(
+    ciphertext: &[u8],
+    encoded_aes_key: &str,
+) -> Result<Vec<u8>, String> {
+    let key = parse_aes_key(encoded_aes_key)?;
+    decrypt_aes_ecb_pkcs7(ciphertext, &key)
+}
+
+fn parse_aes_key(encoded: &str) -> Result<Vec<u8>, String> {
+    let decoded = if encoded.len() == 32 && encoded.bytes().all(|byte| byte.is_ascii_hexdigit()) {
+        decode_hex(encoded)?
+    } else {
+        base64::engine::general_purpose::STANDARD
+            .decode(encoded)
+            .map_err(|e| format!("Failed to decode WeChat AES key: {e}"))?
+    };
+
+    if decoded.len() == AES_BLOCK_SIZE {
+        return Ok(decoded);
+    }
+
+    if decoded.len() == 32 && decoded.iter().all(|byte| byte.is_ascii_hexdigit()) {
+        return decode_hex(
+            std::str::from_utf8(&decoded)
+                .map_err(|e| format!("WeChat AES key hex payload is not valid UTF-8: {e}"))?,
+        );
+    }
+
+    Err(format!(
+        "WeChat AES key must decode to 16 bytes or a 32-char hex string, got {} bytes",
+        decoded.len()
+    ))
+}
+
+fn decode_hex(input: &str) -> Result<Vec<u8>, String> {
+    if !input.len().is_multiple_of(2) {
+        return Err("hex input length must be even".to_string());
+    }
+    let mut bytes = Vec::with_capacity(input.len() / 2);
+    let chars: Vec<u8> = input.as_bytes().to_vec();
+    for idx in (0..chars.len()).step_by(2) {
+        let high = from_hex_digit(chars[idx])?;
+        let low = from_hex_digit(chars[idx + 1])?;
+        bytes.push((high << 4) | low);
+    }
+    Ok(bytes)
+}
+
+fn from_hex_digit(value: u8) -> Result<u8, String> {
+    match value {
+        b'0'..=b'9' => Ok(value - b'0'),
+        b'a'..=b'f' => Ok(value - b'a' + 10),
+        b'A'..=b'F' => Ok(value - b'A' + 10),
+        _ => Err(format!("invalid hex digit '{}'", value as char)),
+    }
+}
+
+fn decrypt_aes_ecb_pkcs7(ciphertext: &[u8], key: &[u8]) -> Result<Vec<u8>, String> {
+    if !ciphertext.len().is_multiple_of(AES_BLOCK_SIZE) {
+        return Err("ciphertext length is not a multiple of 16 bytes".to_string());
+    }
+
+    let cipher = Aes128::new_from_slice(key).map_err(|e| format!("Invalid AES key: {e}"))?;
+    let mut plaintext = ciphertext.to_vec();
+    for chunk in plaintext.chunks_exact_mut(AES_BLOCK_SIZE) {
+        cipher.decrypt_block(GenericArray::from_mut_slice(chunk));
+    }
+
+    let pad_len = *plaintext
+        .last()
+        .ok_or_else(|| "ciphertext decrypted to an empty buffer".to_string())?
+        as usize;
+    if pad_len == 0 || pad_len > AES_BLOCK_SIZE || pad_len > plaintext.len() {
+        return Err("invalid PKCS7 padding".to_string());
+    }
+    if !plaintext[plaintext.len() - pad_len..]
+        .iter()
+        .all(|byte| *byte as usize == pad_len)
+    {
+        return Err("invalid PKCS7 padding bytes".to_string());
+    }
+    plaintext.truncate(plaintext.len() - pad_len);
+    Ok(plaintext)
+}
+
+fn detect_image_mime(bytes: &[u8]) -> &'static str {
+    if bytes.starts_with(&[0x89, b'P', b'N', b'G', 0x0D, 0x0A, 0x1A, 0x0A]) {
+        "image/png"
+    } else if bytes.starts_with(&[0xFF, 0xD8, 0xFF]) {
+        "image/jpeg"
+    } else if bytes.starts_with(b"GIF87a") || bytes.starts_with(b"GIF89a") {
+        "image/gif"
+    } else if bytes.len() >= 12 && &bytes[..4] == b"RIFF" && &bytes[8..12] == b"WEBP" {
+        "image/webp"
+    } else {
+        "image/jpeg"
+    }
+}
+
+fn maybe_transcode_wechat_silk_attachment(attachment: &mut Attachment) -> Result<(), String> {
+    if attachment.data.is_empty() {
+        return Err("SILK attachment has no data".to_string());
+    }
+
+    let pcm = decode_silk(&attachment.data, WECHAT_SILK_SAMPLE_RATE_HZ)
+        .map_err(|error| format!("SILK decode failed: {error}"))?;
+    if pcm.is_empty() {
+        return Err("SILK decoder returned empty PCM".to_string());
+    }
+
+    let wav = pcm_s16le_to_wav(&pcm, WECHAT_SILK_SAMPLE_RATE_HZ as u32)?;
+    attachment.data = wav;
+    attachment.size_bytes = Some(attachment.data.len() as u64);
+    attachment.mime_type = "audio/wav".to_string();
+    if let Some(filename) = attachment.filename.as_mut() {
+        replace_attachment_extension(filename, "wav");
+    }
+    Ok(())
+}
+
+fn pcm_s16le_to_wav(pcm: &[u8], sample_rate_hz: u32) -> Result<Vec<u8>, String> {
+    if !pcm.len().is_multiple_of(2) {
+        return Err("PCM buffer length must be even for 16-bit mono audio".to_string());
+    }
+
+    let data_len = u32::try_from(pcm.len())
+        .map_err(|_| "PCM buffer exceeds WAV container size limits".to_string())?;
+    let total_len = 44u32
+        .checked_add(data_len)
+        .ok_or_else(|| "WAV container size overflowed".to_string())?;
+    let byte_rate = sample_rate_hz
+        .checked_mul(2)
+        .ok_or_else(|| "WAV byte rate overflowed".to_string())?;
+
+    let mut wav = Vec::with_capacity(total_len as usize);
+    wav.extend_from_slice(b"RIFF");
+    wav.extend_from_slice(&(total_len - 8).to_le_bytes());
+    wav.extend_from_slice(b"WAVE");
+    wav.extend_from_slice(b"fmt ");
+    wav.extend_from_slice(&16u32.to_le_bytes());
+    wav.extend_from_slice(&1u16.to_le_bytes());
+    wav.extend_from_slice(&1u16.to_le_bytes());
+    wav.extend_from_slice(&sample_rate_hz.to_le_bytes());
+    wav.extend_from_slice(&byte_rate.to_le_bytes());
+    wav.extend_from_slice(&2u16.to_le_bytes());
+    wav.extend_from_slice(&16u16.to_le_bytes());
+    wav.extend_from_slice(b"data");
+    wav.extend_from_slice(&data_len.to_le_bytes());
+    wav.extend_from_slice(pcm);
+    Ok(wav)
+}
+
+fn replace_attachment_extension(filename: &mut String, replacement: &str) {
+    if let Some((stem, _)) = filename.rsplit_once('.') {
+        *filename = format!("{stem}.{replacement}");
+    } else {
+        filename.push('.');
+        filename.push_str(replacement);
+    }
+}
+
+#[cfg(test)]
+fn encrypt_aes_ecb_pkcs7(plaintext: &[u8], key: &[u8]) -> Result<Vec<u8>, String> {
+    use aes::cipher::BlockEncrypt;
+
+    let cipher = Aes128::new_from_slice(key).map_err(|e| format!("Invalid AES key: {e}"))?;
+    let mut padded = plaintext.to_vec();
+    let pad_len = AES_BLOCK_SIZE - (padded.len() % AES_BLOCK_SIZE);
+    padded.extend(std::iter::repeat_n(pad_len as u8, pad_len));
+
+    for chunk in padded.chunks_exact_mut(AES_BLOCK_SIZE) {
+        cipher.encrypt_block(GenericArray::from_mut_slice(chunk));
+    }
+
+    Ok(padded)
+}
+
+#[cfg(test)]
+mod tests {
+    use super::{
+        Attachment, decrypt_wechat_attachment_bytes, detect_image_mime, encrypt_aes_ecb_pkcs7,
+        hydrate_attachment_for_channel, maybe_transcode_wechat_silk_attachment, pcm_s16le_to_wav,
+        should_hydrate_wechat_attachment,
+    };
+    use crate::channels::wasm::ChannelCapabilities;
+    use base64::Engine as _;
+
+    fn make_attachment() -> Attachment {
+        Attachment {
+            id: "wechat-image-1".to_string(),
+            mime_type: "image/jpeg".to_string(),
+            filename: Some("wechat-image.jpg".to_string()),
+            size_bytes: None,
+            source_url: Some(
+                "https://novac2c.cdn.weixin.qq.com/c2c/download?encrypted_query_param=test"
+                    .to_string(),
+            ),
+            storage_key: None,
+            extracted_text: None,
+            extras_json: String::new(),
+            data: Vec::new(),
+            duration_secs: None,
+        }
+    }
+
+    fn encode_test_extras_json(aes_key: &str) -> String {
+        serde_json::json!({ "wechat_aes_key": aes_key }).to_string()
+    }
+
+    #[test]
+    fn decrypt_wechat_image_bytes_round_trips() {
+        let key = [7u8; 16];
+        let plaintext = vec![0xFF, 0xD8, 0xFF, 0xDB, 0x00, 0x11];
+        let ciphertext = encrypt_aes_ecb_pkcs7(&plaintext, &key).unwrap();
+        let encoded_key = base64::engine::general_purpose::STANDARD.encode(key);
+        let decrypted = decrypt_wechat_attachment_bytes(&ciphertext, &encoded_key).unwrap();
+        assert_eq!(decrypted, plaintext);
+    }
+
+    #[test]
+    fn detect_image_mime_prefers_magic_bytes() {
+        assert_eq!(detect_image_mime(&[0xFF, 0xD8, 0xFF, 0x00]), "image/jpeg");
+        assert_eq!(
+            detect_image_mime(&[0x89, b'P', b'N', b'G', 0x0D, 0x0A, 0x1A, 0x0A]),
+            "image/png"
+        );
+    }
+
+    #[test]
+    fn wechat_attachment_hydration_applies_to_wechat_encrypted_media() {
+        let mut attachment = make_attachment();
+        attachment.extras_json = encode_test_extras_json("ZmFrZS1rZXk=");
+        assert!(should_hydrate_wechat_attachment("wechat", &attachment));
+        assert!(!should_hydrate_wechat_attachment("telegram", &attachment));
+
+        attachment.mime_type = "application/pdf".to_string();
+        assert!(should_hydrate_wechat_attachment("wechat", &attachment));
+    }
+
+    #[tokio::test]
+    async fn hydration_skips_when_metadata_is_missing() {
+        let mut attachment = make_attachment();
+        let caps = ChannelCapabilities::for_channel("wechat");
+        hydrate_attachment_for_channel("wechat", &caps, &mut attachment).await;
+        assert!(attachment.data.is_empty());
+        assert_eq!(attachment.size_bytes, None);
+    }
+
+    #[test]
+    fn pcm_s16le_to_wav_wraps_pcm_with_expected_header() {
+        let wav = pcm_s16le_to_wav(&[0x00, 0x00, 0x01, 0x00], 24_000).expect("wav wrapping");
+        assert!(wav.starts_with(b"RIFF"));
+        assert_eq!(&wav[8..12], b"WAVE");
+        assert_eq!(&wav[12..16], b"fmt ");
+        assert_eq!(&wav[36..40], b"data");
+        assert_eq!(&wav[40..44], &(4u32).to_le_bytes());
+        assert_eq!(&wav[44..], &[0x00, 0x00, 0x01, 0x00]);
+    }
+
+    #[test]
+    fn silk_transcode_failure_preserves_raw_silk_path_for_callers() {
+        let mut attachment = Attachment {
+            id: "wechat-voice-1".to_string(),
+            mime_type: "audio/silk".to_string(),
+            filename: Some("wechat-voice-1.silk".to_string()),
+            size_bytes: Some(3),
+            source_url: None,
+            storage_key: None,
+            extracted_text: None,
+            extras_json: encode_test_extras_json("ZmFrZS1rZXk="),
+            data: vec![1, 2, 3],
+            duration_secs: Some(1),
+        };
+
+        let original = attachment.data.clone();
+        let error =
+            maybe_transcode_wechat_silk_attachment(&mut attachment).expect_err("invalid SILK");
+        assert!(error.contains("SILK decode failed"));
+        assert_eq!(attachment.mime_type, "audio/silk");
+        assert_eq!(attachment.filename.as_deref(), Some("wechat-voice-1.silk"));
+        assert_eq!(attachment.data, original);
+    }
+}
@@ -35,6 +35,8 @@ pub struct Attachment {
    pub storage_key: Option<String>,
    /// Extracted text content (e.g., OCR result, PDF text, audio transcript).
    pub extracted_text: Option<String>,
+    /// Extensible metadata from the channel payload.
+    pub extras_json: String,
    /// Raw file bytes (for small files downloaded by the channel).
    pub data: Vec<u8>,
    /// Duration in seconds (for audio/video).
@@ -995,6 +997,7 @@ mod tests {
            source_url: None,
            storage_key: None,
            extracted_text: None,
+            extras_json: String::new(),
            data: Vec::new(),
            duration_secs: None,
        }
@@ -78,6 +78,7 @@
 //! }
 //! ```

+mod attachment_hydration;
 mod bundled;
 mod capabilities;
 mod error;
@@ -159,6 +159,11 @@ impl WasmChannelRouter {
        self.channels.read().await.get(channel_name).cloned()
    }

+    /// Get a registered channel directly by name.
+    pub async fn get_channel_by_name(&self, channel_name: &str) -> Option<Arc<WasmChannel>> {
+        self.channels.read().await.get(channel_name).cloned()
+    }
+
    /// Validate a secret for a channel.
    pub async fn validate_secret(&self, channel_name: &str, provided: &str) -> bool {
        let secrets = self.secrets.read().await;
@@ -333,6 +338,9 @@ async fn webhook_handler(

    let channel_name = channel.channel_name();

+    // Track whether any authentication was performed and passed.
+    let mut did_authenticate = false;
+
    // Check if secret is required
    if state.router.requires_secret(channel_name).await {
        // Get the secret header name for this channel (from capabilities or default)
@@ -382,6 +390,7 @@ async fn webhook_handler(
                    );
                }
                tracing::debug!(channel = %channel_name, "Webhook secret validated");
+                did_authenticate = true;
            }
            None => {
                tracing::warn!(
@@ -433,6 +442,7 @@ async fn webhook_handler(
                    );
                }
                tracing::debug!(channel = %channel_name, "Ed25519 signature verified");
+                did_authenticate = true;
            }
            _ => {
                tracing::warn!(
@@ -484,6 +494,7 @@ async fn webhook_handler(
                    );
                }
                tracing::debug!(channel = %channel_name, "HMAC-SHA256 signature verified");
+                did_authenticate = true;
            }
            _ => {
                tracing::warn!(
@@ -510,8 +521,9 @@ async fn webhook_handler(
        })
        .collect();

-    // Call the WASM channel
-    let secret_validated = state.router.requires_secret(channel_name).await;
+    // Call the WASM channel. `did_authenticate` was set above by whichever
+    // auth guard (secret / Ed25519 / HMAC) successfully validated the request.
+    let secret_validated = did_authenticate;

    tracing::info!(
        channel = %channel_name,
@@ -703,6 +715,10 @@ mod tests {
        // Should not find non-existent path
        let not_found = router.get_channel_for_path("/webhook/telegram").await;
        assert!(not_found.is_none());
+
+        let found_by_name = router.get_channel_by_name("slack").await;
+        assert!(found_by_name.is_some());
+        assert_eq!(found_by_name.unwrap().channel_name(), "slack");
    }

    #[tokio::test]
@@ -139,6 +139,13 @@ impl ChannelCapabilitiesFile {
        serde_json::to_string(&self.config).unwrap_or_else(|_| "{}".to_string())
    }

+    /// Whether this channel declares owner/pairing gating in its config.
+    pub fn requires_binding(&self) -> bool {
+        ["owner_id", "dm_policy", "allow_from"]
+            .iter()
+            .any(|key| self.config.contains_key(*key))
+    }
+
    /// Get the webhook secret header name for this channel.
    ///
    /// Returns the configured header name from capabilities, or a sensible default.
@@ -569,6 +576,34 @@ mod tests {
        assert_eq!(caps.workspace_prefix, "integrations/custom/");
    }

+    #[test]
+    fn test_requires_binding_detects_dm_owner_fields() {
+        let telegram = ChannelCapabilitiesFile::from_json(
+            r#"{
+                "name": "telegram",
+                "config": {
+                    "owner_id": null,
+                    "dm_policy": "pairing",
+                    "allow_from": []
+                }
+            }"#,
+        )
+        .unwrap();
+        assert!(telegram.requires_binding());
+
+        let wechat = ChannelCapabilitiesFile::from_json(
+            r#"{
+                "name": "wechat",
+                "config": {
+                    "base_url": "https://ilinkai.weixin.qq.com",
+                    "bot_type": "3"
+                }
+            }"#,
+        )
+        .unwrap();
+        assert!(!wechat.requires_binding());
+    }
+
    #[test]
    fn test_emit_rate_limit() {
        let json = r#"{
@@ -190,7 +190,20 @@ async fn register_channel(
        // The credential injection system only replaces placeholders in URLs
        // and headers, so channels like Feishu that exchange app_id + app_secret
        // for a tenant token need the raw values in their config.
-        inject_channel_secrets_into_config(&channel_name, secrets_store, &mut config_updates).await;
+        inject_channel_secrets_into_config(
+            &channel_name,
+            &config.owner_id,
+            secrets_store,
+            &mut config_updates,
+        )
+        .await;
+        inject_channel_settings_into_config(
+            &channel_name,
+            &config.owner_id,
+            settings_store,
+            &mut config_updates,
+        )
+        .await;

        if !config_updates.is_empty() {
            channel_arc.update_config(config_updates).await;
@@ -396,6 +409,7 @@ pub async fn inject_channel_credentials(
 /// `feishu_app_secret` are injected as config keys `app_id` and `app_secret`.
 async fn inject_channel_secrets_into_config(
    channel_name: &str,
+    owner_id: &str,
    secrets_store: &Option<Arc<dyn SecretsStore + Send + Sync>>,
    config_updates: &mut std::collections::HashMap<String, serde_json::Value>,
 ) {
@@ -413,7 +427,7 @@ async fn inject_channel_secrets_into_config(
    };

    for &(config_key, secret_name) in secret_config_mappings {
-        match secrets.get_decrypted("default", secret_name).await {
+        match secrets.get_decrypted(owner_id, secret_name).await {
            Ok(decrypted) => {
                config_updates.insert(
                    config_key.to_string(),
@@ -442,3 +456,94 @@ async fn inject_channel_secrets_into_config(
        }
    }
 }
+
+/// Inject channel-specific settings into config for channels that persist
+/// runtime-discovered values (for example a custom API base URL after login).
+async fn inject_channel_settings_into_config(
+    channel_name: &str,
+    owner_id: &str,
+    settings_store: Option<&Arc<dyn crate::db::SettingsStore>>,
+    config_updates: &mut std::collections::HashMap<String, serde_json::Value>,
+) {
+    let Some(store) = settings_store else {
+        return;
+    };
+
+    let setting_mappings: &[(&str, &str)] = match channel_name {
+        "wechat" => &[("base_url", "extensions.wechat.base_url")],
+        _ => return,
+    };
+
+    for &(config_key, setting_path) in setting_mappings {
+        if let Ok(Some(serde_json::Value::String(value))) =
+            store.get_setting(owner_id, setting_path).await
+        {
+            let trimmed = value.trim();
+            if trimmed.is_empty() {
+                continue;
+            }
+            config_updates.insert(
+                config_key.to_string(),
+                serde_json::Value::String(trimmed.to_string()),
+            );
+            tracing::debug!(
+                channel = %channel_name,
+                config_key = %config_key,
+                setting_path = %setting_path,
+                "Injected setting into channel config"
+            );
+        }
+    }
+}
+
+#[cfg(test)]
+mod tests {
+    use std::sync::Arc;
+
+    use crate::db::{Database, SettingsStore};
+
+    #[tokio::test]
+    async fn test_inject_channel_settings_uses_owner_scope() -> Result<(), String> {
+        let dir = tempfile::tempdir().map_err(|e| format!("tempdir failed: {e}"))?;
+        let db_path = dir.path().join("wechat-settings.db");
+        let db = Arc::new(
+            crate::db::libsql::LibSqlBackend::new_local(&db_path)
+                .await
+                .map_err(|e| format!("create local libsql backend failed: {e}"))?,
+        );
+        db.run_migrations()
+            .await
+            .map_err(|e| format!("run libsql migrations failed: {e}"))?;
+
+        db.set_setting(
+            "default",
+            "extensions.wechat.base_url",
+            &serde_json::json!("https://default.example"),
+        )
+        .await
+        .map_err(|e| format!("persist default setting failed: {e}"))?;
+        db.set_setting(
+            "owner-123",
+            "extensions.wechat.base_url",
+            &serde_json::json!("https://owner.example"),
+        )
+        .await
+        .map_err(|e| format!("persist owner setting failed: {e}"))?;
+
+        let settings_store: Arc<dyn crate::db::SettingsStore> = db;
+        let mut config_updates = std::collections::HashMap::new();
+        super::inject_channel_settings_into_config(
+            "wechat",
+            "owner-123",
+            Some(&settings_store),
+            &mut config_updates,
+        )
+        .await;
+
+        assert_eq!(
+            config_updates.get("base_url"),
+            Some(&serde_json::json!("https://owner.example"))
+        );
+        Ok(())
+    }
+}
@@ -573,6 +573,7 @@ impl near::agent::channel_host::Host for ChannelStoreData {
                    source_url: a.source_url,
                    storage_key: a.storage_key,
                    extracted_text: a.extracted_text,
+                    extras_json: a.extras_json,
                    data,
                    duration_secs,
                }
@@ -1181,22 +1182,32 @@ impl WasmChannel {
        )
    }

-    fn log_on_start_host_state(&self, host_state: &mut ChannelHostState) {
+    fn log_host_state_entries(channel_name: &str, host_state: &mut ChannelHostState) {
        for entry in host_state.take_logs() {
            match entry.level {
+                crate::tools::wasm::LogLevel::Trace => {
+                    tracing::trace!(channel = %channel_name, "{}", entry.message);
+                }
+                crate::tools::wasm::LogLevel::Debug => {
+                    tracing::debug!(channel = %channel_name, "{}", entry.message);
+                }
+                crate::tools::wasm::LogLevel::Info => {
+                    tracing::info!(channel = %channel_name, "{}", entry.message);
+                }
                crate::tools::wasm::LogLevel::Error => {
-                    tracing::error!(channel = %self.name, "{}", entry.message);
+                    tracing::error!(channel = %channel_name, "{}", entry.message);
                }
                crate::tools::wasm::LogLevel::Warn => {
-                    tracing::warn!(channel = %self.name, "{}", entry.message);
-                }
-                _ => {
-                    tracing::debug!(channel = %self.name, "{}", entry.message);
+                    tracing::warn!(channel = %channel_name, "{}", entry.message);
                }
            }
        }
    }

+    fn log_on_start_host_state(&self, host_state: &mut ChannelHostState) {
+        Self::log_host_state_entries(&self.name, host_state);
+    }
+
    async fn execute_on_start_with_state(
        &self,
    ) -> Result<(Result<ChannelConfig, WasmChannelError>, ChannelHostState), WasmChannelError> {
@@ -1480,18 +1491,20 @@ impl WasmChannel {

                // Call on_poll using the generated typed interface
                let channel_iface = instance.near_agent_channel();
-                channel_iface
+                let poll_result = channel_iface
                    .call_on_poll(&mut store)
-                    .map_err(|e| Self::map_wasm_error(e, &prepared.name, prepared.limits.fuel))?;
+                    .map_err(|e| Self::map_wasm_error(e, &prepared.name, prepared.limits.fuel));

                let mut host_state =
                    Self::extract_host_state(&mut store, &prepared.name, &capabilities);

-                // Commit pending workspace writes to the persistent store
-                let pending_writes = host_state.take_pending_writes();
-                workspace_store.commit_writes(&pending_writes);
+                if poll_result.is_ok() {
+                    // Commit pending workspace writes only after a successful callback.
+                    let pending_writes = host_state.take_pending_writes();
+                    workspace_store.commit_writes(&pending_writes);
+                }

-                Ok(((), host_state))
+                Ok((poll_result, host_state))
            })
            .await
            .map_err(|e| WasmChannelError::ExecutionPanicked {
@@ -1503,7 +1516,10 @@ impl WasmChannel {

        let channel_name = self.name.clone();
        match result {
-            Ok(Ok(((), mut host_state))) => {
+            Ok(Ok((poll_result, mut host_state))) => {
+                Self::log_host_state_entries(&channel_name, &mut host_state);
+                poll_result?;
+
                // Process emitted messages
                let emitted = host_state.take_emitted_messages();
                self.process_emitted_messages(emitted).await?;
@@ -2181,6 +2197,16 @@ impl WasmChannel {
        };

        for emitted in messages {
+            let EmittedMessage {
+                user_id,
+                user_name,
+                content,
+                thread_id,
+                metadata_json,
+                attachments,
+                ..
+            } = emitted;
+
            // Check rate limit — acquire and release the write lock before send().await
            {
                let mut rate_limiter = self.rate_limiter.write().await;
@@ -2198,55 +2224,41 @@ impl WasmChannel {
            let (resolved_user_id, is_owner_sender) = resolve_message_scope(
                &self.owner_scope_id,
                self.owner_actor_id.as_deref(),
-                &emitted.user_id,
+                &user_id,
            );

            // Convert to IncomingMessage
-            let mut msg = IncomingMessage::new(&self.name, &resolved_user_id, &emitted.content)
+            let mut msg = IncomingMessage::new(&self.name, &resolved_user_id, &content)
                .with_owner_id(&self.owner_scope_id)
-                .with_sender_id(&emitted.user_id);
+                .with_sender_id(&user_id);

-            if let Some(name) = emitted.user_name {
+            if let Some(name) = user_name {
                msg = msg.with_user_name(name);
            }

-            if let Some(thread_id) = emitted.thread_id {
+            if let Some(thread_id) = thread_id {
                msg = msg.with_thread(thread_id);
            }

            // Convert attachments
-            if !emitted.attachments.is_empty() {
-                let incoming_attachments = emitted
-                    .attachments
-                    .iter()
-                    .map(|a| crate::channels::IncomingAttachment {
-                        id: a.id.clone(),
-                        kind: crate::channels::AttachmentKind::from_mime_type(&a.mime_type),
-                        mime_type: a.mime_type.clone(),
-                        filename: a.filename.clone(),
-                        size_bytes: a.size_bytes,
-                        source_url: a.source_url.clone(),
-                        storage_key: a.storage_key.clone(),
-                        extracted_text: a.extracted_text.clone(),
-                        data: a.data.clone(),
-                        duration_secs: a.duration_secs,
-                    })
-                    .collect();
+            if !attachments.is_empty() {
+                let incoming_attachments =
+                    convert_emitted_attachments(&self.name, &self.capabilities, attachments).await;
                msg = msg.with_attachments(incoming_attachments);
            }

            // Parse metadata JSON
-            msg = apply_emitted_metadata(msg, &emitted.metadata_json);
+            msg = apply_emitted_metadata(msg, &metadata_json);
            if is_owner_sender {
                // Store for owner-target routing (chat_id etc.).
-                self.update_broadcast_metadata(&emitted.metadata_json).await;
+                self.update_broadcast_metadata(&metadata_json).await;
            }

            // Send to stream — no locks held across this await
            tracing::info!(
                channel = %self.name,
-                user_id = %emitted.user_id,
-                content_len = emitted.content.len(),
+                user_id = %user_id,
+                content_len = content.len(),
                attachment_count = msg.attachments.len(),
                "Sending emitted message to agent"
            );
@@ -2331,6 +2343,7 @@ impl WasmChannel {
                                    && let Err(e) = Self::dispatch_emitted_messages(
                                        EmitDispatchContext {
                                            channel_name: &channel_name,
+                                            capabilities: &capabilities,
                                            owner_scope_id: &owner_scope_id,
                                            owner_actor_id: owner_actor_id.as_deref(),
                                            message_tx: &message_tx,
@@ -2416,18 +2429,20 @@ impl WasmChannel {

                // Call on_poll using the generated typed interface
                let channel_iface = instance.near_agent_channel();
-                channel_iface
+                let poll_result = channel_iface
                    .call_on_poll(&mut store)
-                    .map_err(|e| Self::map_wasm_error(e, &prepared.name, prepared.limits.fuel))?;
+                    .map_err(|e| Self::map_wasm_error(e, &prepared.name, prepared.limits.fuel));

                let mut host_state =
                    Self::extract_host_state(&mut store, &prepared.name, &capabilities);

-                // Commit pending workspace writes to the persistent store
-                let pending_writes = host_state.take_pending_writes();
-                workspace_store.commit_writes(&pending_writes);
+                if poll_result.is_ok() {
+                    // Commit pending workspace writes only after a successful callback.
+                    let pending_writes = host_state.take_pending_writes();
+                    workspace_store.commit_writes(&pending_writes);
+                }

-                Ok(host_state)
+                Ok((poll_result, host_state))
            })
            .await
            .map_err(|e| WasmChannelError::ExecutionPanicked {
@@ -2438,7 +2453,10 @@ impl WasmChannel {
        .await;

        match result {
-            Ok(Ok(mut host_state)) => {
+            Ok(Ok((poll_result, mut host_state))) => {
+                Self::log_host_state_entries(channel_name, &mut host_state);
+                poll_result?;
+
                let emitted = host_state.take_emitted_messages();
                tracing::debug!(
                    channel = %channel_name,
@@ -2484,6 +2502,16 @@ impl WasmChannel {
        };

        for emitted in messages {
+            let EmittedMessage {
+                user_id,
+                user_name,
+                content,
+                thread_id,
+                metadata_json,
+                attachments,
+                ..
+            } = emitted;
+
            // Check rate limit — acquire and release the write lock before send().await
            {
                let mut limiter = dispatch.rate_limiter.write().await;
@@ -2498,54 +2526,40 @@ impl WasmChannel {
                }
            }

-            let (resolved_user_id, is_owner_sender) = resolve_message_scope(
-                dispatch.owner_scope_id,
-                dispatch.owner_actor_id,
-                &emitted.user_id,
-            );
+            let (resolved_user_id, is_owner_sender) =
+                resolve_message_scope(dispatch.owner_scope_id, dispatch.owner_actor_id, &user_id);

            // Convert to IncomingMessage
-            let mut msg =
-                IncomingMessage::new(dispatch.channel_name, &resolved_user_id, &emitted.content)
-                    .with_owner_id(dispatch.owner_scope_id)
-                    .with_sender_id(&emitted.user_id);
+            let mut msg = IncomingMessage::new(dispatch.channel_name, &resolved_user_id, &content)
+                .with_owner_id(dispatch.owner_scope_id)
+                .with_sender_id(&user_id);

-            if let Some(name) = emitted.user_name {
+            if let Some(name) = user_name {
                msg = msg.with_user_name(name);
            }

-            if let Some(thread_id) = emitted.thread_id {
+            if let Some(thread_id) = thread_id {
                msg = msg.with_thread(thread_id);
            }

            // Convert attachments
-            if !emitted.attachments.is_empty() {
-                let incoming_attachments = emitted
-                    .attachments
-                    .iter()
-                    .map(|a| crate::channels::IncomingAttachment {
-                        id: a.id.clone(),
-                        kind: crate::channels::AttachmentKind::from_mime_type(&a.mime_type),
-                        mime_type: a.mime_type.clone(),
-                        filename: a.filename.clone(),
-                        size_bytes: a.size_bytes,
-                        source_url: a.source_url.clone(),
-                        storage_key: a.storage_key.clone(),
-                        extracted_text: a.extracted_text.clone(),
-                        data: a.data.clone(),
-                        duration_secs: a.duration_secs,
-                    })
-                    .collect();
+            if !attachments.is_empty() {
+                let incoming_attachments = convert_emitted_attachments(
+                    dispatch.channel_name,
+                    dispatch.capabilities,
+                    attachments,
+                )
+                .await;
                msg = msg.with_attachments(incoming_attachments);
            }

-            msg = apply_emitted_metadata(msg, &emitted.metadata_json);
+            msg = apply_emitted_metadata(msg, &metadata_json);
            if is_owner_sender {
                // Store for owner-target routing (chat_id etc.)
                do_update_broadcast_metadata(
                    dispatch.channel_name,
                    dispatch.owner_scope_id,
-                    &emitted.metadata_json,
+                    &metadata_json,
                    dispatch.last_broadcast_metadata,
                    dispatch.settings_store,
                )
@@ -2555,8 +2569,8 @@ impl WasmChannel {
            // Send to stream — no locks held across this await
            tracing::info!(
                channel = %dispatch.channel_name,
-                user_id = %emitted.user_id,
-                content_len = emitted.content.len(),
+                user_id = %user_id,
+                content_len = content.len(),
                attachment_count = msg.attachments.len(),
                "Sending polled message to agent"
            );
@@ -2581,6 +2595,7 @@ impl WasmChannel {

 struct EmitDispatchContext<'a> {
    channel_name: &'a str,
+    capabilities: &'a ChannelCapabilities,
    owner_scope_id: &'a str,
    owner_actor_id: Option<&'a str>,
    message_tx: &'a RwLock<Option<mpsc::Sender<IncomingMessage>>>,
@@ -3061,6 +3076,20 @@ fn status_to_wit(
        },
        // Suggestions and turn cost are web-gateway-only; skip for WASM channels
        StatusUpdate::Suggestions { .. } | StatusUpdate::TurnCost { .. } => return None,
+        StatusUpdate::ReasoningUpdate {
+            narrative,
+            decisions,
+        } => {
+            let mut msg = narrative.clone();
+            for d in decisions {
+                msg.push_str(&format!("\n  → {}: {}", d.tool_name, d.rationale));
+            }
+            wit_channel::StatusUpdate {
+                status: wit_channel::StatusType::Status,
+                message: msg,
+                metadata_json,
+            }
+        }
    })
 }

@@ -3243,6 +3272,38 @@ async fn resolve_channel_host_credentials(
 /// Maximum total attachment size (50 MB).
 const MAX_TOTAL_ATTACHMENT_BYTES: u64 = 50 * 1024 * 1024;

+async fn convert_emitted_attachments(
+    channel_name: &str,
+    capabilities: &ChannelCapabilities,
+    attachments: Vec<crate::channels::wasm::host::Attachment>,
+) -> Vec<crate::channels::IncomingAttachment> {
+    let mut hydrated = attachments;
+    for attachment in &mut hydrated {
+        crate::channels::wasm::attachment_hydration::hydrate_attachment_for_channel(
+            channel_name,
+            capabilities,
+            attachment,
+        )
+        .await;
+    }
+
+    hydrated
+        .into_iter()
+        .map(|attachment| crate::channels::IncomingAttachment {
+            id: attachment.id,
+            kind: crate::channels::AttachmentKind::from_mime_type(&attachment.mime_type),
+            mime_type: attachment.mime_type,
+            filename: attachment.filename,
+            size_bytes: attachment.size_bytes,
+            source_url: attachment.source_url,
+            storage_key: attachment.storage_key,
+            extracted_text: attachment.extracted_text,
+            data: attachment.data,
+            duration_secs: attachment.duration_secs,
+        })
+        .collect()
+}
+
 /// Detect MIME type from file extension using the `mime_guess` crate.
 fn mime_from_extension(path: &str) -> String {
    mime_guess::from_path(path)
@@ -3455,6 +3516,8 @@ mod tests {

        let (tx, mut rx) = tokio::sync::mpsc::channel(10);
        let message_tx = Arc::new(tokio::sync::RwLock::new(Some(tx)));
+        let capabilities =
+            crate::channels::wasm::capabilities::ChannelCapabilities::for_channel("test-channel");

        let rate_limiter = Arc::new(tokio::sync::RwLock::new(
            crate::channels::wasm::host::ChannelEmitRateLimiter::new(
@@ -3471,6 +3534,7 @@ mod tests {
        let result = WasmChannel::dispatch_emitted_messages(
            EmitDispatchContext {
                channel_name: "test-channel",
+                capabilities: &capabilities,
                owner_scope_id: "default",
                owner_actor_id: None,
                message_tx: &message_tx,
@@ -3503,6 +3567,8 @@ mod tests {

        // No sender available (channel not started)
        let message_tx = Arc::new(tokio::sync::RwLock::new(None));
+        let capabilities =
+            crate::channels::wasm::capabilities::ChannelCapabilities::for_channel("test-channel");
        let rate_limiter = Arc::new(tokio::sync::RwLock::new(
            crate::channels::wasm::host::ChannelEmitRateLimiter::new(
                crate::channels::wasm::capabilities::EmitRateLimitConfig::default(),
@@ -3516,6 +3582,7 @@ mod tests {
        let result = WasmChannel::dispatch_emitted_messages(
            EmitDispatchContext {
                channel_name: "test-channel",
+                capabilities: &capabilities,
                owner_scope_id: "default",
                owner_actor_id: None,
                message_tx: &message_tx,
@@ -4506,6 +4573,8 @@ mod tests {

        let (tx, mut rx) = tokio::sync::mpsc::channel(10);
        let message_tx = Arc::new(tokio::sync::RwLock::new(Some(tx)));
+        let capabilities =
+            crate::channels::wasm::capabilities::ChannelCapabilities::for_channel("test-channel");

        let rate_limiter = Arc::new(tokio::sync::RwLock::new(
            crate::channels::wasm::host::ChannelEmitRateLimiter::new(
@@ -4522,6 +4591,7 @@ mod tests {
                source_url: Some("https://api.telegram.org/file/photo123".to_string()),
                storage_key: None,
                extracted_text: None,
+                extras_json: String::new(),
                data: Vec::new(),
                duration_secs: None,
            },
@@ -4533,6 +4603,7 @@ mod tests {
                source_url: None,
                storage_key: Some("store/doc456".to_string()),
                extracted_text: Some("Report contents...".to_string()),
+                extras_json: String::new(),
                data: Vec::new(),
                duration_secs: None,
            },
@@ -4545,6 +4616,7 @@ mod tests {
        let result = WasmChannel::dispatch_emitted_messages(
            EmitDispatchContext {
                channel_name: "test-channel",
+                capabilities: &capabilities,
                owner_scope_id: "default",
                owner_actor_id: None,
                message_tx: &message_tx,
@@ -4591,6 +4663,8 @@ mod tests {

        let (tx, mut rx) = tokio::sync::mpsc::channel(10);
        let message_tx = Arc::new(tokio::sync::RwLock::new(Some(tx)));
+        let capabilities =
+            crate::channels::wasm::capabilities::ChannelCapabilities::for_channel("telegram");
        let rate_limiter = Arc::new(tokio::sync::RwLock::new(
            crate::channels::wasm::host::ChannelEmitRateLimiter::new(
                crate::channels::wasm::capabilities::EmitRateLimitConfig::default(),
@@ -4606,6 +4680,7 @@ mod tests {
        let result = WasmChannel::dispatch_emitted_messages(
            EmitDispatchContext {
                channel_name: "telegram",
+                capabilities: &capabilities,
                owner_scope_id: "owner-scope",
                owner_actor_id: Some("telegram-owner"),
                message_tx: &message_tx,
@@ -4634,6 +4709,8 @@ mod tests {

        let (tx, mut rx) = tokio::sync::mpsc::channel(10);
        let message_tx = Arc::new(tokio::sync::RwLock::new(Some(tx)));
+        let capabilities =
+            crate::channels::wasm::capabilities::ChannelCapabilities::for_channel("telegram");
        let rate_limiter = Arc::new(tokio::sync::RwLock::new(
            crate::channels::wasm::host::ChannelEmitRateLimiter::new(
                crate::channels::wasm::capabilities::EmitRateLimitConfig::default(),
@@ -4648,6 +4725,7 @@ mod tests {
        let result = WasmChannel::dispatch_emitted_messages(
            EmitDispatchContext {
                channel_name: "telegram",
+                capabilities: &capabilities,
                owner_scope_id: "owner-scope",
                owner_actor_id: Some("telegram-owner"),
                message_tx: &message_tx,
@@ -4717,6 +4795,8 @@ mod tests {

        let (tx, mut rx) = tokio::sync::mpsc::channel(10);
        let message_tx = Arc::new(tokio::sync::RwLock::new(Some(tx)));
+        let capabilities =
+            crate::channels::wasm::capabilities::ChannelCapabilities::for_channel("test-channel");

        let rate_limiter = Arc::new(tokio::sync::RwLock::new(
            crate::channels::wasm::host::ChannelEmitRateLimiter::new(
@@ -4730,6 +4810,7 @@ mod tests {
        let result = WasmChannel::dispatch_emitted_messages(
            EmitDispatchContext {
                channel_name: "test-channel",
+                capabilities: &capabilities,
                owner_scope_id: "default",
                owner_actor_id: None,
                message_tx: &message_tx,
@@ -1,17 +1,133 @@
 //! Bearer token authentication middleware for the web gateway.
+//!
+//! Supports multi-user mode: each token maps to a `UserIdentity` that carries
+//! the user_id. The identity is inserted into request extensions so downstream
+//! handlers can extract it via `AuthenticatedUser`.
+
+use std::collections::HashMap;

 use axum::{
-    extract::{Request, State},
-    http::{HeaderMap, Method, StatusCode},
+    extract::{FromRequestParts, Request, State},
+    http::{HeaderMap, Method, StatusCode, request::Parts},
    middleware::Next,
    response::{IntoResponse, Response},
 };
+use sha2::{Digest, Sha256};
 use subtle::ConstantTimeEq;

-/// Shared auth state injected via axum middleware state.
+/// Identity resolved from a bearer token.
+#[derive(Debug, Clone)]
+pub struct UserIdentity {
+    pub user_id: String,
+    /// Additional user scopes this identity can read from.
+    pub workspace_read_scopes: Vec<String>,
+}
+
+/// Hash a token with SHA-256 for constant-size, timing-safe storage.
+fn hash_token(token: &str) -> [u8; 32] {
+    let mut hasher = Sha256::new();
+    hasher.update(token.as_bytes());
+    hasher.finalize().into()
+}
+
+/// Multi-user auth state: maps token hashes to user identities.
+///
+/// Tokens are SHA-256 hashed on construction so they are never stored in
+/// plaintext. Authentication compares fixed-size (32-byte) digests using
+/// constant-time comparison, eliminating both length-oracle timing leaks
+/// and accidental token exposure in memory dumps.
+///
+/// In single-user mode (the default), contains exactly one entry.
 #[derive(Clone)]
-pub struct AuthState {
-    pub token: String,
+pub struct MultiAuthState {
+    /// Maps SHA-256(token) → identity. Tokens are never stored in cleartext.
+    hashed_tokens: Vec<([u8; 32], UserIdentity)>,
+    /// Original first token kept only for single-user startup printing.
+    /// Not used for authentication.
+    display_token: Option<String>,
+}
+
+impl MultiAuthState {
+    /// Create a single-user auth state (backwards compatible).
+    pub fn single(token: String, user_id: String) -> Self {
+        let hash = hash_token(&token);
+        Self {
+            hashed_tokens: vec![(
+                hash,
+                UserIdentity {
+                    user_id,
+                    workspace_read_scopes: Vec::new(),
+                },
+            )],
+            display_token: Some(token),
+        }
+    }
+
+    /// Create a multi-user auth state from a map of tokens to identities.
+    pub fn multi(tokens: HashMap<String, UserIdentity>) -> Self {
+        let hashed_tokens: Vec<([u8; 32], UserIdentity)> = tokens
+            .into_iter()
+            .map(|(tok, identity)| (hash_token(&tok), identity))
+            .collect();
+        Self {
+            hashed_tokens,
+            display_token: None,
+        }
+    }
+
+    /// Authenticate a token, returning the associated identity if valid.
+    ///
+    /// Uses SHA-256 hashing + constant-time comparison (`subtle::ConstantTimeEq`)
+    /// to prevent timing side-channels. Both the candidate and stored tokens are
+    /// hashed to 32-byte digests, eliminating length-oracle leaks. Iterates all
+    /// entries regardless of match to avoid early-exit timing differences.
+    /// O(n) in the number of configured users — negligible for typical
+    /// deployments (< 10 users).
+    pub fn authenticate(&self, candidate: &str) -> Option<&UserIdentity> {
+        let candidate_hash = hash_token(candidate);
+        let mut matched: Option<&UserIdentity> = None;
+        for (stored_hash, identity) in &self.hashed_tokens {
+            if bool::from(candidate_hash.ct_eq(stored_hash)) {
+                matched = Some(identity);
+            }
+        }
+        matched
+    }
+
+    /// Get the first token for backwards-compatible printing at startup.
+    ///
+    /// Only available in single-user mode; returns `None` in multi-user mode
+    /// to avoid exposing tokens.
+    pub fn first_token(&self) -> Option<&str> {
+        self.display_token.as_deref()
+    }
+
+    /// Get the first user identity (for single-user fallback).
+    pub fn first_identity(&self) -> Option<&UserIdentity> {
+        self.hashed_tokens.first().map(|(_, id)| id)
+    }
+}
+
+/// Axum extractor that provides the authenticated user identity.
+///
+/// Only available on routes behind `auth_middleware`. Extracts the
+/// `UserIdentity` that the middleware inserted into request extensions.
+pub struct AuthenticatedUser(pub UserIdentity);
+
+impl<S> FromRequestParts<S> for AuthenticatedUser
+where
+    S: Send + Sync,
+{
+    type Rejection = (StatusCode, &'static str);
+
+    async fn from_request_parts(parts: &mut Parts, _state: &S) -> Result<Self, Self::Rejection> {
+        parts
+            .extensions
+            .get::<UserIdentity>()
+            .cloned()
+            .map(AuthenticatedUser)
+            .ok_or((StatusCode::UNAUTHORIZED, "Not authenticated"))
+    }
 }

 /// Whether query-string token auth is allowed for this request.
@@ -51,29 +167,34 @@ fn query_token(request: &Request) -> Option<String> {
 /// Auth middleware that validates bearer token from header or query param.
 ///
 /// SSE connections can't set headers from `EventSource`, so we also accept
-/// `?token=xxx` as a query parameter, but only on SSE endpoints.
+/// `?token=xxx` as a query parameter, but only on SSE/WS endpoints.
+///
+/// On successful authentication, inserts the matching `UserIdentity` into
+/// request extensions for downstream extraction via `AuthenticatedUser`.
 pub async fn auth_middleware(
-    State(auth): State<AuthState>,
+    State(auth): State<MultiAuthState>,
    headers: HeaderMap,
-    request: Request,
+    mut request: Request,
    next: Next,
 ) -> Response {
-    // Try Authorization header first (constant-time comparison).
+    // Try Authorization header first.
    // RFC 6750 Section 2.1: auth-scheme comparison is case-insensitive.
    if let Some(auth_header) = headers.get("authorization")
        && let Ok(value) = auth_header.to_str()
        && value.len() > 7
        && value[..7].eq_ignore_ascii_case("Bearer ")
-        && bool::from(value.as_bytes()[7..].ct_eq(auth.token.as_bytes()))
+        && let Some(identity) = auth.authenticate(&value[7..])
    {
+        request.extensions_mut().insert(identity.clone());
        return next.run(request).await;
    }

-    // Fall back to query parameter, but only for SSE endpoints (constant-time comparison).
+    // Fall back to query parameter, but only for SSE/WS endpoints.
    if allows_query_token_auth(&request)
        && let Some(token) = query_token(&request)
-        && bool::from(token.as_bytes().ct_eq(auth.token.as_bytes()))
+        && let Some(identity) = auth.authenticate(&token)
    {
+        request.extensions_mut().insert(identity.clone());
        return next.run(request).await;
    }

@@ -83,15 +204,61 @@ pub async fn auth_middleware(
 #[cfg(test)]
 mod tests {
    use super::*;
-    use crate::testing::credentials::{TEST_AUTH_SECRET_TOKEN, TEST_BEARER_TOKEN};
+    use crate::testing::credentials::TEST_AUTH_SECRET_TOKEN;

    #[test]
-    fn test_auth_state_clone() {
-        let state = AuthState {
-            token: TEST_BEARER_TOKEN.to_string(),
-        };
-        let cloned = state.clone();
-        assert_eq!(cloned.token, TEST_BEARER_TOKEN);
+    fn test_multi_auth_state_single() {
+        let state = MultiAuthState::single("tok-123".to_string(), "alice".to_string());
+        let identity = state.authenticate("tok-123");
+        assert!(identity.is_some());
+        assert_eq!(identity.unwrap().user_id, "alice");
+    }
+
+    #[test]
+    fn test_multi_auth_state_reject_wrong_token() {
+        let state = MultiAuthState::single("tok-123".to_string(), "alice".to_string());
+        assert!(state.authenticate("wrong-token").is_none());
+    }
+
+    #[test]
+    fn test_multi_auth_state_multi_users() {
+        let mut tokens = HashMap::new();
+        tokens.insert(
+            "tok-alice".to_string(),
+            UserIdentity {
+                user_id: "alice".to_string(),
+                workspace_read_scopes: Vec::new(),
+            },
+        );
+        tokens.insert(
+            "tok-bob".to_string(),
+            UserIdentity {
+                user_id: "bob".to_string(),
+                workspace_read_scopes: Vec::new(),
+            },
+        );
+        let state = MultiAuthState::multi(tokens);
+
+        let alice = state.authenticate("tok-alice").unwrap();
+        assert_eq!(alice.user_id, "alice");
+
+        let bob = state.authenticate("tok-bob").unwrap();
+        assert_eq!(bob.user_id, "bob");
+
+        assert!(state.authenticate("tok-charlie").is_none());
+    }
+
+    #[test]
+    fn test_multi_auth_state_first_token() {
+        let state = MultiAuthState::single("my-token".to_string(), "user1".to_string());
+        assert_eq!(state.first_token(), Some("my-token"));
+    }
+
+    #[test]
+    fn test_multi_auth_state_first_identity() {
+        let state = MultiAuthState::single("my-token".to_string(), "user1".to_string());
+        let identity = state.first_identity().unwrap();
+        assert_eq!(identity.user_id, "user1");
    }

    use axum::Router;
@@ -107,9 +274,7 @@ mod tests {
    /// Router with streaming endpoints (query auth allowed) and regular
    /// endpoints (query auth rejected).
    fn test_app(token: &str) -> Router {
-        let state = AuthState {
-            token: token.to_string(),
-        };
+        let state = MultiAuthState::single(token.to_string(), "test-user".to_string());
        Router::new()
            .route("/api/chat/events", get(dummy_handler))
            .route("/api/logs/events", get(dummy_handler))
@@ -306,4 +471,200 @@ mod tests {
        let resp = app.oneshot(req).await.unwrap();
        assert_eq!(resp.status(), StatusCode::UNAUTHORIZED);
    }
+
+    // --- Multi-tenant auth integration tests ---
+
+    /// Handler that extracts `AuthenticatedUser` and returns the resolved user_id.
+    async fn identity_handler(AuthenticatedUser(identity): AuthenticatedUser) -> String {
+        identity.user_id
+    }
+
+    /// Handler that extracts `AuthenticatedUser` and returns workspace_read_scopes as JSON.
+    async fn scopes_handler(AuthenticatedUser(identity): AuthenticatedUser) -> String {
+        serde_json::to_string(&identity.workspace_read_scopes).unwrap()
+    }
+
+    /// Build a multi-user router where each token maps to a distinct identity.
+    fn multi_user_app(tokens: HashMap<String, UserIdentity>) -> Router {
+        let state = MultiAuthState::multi(tokens);
+        Router::new()
+            .route("/api/chat/events", get(identity_handler))
+            .route("/api/chat/send", post(identity_handler))
+            .route("/api/scopes", get(scopes_handler))
+            .layer(middleware::from_fn_with_state(state, auth_middleware))
+    }
+
+    fn two_user_tokens() -> HashMap<String, UserIdentity> {
+        let mut tokens = HashMap::new();
+        tokens.insert(
+            "tok-alice".to_string(),
+            UserIdentity {
+                user_id: "alice".to_string(),
+                workspace_read_scopes: vec!["shared".to_string()],
+            },
+        );
+        tokens.insert(
+            "tok-bob".to_string(),
+            UserIdentity {
+                user_id: "bob".to_string(),
+                workspace_read_scopes: vec!["shared".to_string(), "alice".to_string()],
+            },
+        );
+        tokens
+    }
+
+    #[tokio::test]
+    async fn test_multi_user_alice_token_resolves_to_alice() {
+        let app = multi_user_app(two_user_tokens());
+        let req = Request::builder()
+            .uri("/api/chat/events")
+            .header("Authorization", "Bearer tok-alice")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::OK);
+        let body = axum::body::to_bytes(resp.into_body(), 1024).await.unwrap();
+        assert_eq!(body, "alice");
+    }
+
+    #[tokio::test]
+    async fn test_multi_user_bob_token_resolves_to_bob() {
+        let app = multi_user_app(two_user_tokens());
+        let req = Request::builder()
+            .uri("/api/chat/events")
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::OK);
+        let body = axum::body::to_bytes(resp.into_body(), 1024).await.unwrap();
+        assert_eq!(body, "bob");
+    }
+
+    #[tokio::test]
+    async fn test_multi_user_sequential_tokens_resolve_independently() {
+        // Send both alice and bob tokens sequentially and verify each gets
+        // the correct identity — guards against token map corruption.
+        let tokens = two_user_tokens();
+
+        let app1 = multi_user_app(tokens.clone());
+        let req = Request::builder()
+            .uri("/api/chat/events")
+            .header("Authorization", "Bearer tok-alice")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app1.oneshot(req).await.unwrap();
+        let body = axum::body::to_bytes(resp.into_body(), 1024).await.unwrap();
+        assert_eq!(body, "alice");
+
+        let app2 = multi_user_app(tokens);
+        let req = Request::builder()
+            .uri("/api/chat/events")
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app2.oneshot(req).await.unwrap();
+        let body = axum::body::to_bytes(resp.into_body(), 1024).await.unwrap();
+        assert_eq!(body, "bob");
+    }
+
+    #[tokio::test]
+    async fn test_multi_user_unknown_token_rejected() {
+        let app = multi_user_app(two_user_tokens());
+        let req = Request::builder()
+            .uri("/api/chat/events")
+            .header("Authorization", "Bearer tok-charlie")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::UNAUTHORIZED);
+    }
+
+    #[tokio::test]
+    async fn test_multi_user_workspace_read_scopes_propagated() {
+        let app = multi_user_app(two_user_tokens());
+
+        // Alice has ["shared"]
+        let req = Request::builder()
+            .uri("/api/scopes")
+            .header("Authorization", "Bearer tok-alice")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        let body = axum::body::to_bytes(resp.into_body(), 1024).await.unwrap();
+        let scopes: Vec<String> = serde_json::from_slice(&body).unwrap();
+        assert_eq!(scopes, vec!["shared"]);
+    }
+
+    #[tokio::test]
+    async fn test_multi_user_bob_has_two_scopes() {
+        let app = multi_user_app(two_user_tokens());
+
+        // Bob has ["shared", "alice"]
+        let req = Request::builder()
+            .uri("/api/scopes")
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        let body = axum::body::to_bytes(resp.into_body(), 1024).await.unwrap();
+        let scopes: Vec<String> = serde_json::from_slice(&body).unwrap();
+        assert_eq!(scopes, vec!["shared", "alice"]);
+    }
+
+    #[tokio::test]
+    async fn test_multi_user_query_param_resolves_correct_identity() {
+        let app = multi_user_app(two_user_tokens());
+        let req = Request::builder()
+            .uri("/api/chat/events?token=tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::OK);
+        let body = axum::body::to_bytes(resp.into_body(), 1024).await.unwrap();
+        assert_eq!(body, "bob");
+    }
+
+    #[tokio::test]
+    async fn test_multi_user_post_with_bearer_resolves_identity() {
+        let app = multi_user_app(two_user_tokens());
+        let req = Request::builder()
+            .method(Method::POST)
+            .uri("/api/chat/send")
+            .header("Authorization", "Bearer tok-alice")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::OK);
+        let body = axum::body::to_bytes(resp.into_body(), 1024).await.unwrap();
+        assert_eq!(body, "alice");
+    }
+
+    #[tokio::test]
+    async fn test_multi_user_empty_scopes_for_single_user() {
+        // Single-user mode creates identity with empty workspace_read_scopes.
+        let state = MultiAuthState::single("tok-only".to_string(), "solo".to_string());
+        let app = Router::new()
+            .route("/api/scopes", get(scopes_handler))
+            .layer(middleware::from_fn_with_state(state, auth_middleware));
+        let req = Request::builder()
+            .uri("/api/scopes")
+            .header("Authorization", "Bearer tok-only")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        let body = axum::body::to_bytes(resp.into_body(), 1024).await.unwrap();
+        let scopes: Vec<String> = serde_json::from_slice(&body).unwrap();
+        assert!(scopes.is_empty());
+    }
+
+    #[tokio::test]
+    async fn test_prefix_and_extension_tokens_rejected() {
+        // Verifies that prefix/suffix variants of valid tokens are rejected.
+        // Note: the constant-time property is enforced structurally by use of
+        // subtle::ConstantTimeEq and cannot be verified via outcome testing.
+        let state = MultiAuthState::single("long-secret-token".to_string(), "user".to_string());
+        assert!(state.authenticate("long-secret").is_none());
+        assert!(state.authenticate("long-secret-token-extra").is_none());
+    }
 }
@@ -12,22 +12,24 @@ use serde::Deserialize;
 use uuid::Uuid;

 use crate::channels::IncomingMessage;
+use crate::channels::web::auth::AuthenticatedUser;
 use crate::channels::web::server::GatewayState;
 use crate::channels::web::types::*;
 use crate::channels::web::util::{build_turns_from_db_messages, truncate_preview};

 pub async fn chat_send_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(identity): AuthenticatedUser,
    Json(req): Json<SendMessageRequest>,
 ) -> Result<(StatusCode, Json<SendMessageResponse>), (StatusCode, String)> {
-    if !state.chat_rate_limiter.check() {
+    if !state.chat_rate_limiter.check(&identity.user_id) {
        return Err((
            StatusCode::TOO_MANY_REQUESTS,
            "Rate limit exceeded. Try again shortly.".to_string(),
        ));
    }

-    let mut msg = IncomingMessage::new("gateway", &state.user_id, &req.content);
+    let mut msg = IncomingMessage::new("gateway", &identity.user_id, &req.content);

    if let Some(ref thread_id) = req.thread_id {
        msg = msg.with_thread(thread_id);
@@ -74,6 +76,7 @@ pub async fn chat_send_handler(

 pub async fn chat_approval_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(identity): AuthenticatedUser,
    Json(req): Json<ApprovalRequest>,
 ) -> Result<(StatusCode, Json<SendMessageResponse>), (StatusCode, String)> {
    let (approved, always) = match req.action.as_str() {
@@ -109,7 +112,7 @@ pub async fn chat_approval_handler(
        )
    })?;

-    let mut msg = IncomingMessage::new("gateway", &state.user_id, content);
+    let mut msg = IncomingMessage::new("gateway", &identity.user_id, content);

    if let Some(ref thread_id) = req.thread_id {
        msg = msg.with_thread(thread_id);
@@ -150,6 +153,7 @@ pub async fn chat_approval_handler(
 /// The token never touches the LLM, chat history, or SSE stream.
 pub async fn chat_auth_token_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Json(req): Json<AuthTokenRequest>,
 ) -> Result<Json<ActionResponse>, (StatusCode, String)> {
    let ext_mgr = state.extension_manager.as_ref().ok_or((
@@ -158,7 +162,7 @@ pub async fn chat_auth_token_handler(
    ))?;

    match ext_mgr
-        .configure_token(&req.extension_name, &req.token)
+        .configure_token(&req.extension_name, &req.token, &user.user_id)
        .await
    {
        Ok(result) => {
@@ -169,20 +173,26 @@ pub async fn chat_auth_token_handler(
            resp.instructions = result.verification.as_ref().map(|v| v.instructions.clone());

            if result.verification.is_some() {
-                state.sse.broadcast(SseEvent::AuthRequired {
-                    extension_name: req.extension_name.clone(),
-                    instructions: Some(result.message),
-                    auth_url: None,
-                    setup_url: None,
-                });
+                state.sse.broadcast_for_user(
+                    &user.user_id,
+                    AppEvent::AuthRequired {
+                        extension_name: req.extension_name.clone(),
+                        instructions: Some(result.message),
+                        auth_url: None,
+                        setup_url: None,
+                    },
+                );
            } else {
-                clear_auth_mode(&state).await;
+                clear_auth_mode(&state, &user.user_id).await;

-                state.sse.broadcast(SseEvent::AuthCompleted {
-                    extension_name: req.extension_name.clone(),
-                    success: true,
-                    message: result.message,
-                });
+                state.sse.broadcast_for_user(
+                    &user.user_id,
+                    AppEvent::AuthCompleted {
+                        extension_name: req.extension_name.clone(),
+                        success: true,
+                        message: result.message,
+                    },
+                );
            }

            Ok(Json(resp))
@@ -190,12 +200,15 @@ pub async fn chat_auth_token_handler(
        Err(e) => {
            let msg = e.to_string();
            if matches!(e, crate::extensions::ExtensionError::ValidationFailed(_)) {
-                state.sse.broadcast(SseEvent::AuthRequired {
-                    extension_name: req.extension_name.clone(),
-                    instructions: Some(msg.clone()),
-                    auth_url: None,
-                    setup_url: None,
-                });
+                state.sse.broadcast_for_user(
+                    &user.user_id,
+                    AppEvent::AuthRequired {
+                        extension_name: req.extension_name.clone(),
+                        instructions: Some(msg.clone()),
+                        auth_url: None,
+                        setup_url: None,
+                    },
+                );
            }
            Ok(Json(ActionResponse::fail(msg)))
        }
@@ -205,16 +218,17 @@ pub async fn chat_auth_token_handler(
 /// Cancel an in-progress auth flow.
 pub async fn chat_auth_cancel_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(identity): AuthenticatedUser,
    Json(_req): Json<AuthCancelRequest>,
 ) -> Result<Json<ActionResponse>, (StatusCode, String)> {
-    clear_auth_mode(&state).await;
+    clear_auth_mode(&state, &identity.user_id).await;
    Ok(Json(ActionResponse::ok("Auth cancelled")))
 }

 /// Clear pending auth mode on the active thread.
-pub async fn clear_auth_mode(state: &GatewayState) {
+pub async fn clear_auth_mode(state: &GatewayState, user_id: &str) {
    if let Some(ref sm) = state.session_manager {
-        let session = sm.get_or_create_session(&state.user_id).await;
+        let session = sm.get_or_create_session(user_id).await;
        let mut sess = session.lock().await;
        if let Some(thread_id) = sess.active_thread
            && let Some(thread) = sess.threads.get_mut(&thread_id)
@@ -226,8 +240,9 @@ pub async fn clear_auth_mode(state: &GatewayState) {

 pub async fn chat_events_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
 ) -> Result<impl IntoResponse, (StatusCode, String)> {
-    state.sse.subscribe().ok_or((
+    state.sse.subscribe(Some(user.user_id)).ok_or((
        StatusCode::SERVICE_UNAVAILABLE,
        "Too many connections".to_string(),
    ))
@@ -237,6 +252,7 @@ pub async fn chat_ws_handler(
    headers: axum::http::HeaderMap,
    ws: WebSocketUpgrade,
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(identity): AuthenticatedUser,
 ) -> Result<impl IntoResponse, (StatusCode, String)> {
    // Validate Origin header to prevent cross-site WebSocket hijacking.
    let origin = headers
@@ -262,7 +278,9 @@ pub async fn chat_ws_handler(
            "WebSocket origin not allowed".to_string(),
        ));
    }
-    Ok(ws.on_upgrade(move |socket| crate::channels::web::ws::handle_ws_connection(socket, state)))
+    Ok(ws.on_upgrade(move |socket| {
+        crate::channels::web::ws::handle_ws_connection(socket, state, identity)
+    }))
 }

 #[derive(Deserialize)]
@@ -274,6 +292,7 @@ pub struct HistoryQuery {

 pub async fn chat_history_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(identity): AuthenticatedUser,
    Query(query): Query<HistoryQuery>,
 ) -> Result<Json<HistoryResponse>, (StatusCode, String)> {
    let session_manager = state.session_manager.as_ref().ok_or((
@@ -281,7 +300,9 @@ pub async fn chat_history_handler(
        "Session manager not available".to_string(),
    ))?;

-    let session = session_manager.get_or_create_session(&state.user_id).await;
+    let session = session_manager
+        .get_or_create_session(&identity.user_id)
+        .await;

    let limit = query.limit.unwrap_or(50);
    let before_cursor = query
@@ -314,7 +335,7 @@ pub async fn chat_history_handler(
        && let Some(ref store) = state.store
    {
        let owned = store
-            .conversation_belongs_to_user(thread_id, &state.user_id)
+            .conversation_belongs_to_user(thread_id, &identity.user_id)
            .await
            .unwrap_or(false);
        if !owned {
@@ -377,8 +398,10 @@ pub async fn chat_history_handler(
                                truncate_preview(&s, 500)
                            }),
                            error: tc.error.clone(),
+                            rationale: tc.rationale.clone(),
                        })
                        .collect(),
+                    narrative: t.narrative.clone(),
                })
                .collect();

@@ -434,24 +457,27 @@ pub async fn chat_history_handler(

 pub async fn chat_threads_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(identity): AuthenticatedUser,
 ) -> Result<Json<ThreadListResponse>, (StatusCode, String)> {
    let session_manager = state.session_manager.as_ref().ok_or((
        StatusCode::SERVICE_UNAVAILABLE,
        "Session manager not available".to_string(),
    ))?;

-    let session = session_manager.get_or_create_session(&state.user_id).await;
+    let session = session_manager
+        .get_or_create_session(&identity.user_id)
+        .await;

    // Try DB first for persistent thread list
    if let Some(ref store) = state.store {
        // Auto-create assistant thread if it doesn't exist
        let assistant_id = store
-            .get_or_create_assistant_conversation(&state.user_id, "gateway")
+            .get_or_create_assistant_conversation(&identity.user_id, "gateway")
            .await
            .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;

        if let Ok(summaries) = store
-            .list_conversations_all_channels(&state.user_id, 50)
+            .list_conversations_all_channels(&identity.user_id, 50)
            .await
        {
            let mut assistant_thread = None;
@@ -534,13 +560,16 @@ pub async fn chat_threads_handler(

 pub async fn chat_new_thread_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(identity): AuthenticatedUser,
 ) -> Result<Json<ThreadInfo>, (StatusCode, String)> {
    let session_manager = state.session_manager.as_ref().ok_or((
        StatusCode::SERVICE_UNAVAILABLE,
        "Session manager not available".to_string(),
    ))?;

-    let session = session_manager.get_or_create_session(&state.user_id).await;
+    let session = session_manager
+        .get_or_create_session(&identity.user_id)
+        .await;
    let (thread_id, info) = {
        let mut sess = session.lock().await;
        let thread = sess.create_thread();
@@ -562,12 +591,12 @@ pub async fn chat_new_thread_handler(
    // so that the subsequent loadThreads() call from the frontend sees it.
    if let Some(ref store) = state.store {
        match store
-            .ensure_conversation(thread_id, "gateway", &state.user_id, None)
+            .ensure_conversation(thread_id, "gateway", &identity.user_id, None)
            .await
        {
            Ok(true) => {}
            Ok(false) => tracing::warn!(
-                user = %state.user_id,
+                user = %identity.user_id,
                thread_id = %thread_id,
                "Skipped persisting new thread due to ownership/channel conflict"
            ),
@@ -8,11 +8,13 @@ use axum::{
    http::StatusCode,
 };

+use crate::channels::web::auth::AuthenticatedUser;
 use crate::channels::web::server::GatewayState;
 use crate::channels::web::types::*;

 pub async fn extensions_list_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
 ) -> Result<Json<ExtensionListResponse>, (StatusCode, String)> {
    let ext_mgr = state.extension_manager.as_ref().ok_or((
        StatusCode::NOT_IMPLEMENTED,
@@ -20,7 +22,7 @@ pub async fn extensions_list_handler(
    ))?;

    let installed = ext_mgr
-        .list(None, false)
+        .list(None, false, &user.user_id)
        .await
        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;

@@ -45,6 +47,7 @@ pub async fn extensions_list_handler(
                    &ext,
                    has_paired,
                    owner_bound_channels.contains(&ext.name),
+                    ext.requires_binding,
                )
            } else if ext.kind == crate::extensions::ExtensionKind::ChannelRelay {
                Some(if ext.active {
@@ -80,6 +83,7 @@ pub async fn extensions_list_handler(

 pub async fn extensions_tools_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(_user): AuthenticatedUser,
 ) -> Result<Json<ToolListResponse>, (StatusCode, String)> {
    let registry = state.tool_registry.as_ref().ok_or((
        StatusCode::SERVICE_UNAVAILABLE,
@@ -100,6 +104,7 @@ pub async fn extensions_tools_handler(

 pub async fn extensions_install_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Json(req): Json<InstallExtensionRequest>,
 ) -> Result<Json<ActionResponse>, (StatusCode, String)> {
    let ext_mgr = state.extension_manager.as_ref().ok_or((
@@ -116,7 +121,7 @@ pub async fn extensions_install_handler(
    });

    match ext_mgr
-        .install(&req.name, req.url.as_deref(), kind_hint)
+        .install(&req.name, req.url.as_deref(), kind_hint, &user.user_id)
        .await
    {
        Ok(result) => Ok(Json(ActionResponse::ok(result.message))),
@@ -126,6 +131,7 @@ pub async fn extensions_install_handler(

 pub async fn extensions_remove_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(name): Path<String>,
 ) -> Result<Json<ActionResponse>, (StatusCode, String)> {
    let ext_mgr = state.extension_manager.as_ref().ok_or((
@@ -133,7 +139,7 @@ pub async fn extensions_remove_handler(
        "Extension manager not available (secrets store required)".to_string(),
    ))?;

-    match ext_mgr.remove(&name).await {
+    match ext_mgr.remove(&name, &user.user_id).await {
        Ok(message) => Ok(Json(ActionResponse::ok(message))),
        Err(e) => Ok(Json(ActionResponse::fail(e.to_string()))),
    }
@@ -11,11 +11,13 @@ use axum::{
 use serde::Deserialize;
 use uuid::Uuid;

+use crate::channels::web::auth::AuthenticatedUser;
 use crate::channels::web::server::GatewayState;
 use crate::channels::web::types::*;

 pub async fn jobs_list_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
 ) -> Result<Json<JobListResponse>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
        StatusCode::SERVICE_UNAVAILABLE,
@@ -25,8 +27,8 @@ pub async fn jobs_list_handler(
    let mut jobs: Vec<JobInfo> = Vec::new();
    let mut seen_ids: HashSet<Uuid> = HashSet::new();

-    // Fetch sandbox jobs from database.
-    match store.list_sandbox_jobs().await {
+    // Fetch sandbox jobs scoped to this user.
+    match store.list_sandbox_jobs_for_user(&user.user_id).await {
        Ok(sandbox_jobs) => {
            for j in &sandbox_jobs {
                let ui_state = match j.status.as_str() {
@@ -50,8 +52,8 @@ pub async fn jobs_list_handler(
        }
    }

-    // Fetch agent (non-sandbox) jobs from database, deduplicating by ID.
-    match store.list_agent_jobs().await {
+    // Fetch agent (non-sandbox) jobs scoped to this user, deduplicating by ID.
+    match store.list_agent_jobs_for_user(&user.user_id).await {
        Ok(agent_jobs) => {
            for j in &agent_jobs {
                if seen_ids.contains(&j.id) {
@@ -80,6 +82,7 @@ pub async fn jobs_list_handler(

 pub async fn jobs_summary_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
 ) -> Result<Json<JobSummaryResponse>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
        StatusCode::SERVICE_UNAVAILABLE,
@@ -93,8 +96,8 @@ pub async fn jobs_summary_handler(
    let mut failed = 0;
    let mut stuck = 0;

-    // Sandbox job counts.
-    match store.sandbox_job_summary().await {
+    // Sandbox job counts scoped to this user.
+    match store.sandbox_job_summary_for_user(&user.user_id).await {
        Ok(s) => {
            total += s.total;
            pending += s.creating;
@@ -107,8 +110,8 @@ pub async fn jobs_summary_handler(
        }
    }

-    // Agent job counts.
-    match store.agent_job_summary().await {
+    // Agent job counts scoped to this user.
+    match store.agent_job_summary_for_user(&user.user_id).await {
        Ok(s) => {
            total += s.total;
            pending += s.pending;
@@ -134,6 +137,7 @@ pub async fn jobs_summary_handler(

 pub async fn jobs_detail_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
 ) -> Result<Json<JobDetailResponse>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
@@ -145,169 +149,213 @@ pub async fn jobs_detail_handler(
        .map_err(|_| (StatusCode::BAD_REQUEST, "Invalid job ID".to_string()))?;

    // Try sandbox job from DB first.
-    if let Ok(Some(job)) = store.get_sandbox_job(job_id).await {
-        let browse_id = std::path::Path::new(&job.project_dir)
-            .file_name()
-            .map(|n| n.to_string_lossy().to_string())
-            .unwrap_or_else(|| job.id.to_string());
+    match store.get_sandbox_job(job_id).await {
+        Ok(Some(job)) => {
+            if job.user_id != user.user_id {
+                return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+            }
+            let browse_id = std::path::Path::new(&job.project_dir)
+                .file_name()
+                .map(|n| n.to_string_lossy().to_string())
+                .unwrap_or_else(|| job.id.to_string());

-        let ui_state = match job.status.as_str() {
-            "creating" => "pending",
-            "running" => "in_progress",
-            s => s,
-        };
+            let ui_state = match job.status.as_str() {
+                "creating" => "pending",
+                "running" => "in_progress",
+                s => s,
+            };

-        let elapsed_secs = job.started_at.map(|start| {
-            let end = job.completed_at.unwrap_or_else(chrono::Utc::now);
-            (end - start).num_seconds().max(0) as u64
-        });
-
-        // Synthesize transitions from timestamps.
-        let mut transitions = Vec::new();
-        if let Some(started) = job.started_at {
-            transitions.push(TransitionInfo {
-                from: "creating".to_string(),
-                to: "running".to_string(),
-                timestamp: started.to_rfc3339(),
-                reason: None,
+            let elapsed_secs = job.started_at.map(|start| {
+                let end = job.completed_at.unwrap_or_else(chrono::Utc::now);
+                (end - start).num_seconds().max(0) as u64
            });
-        }
-        if let Some(completed) = job.completed_at {
-            transitions.push(TransitionInfo {
-                from: "running".to_string(),
-                to: job.status.clone(),
-                timestamp: completed.to_rfc3339(),
-                reason: job.failure_reason.clone(),
-            });
-        }

-        let mode = store.get_sandbox_job_mode(job.id).await.ok().flatten();
-        let is_claude_code = mode.as_deref() == Some("claude_code");
+            // Synthesize transitions from timestamps.
+            let mut transitions = Vec::new();
+            if let Some(started) = job.started_at {
+                transitions.push(TransitionInfo {
+                    from: "creating".to_string(),
+                    to: "running".to_string(),
+                    timestamp: started.to_rfc3339(),
+                    reason: None,
+                });
+            }
+            if let Some(completed) = job.completed_at {
+                transitions.push(TransitionInfo {
+                    from: "running".to_string(),
+                    to: job.status.clone(),
+                    timestamp: completed.to_rfc3339(),
+                    reason: job.failure_reason.clone(),
+                });
+            }

-        return Ok(Json(JobDetailResponse {
-            id: job.id,
-            title: job.task.clone(),
-            description: String::new(),
-            state: ui_state.to_string(),
-            user_id: job.user_id.clone(),
-            created_at: job.created_at.to_rfc3339(),
-            started_at: job.started_at.map(|dt| dt.to_rfc3339()),
-            completed_at: job.completed_at.map(|dt| dt.to_rfc3339()),
-            elapsed_secs,
-            project_dir: Some(job.project_dir.clone()),
-            browse_url: Some(format!("/projects/{}/", browse_id)),
-            job_mode: mode.filter(|m| m != "worker"),
-            transitions,
-            can_restart: state.job_manager.is_some(),
-            can_prompt: is_claude_code && state.prompt_queue.is_some(),
-            job_kind: Some("sandbox".to_string()),
-        }));
+            let mode = store.get_sandbox_job_mode(job.id).await.ok().flatten();
+            let is_claude_code = mode.as_deref() == Some("claude_code");
+
+            return Ok(Json(JobDetailResponse {
+                id: job.id,
+                title: job.task.clone(),
+                description: String::new(),
+                state: ui_state.to_string(),
+                user_id: job.user_id.clone(),
+                created_at: job.created_at.to_rfc3339(),
+                started_at: job.started_at.map(|dt| dt.to_rfc3339()),
+                completed_at: job.completed_at.map(|dt| dt.to_rfc3339()),
+                elapsed_secs,
+                project_dir: Some(job.project_dir.clone()),
+                browse_url: Some(format!("/projects/{}/", browse_id)),
+                job_mode: mode.filter(|m| m != "worker"),
+                transitions,
+                can_restart: state.job_manager.is_some(),
+                can_prompt: is_claude_code && state.prompt_queue.is_some(),
+                job_kind: Some("sandbox".to_string()),
+            }));
+        }
+        Ok(None) => {}
+        Err(e) => {
+            return Err((
+                StatusCode::INTERNAL_SERVER_ERROR,
+                format!("Database error: {}", e),
+            ));
+        }
    }

    // Fall back to agent job from DB.
-    if let Ok(Some(ctx)) = store.get_job(job_id).await {
-        let elapsed_secs = ctx.started_at.map(|start| {
-            let end = ctx.completed_at.unwrap_or_else(chrono::Utc::now);
-            (end - start).num_seconds().max(0) as u64
-        });
+    match store.get_job(job_id).await {
+        Ok(Some(ctx)) => {
+            if ctx.user_id != user.user_id {
+                return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+            }
+            let elapsed_secs = ctx.started_at.map(|start| {
+                let end = ctx.completed_at.unwrap_or_else(chrono::Utc::now);
+                (end - start).num_seconds().max(0) as u64
+            });

-        // Only show prompt bar for jobs that have a running worker (Pending/InProgress).
-        // Stuck jobs have no active worker loop, so messages would be silently dropped.
-        let is_promptable = matches!(
-            ctx.state,
-            crate::context::JobState::Pending | crate::context::JobState::InProgress
-        );
-        return Ok(Json(JobDetailResponse {
-            id: ctx.job_id,
-            title: ctx.title.clone(),
-            description: ctx.description.clone(),
-            state: ctx.state.to_string(),
-            user_id: ctx.user_id.clone(),
-            created_at: ctx.created_at.to_rfc3339(),
-            started_at: ctx.started_at.map(|dt| dt.to_rfc3339()),
-            completed_at: ctx.completed_at.map(|dt| dt.to_rfc3339()),
-            elapsed_secs,
-            project_dir: None,
-            browse_url: None,
-            job_mode: None,
-            transitions: Vec::new(),
-            can_restart: state.scheduler.is_some(),
-            can_prompt: is_promptable && state.scheduler.is_some(),
-            job_kind: Some("agent".to_string()),
-        }));
+            // Only show prompt bar for jobs that have a running worker (Pending/InProgress).
+            // Stuck jobs have no active worker loop, so messages would be silently dropped.
+            let is_promptable = matches!(
+                ctx.state,
+                crate::context::JobState::Pending | crate::context::JobState::InProgress
+            );
+            Ok(Json(JobDetailResponse {
+                id: ctx.job_id,
+                title: ctx.title.clone(),
+                description: ctx.description.clone(),
+                state: ctx.state.to_string(),
+                user_id: ctx.user_id.clone(),
+                created_at: ctx.created_at.to_rfc3339(),
+                started_at: ctx.started_at.map(|dt| dt.to_rfc3339()),
+                completed_at: ctx.completed_at.map(|dt| dt.to_rfc3339()),
+                elapsed_secs,
+                project_dir: None,
+                browse_url: None,
+                job_mode: None,
+                transitions: Vec::new(),
+                can_restart: state.scheduler.is_some(),
+                can_prompt: is_promptable && state.scheduler.is_some(),
+                job_kind: Some("agent".to_string()),
+            }))
+        }
+        Ok(None) => Err((StatusCode::NOT_FOUND, "Job not found".to_string())),
+        Err(e) => Err((
+            StatusCode::INTERNAL_SERVER_ERROR,
+            format!("Database error: {}", e),
+        )),
    }
-
-    Err((StatusCode::NOT_FOUND, "Job not found".to_string()))
 }

 pub async fn jobs_cancel_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
 ) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
    let job_id = Uuid::parse_str(&id)
        .map_err(|_| (StatusCode::BAD_REQUEST, "Invalid job ID".to_string()))?;

    // Try sandbox job cancellation.
-    if let Some(ref store) = state.store
-        && let Ok(Some(job)) = store.get_sandbox_job(job_id).await
-    {
-        if job.status == "running" || job.status == "creating" {
-            // Stop the container if we have a job manager.
-            if let Some(ref jm) = state.job_manager
-                && let Err(e) = jm.stop_job(job_id).await
-            {
-                tracing::warn!(job_id = %job_id, error = %e, "Failed to stop container during cancellation");
+    if let Some(ref store) = state.store {
+        match store.get_sandbox_job(job_id).await {
+            Ok(Some(job)) => {
+                if job.user_id != user.user_id {
+                    return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+                }
+                if job.status == "running" || job.status == "creating" {
+                    if let Some(ref jm) = state.job_manager
+                        && let Err(e) = jm.stop_job(job_id).await
+                    {
+                        tracing::warn!(job_id = %job_id, error = %e, "Failed to stop container during cancellation");
+                    }
+                    store
+                        .update_sandbox_job_status(
+                            job_id,
+                            "failed",
+                            Some(false),
+                            Some("Cancelled by user"),
+                            None,
+                            Some(chrono::Utc::now()),
+                        )
+                        .await
+                        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
+                }
+                return Ok(Json(serde_json::json!({
+                    "status": "cancelled",
+                    "job_id": job_id,
+                })));
+            }
+            Ok(None) => {}
+            Err(e) => {
+                return Err((
+                    StatusCode::INTERNAL_SERVER_ERROR,
+                    format!("Database error: {}", e),
+                ));
            }
-            store
-                .update_sandbox_job_status(
-                    job_id,
-                    "failed",
-                    Some(false),
-                    Some("Cancelled by user"),
-                    None,
-                    Some(chrono::Utc::now()),
-                )
-                .await
-                .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
        }
-        return Ok(Json(serde_json::json!({
-            "status": "cancelled",
-            "job_id": job_id,
-        })));
    }

    // Fall back to agent job cancellation: stop the worker via the scheduler
    // (which updates the in-memory ContextManager AND aborts the task handle),
    // then persist the status to the DB as a fallback.
-    if let Some(ref store) = state.store
-        && let Ok(Some(job)) = store.get_job(job_id).await
-    {
-        if job.state.is_active() {
-            // Try to stop via scheduler (aborts the worker task + updates
-            // in-memory ContextManager). This is best-effort — the job may
-            // not be in the scheduler map if it already finished.
-            if let Some(ref slot) = state.scheduler
-                && let Some(ref scheduler) = *slot.read().await
-            {
-                let _ = scheduler.stop(job_id).await;
-            }
+    if let Some(ref store) = state.store {
+        match store.get_job(job_id).await {
+            Ok(Some(job)) => {
+                if job.user_id != user.user_id {
+                    return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+                }
+                if job.state.is_active() {
+                    // Try to stop via scheduler (aborts the worker task + updates
+                    // in-memory ContextManager). This is best-effort — the job may
+                    // not be in the scheduler map if it already finished.
+                    if let Some(ref slot) = state.scheduler
+                        && let Some(ref scheduler) = *slot.read().await
+                    {
+                        let _ = scheduler.stop(job_id).await;
+                    }

-            // Always persist cancellation to the DB so the state is
-            // consistent even if the scheduler wasn't available or the
-            // job wasn't in its in-memory map.
-            store
-                .update_job_status(
-                    job_id,
-                    crate::context::JobState::Cancelled,
-                    Some("Cancelled by user"),
-                )
-                .await
-                .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
+                    // Always persist cancellation to the DB so the state is
+                    // consistent even if the scheduler wasn't available or the
+                    // job wasn't in its in-memory map.
+                    store
+                        .update_job_status(
+                            job_id,
+                            crate::context::JobState::Cancelled,
+                            Some("Cancelled by user"),
+                        )
+                        .await
+                        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
+                }
+                return Ok(Json(serde_json::json!({
+                    "status": "cancelled",
+                    "job_id": job_id,
+                })));
+            }
+            Ok(None) => {}
+            Err(e) => {
+                return Err((
+                    StatusCode::INTERNAL_SERVER_ERROR,
+                    format!("Database error: {}", e),
+                ));
+            }
        }
-        return Ok(Json(serde_json::json!({
-            "status": "cancelled",
-            "job_id": job_id,
-        })));
    }

    Err((StatusCode::NOT_FOUND, "Job not found".to_string()))
@@ -315,6 +363,7 @@ pub async fn jobs_cancel_handler(

 pub async fn jobs_restart_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
 ) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
@@ -326,146 +375,166 @@ pub async fn jobs_restart_handler(
        .map_err(|_| (StatusCode::BAD_REQUEST, "Invalid job ID".to_string()))?;

    // Try sandbox job restart first.
-    if let Ok(Some(old_job)) = store.get_sandbox_job(old_job_id).await {
-        if old_job.status != "interrupted" && old_job.status != "failed" {
+    match store.get_sandbox_job(old_job_id).await {
+        Ok(Some(old_job)) => {
+            if old_job.user_id != user.user_id {
+                return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+            }
+            if old_job.status != "interrupted" && old_job.status != "failed" {
+                return Err((
+                    StatusCode::CONFLICT,
+                    format!("Cannot restart job in state '{}'", old_job.status),
+                ));
+            }
+
+            let jm = state.job_manager.as_ref().ok_or((
+                StatusCode::SERVICE_UNAVAILABLE,
+                "Sandbox not enabled".to_string(),
+            ))?;
+
+            // Enrich the task with failure context.
+            let task = if let Some(ref reason) = old_job.failure_reason {
+                format!(
+                    "Previous attempt failed: {}. Retry: {}",
+                    reason, old_job.task
+                )
+            } else {
+                old_job.task.clone()
+            };
+
+            let new_job_id = Uuid::new_v4();
+            let now = chrono::Utc::now();
+
+            let record = crate::history::SandboxJobRecord {
+                id: new_job_id,
+                task: task.clone(),
+                status: "creating".to_string(),
+                user_id: old_job.user_id.clone(),
+                project_dir: old_job.project_dir.clone(),
+                success: None,
+                failure_reason: None,
+                created_at: now,
+                started_at: None,
+                completed_at: None,
+                credential_grants_json: old_job.credential_grants_json.clone(),
+            };
+            store
+                .save_sandbox_job(&record)
+                .await
+                .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
+
+            let mode = match store.get_sandbox_job_mode(old_job_id).await {
+                Ok(Some(m)) if m == "claude_code" => {
+                    crate::orchestrator::job_manager::JobMode::ClaudeCode
+                }
+                _ => crate::orchestrator::job_manager::JobMode::Worker,
+            };
+
+            let credential_grants: Vec<crate::orchestrator::auth::CredentialGrant> =
+                serde_json::from_str(&old_job.credential_grants_json).unwrap_or_else(|e| {
+                    tracing::warn!(
+                        job_id = %old_job.id,
+                        "Failed to deserialize credential grants from stored job: {}. \
+                         Restarted job will have no credentials.",
+                        e
+                    );
+                    vec![]
+                });
+
+            let project_dir = std::path::PathBuf::from(&old_job.project_dir);
+            let _token = jm
+                .create_job(
+                    new_job_id,
+                    &task,
+                    Some(project_dir),
+                    mode,
+                    credential_grants,
+                )
+                .await
+                .map_err(|e| {
+                    (
+                        StatusCode::INTERNAL_SERVER_ERROR,
+                        format!("Failed to create container: {}", e),
+                    )
+                })?;
+
+            store
+                .update_sandbox_job_status(new_job_id, "running", None, None, Some(now), None)
+                .await
+                .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
+
+            return Ok(Json(serde_json::json!({
+                "status": "restarted",
+                "old_job_id": old_job_id,
+                "new_job_id": new_job_id,
+            })));
+        }
+        Ok(None) => {}
+        Err(e) => {
            return Err((
-                StatusCode::CONFLICT,
-                format!("Cannot restart job in state '{}'", old_job.status),
+                StatusCode::INTERNAL_SERVER_ERROR,
+                format!("Database error: {}", e),
            ));
        }
-
-        let jm = state.job_manager.as_ref().ok_or((
-            StatusCode::SERVICE_UNAVAILABLE,
-            "Sandbox not enabled".to_string(),
-        ))?;
-
-        // Enrich the task with failure context.
-        let task = if let Some(ref reason) = old_job.failure_reason {
-            format!(
-                "Previous attempt failed: {}. Retry: {}",
-                reason, old_job.task
-            )
-        } else {
-            old_job.task.clone()
-        };
-
-        let new_job_id = Uuid::new_v4();
-        let now = chrono::Utc::now();
-
-        let record = crate::history::SandboxJobRecord {
-            id: new_job_id,
-            task: task.clone(),
-            status: "creating".to_string(),
-            user_id: old_job.user_id.clone(),
-            project_dir: old_job.project_dir.clone(),
-            success: None,
-            failure_reason: None,
-            created_at: now,
-            started_at: None,
-            completed_at: None,
-            credential_grants_json: old_job.credential_grants_json.clone(),
-        };
-        store
-            .save_sandbox_job(&record)
-            .await
-            .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
-
-        let mode = match store.get_sandbox_job_mode(old_job_id).await {
-            Ok(Some(m)) if m == "claude_code" => {
-                crate::orchestrator::job_manager::JobMode::ClaudeCode
-            }
-            _ => crate::orchestrator::job_manager::JobMode::Worker,
-        };
-
-        let credential_grants: Vec<crate::orchestrator::auth::CredentialGrant> =
-            serde_json::from_str(&old_job.credential_grants_json).unwrap_or_else(|e| {
-                tracing::warn!(
-                    job_id = %old_job.id,
-                    "Failed to deserialize credential grants from stored job: {}. \
-                     Restarted job will have no credentials.",
-                    e
-                );
-                vec![]
-            });
-
-        let project_dir = std::path::PathBuf::from(&old_job.project_dir);
-        let _token = jm
-            .create_job(
-                new_job_id,
-                &task,
-                Some(project_dir),
-                mode,
-                credential_grants,
-            )
-            .await
-            .map_err(|e| {
-                (
-                    StatusCode::INTERNAL_SERVER_ERROR,
-                    format!("Failed to create container: {}", e),
-                )
-            })?;
-
-        store
-            .update_sandbox_job_status(new_job_id, "running", None, None, Some(now), None)
-            .await
-            .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
-
-        return Ok(Json(serde_json::json!({
-            "status": "restarted",
-            "old_job_id": old_job_id,
-            "new_job_id": new_job_id,
-        })));
    }

    // Try agent job restart: dispatch a new job via the scheduler.
-    if let Ok(Some(old_job)) = store.get_job(old_job_id).await {
-        if old_job.state.is_active() {
-            return Err((
-                StatusCode::CONFLICT,
-                format!("Cannot restart job in state '{}'", old_job.state),
-            ));
+    match store.get_job(old_job_id).await {
+        Ok(Some(old_job)) => {
+            if old_job.user_id != user.user_id {
+                return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+            }
+            if old_job.state.is_active() {
+                return Err((
+                    StatusCode::CONFLICT,
+                    format!("Cannot restart job in state '{}'", old_job.state),
+                ));
+            }
+
+            let slot = state.scheduler.as_ref().ok_or((
+                StatusCode::SERVICE_UNAVAILABLE,
+                "Scheduler not available".to_string(),
+            ))?;
+            let scheduler_guard = slot.read().await;
+            let scheduler = scheduler_guard.as_ref().ok_or((
+                StatusCode::SERVICE_UNAVAILABLE,
+                "Agent not started yet".to_string(),
+            ))?;
+
+            // Look up failure reason (O(1) point lookup).
+            let failure_reason = store
+                .get_agent_job_failure_reason(old_job_id)
+                .await
+                .ok()
+                .flatten()
+                .unwrap_or_default();
+
+            let title = if !failure_reason.is_empty() {
+                format!(
+                    "Previous attempt failed: {}. Retry: {}",
+                    failure_reason, old_job.title
+                )
+            } else {
+                old_job.title.clone()
+            };
+
+            let new_job_id = scheduler
+                .dispatch_job(&old_job.user_id, &title, &old_job.description, None)
+                .await
+                .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
+
+            Ok(Json(serde_json::json!({
+                "status": "restarted",
+                "old_job_id": old_job_id,
+                "new_job_id": new_job_id,
+            })))
        }
-
-        let slot = state.scheduler.as_ref().ok_or((
-            StatusCode::SERVICE_UNAVAILABLE,
-            "Scheduler not available".to_string(),
-        ))?;
-        let scheduler_guard = slot.read().await;
-        let scheduler = scheduler_guard.as_ref().ok_or((
-            StatusCode::SERVICE_UNAVAILABLE,
-            "Agent not started yet".to_string(),
-        ))?;
-
-        // Look up failure reason (O(1) point lookup).
-        let failure_reason = store
-            .get_agent_job_failure_reason(old_job_id)
-            .await
-            .ok()
-            .flatten()
-            .unwrap_or_default();
-
-        let title = if !failure_reason.is_empty() {
-            format!(
-                "Previous attempt failed: {}. Retry: {}",
-                failure_reason, old_job.title
-            )
-        } else {
-            old_job.title.clone()
-        };
-
-        let new_job_id = scheduler
-            .dispatch_job(&old_job.user_id, &title, &old_job.description, None)
-            .await
-            .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
-
-        return Ok(Json(serde_json::json!({
-            "status": "restarted",
-            "old_job_id": old_job_id,
-            "new_job_id": new_job_id,
-        })));
+        Ok(None) => Err((StatusCode::NOT_FOUND, "Job not found".to_string())),
+        Err(e) => Err((
+            StatusCode::INTERNAL_SERVER_ERROR,
+            format!("Database error: {}", e),
+        )),
    }
-
-    Err((StatusCode::NOT_FOUND, "Job not found".to_string()))
 }

 /// Submit a follow-up prompt to a running job.
@@ -476,6 +545,7 @@ pub async fn jobs_restart_handler(
 /// - Worker-mode sandbox jobs → not supported (no mechanism to inject)
 pub async fn jobs_prompt_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
    Json(body): Json<serde_json::Value>,
 ) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
@@ -494,10 +564,15 @@ pub async fn jobs_prompt_handler(

    let done = body.get("done").and_then(|v| v.as_bool()).unwrap_or(false);

-    // Try sandbox job path: check if we have a sandbox record for this ID.
+    // Try sandbox job path first: verify ownership, then route to Claude Code or reject.
    if let Some(ref s) = state.store
-        && let Ok(Some(_)) = s.get_sandbox_job(job_id).await
+        && let Ok(Some(sandbox_job)) = s.get_sandbox_job(job_id).await
    {
+        // Verify ownership.
+        if sandbox_job.user_id != user.user_id {
+            return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+        }
+
        // It's a sandbox job. Check if Claude Code mode.
        let mode = s.get_sandbox_job_mode(job_id).await.ok().flatten();
        if mode.as_deref() == Some("claude_code") {
@@ -522,7 +597,26 @@ pub async fn jobs_prompt_handler(
        }
    }

-    // Try agent job path: send via scheduler.
+    // Try agent job path: verify ownership, then send via scheduler.
+    if let Some(ref store) = state.store {
+        match store.get_job(job_id).await {
+            Ok(Some(agent_job)) => {
+                if agent_job.user_id != user.user_id {
+                    return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+                }
+            }
+            Ok(None) => {
+                return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+            }
+            Err(e) => {
+                return Err((
+                    StatusCode::INTERNAL_SERVER_ERROR,
+                    format!("Database error: {}", e),
+                ));
+            }
+        }
+    }
+
    let slot = state.scheduler.as_ref().ok_or((
        StatusCode::NOT_IMPLEMENTED,
        "Agent job prompts require the scheduler to be configured".to_string(),
@@ -550,6 +644,7 @@ pub async fn jobs_prompt_handler(
 /// Load persisted job events for a job (for history replay on page open).
 pub async fn jobs_events_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
 ) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
@@ -561,6 +656,24 @@ pub async fn jobs_events_handler(
        .parse()
        .map_err(|_| (StatusCode::BAD_REQUEST, "Invalid job ID".to_string()))?;

+    // Verify ownership before returning events.
+    match store.get_sandbox_job(job_id).await {
+        Ok(Some(job)) => {
+            if job.user_id != user.user_id {
+                return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+            }
+        }
+        Ok(None) => {
+            return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+        }
+        Err(e) => {
+            return Err((
+                StatusCode::INTERNAL_SERVER_ERROR,
+                format!("Database error: {}", e),
+            ));
+        }
+    }
+
    let events = store
        .list_job_events(job_id, None)
        .await
@@ -593,6 +706,7 @@ pub struct FilePathQuery {

 pub async fn job_files_list_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
    Query(query): Query<FilePathQuery>,
 ) -> Result<Json<ProjectFilesResponse>, (StatusCode, String)> {
@@ -610,6 +724,10 @@ pub async fn job_files_list_handler(
        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?
        .ok_or((StatusCode::NOT_FOUND, "Job not found".to_string()))?;

+    if job.user_id != user.user_id {
+        return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+    }
+
    let base = std::path::PathBuf::from(&job.project_dir);
    let rel_path = query.path.as_deref().unwrap_or("");
    let target = base.join(rel_path);
@@ -656,6 +774,7 @@ pub async fn job_files_list_handler(

 pub async fn job_files_read_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
    Query(query): Query<FilePathQuery>,
 ) -> Result<Json<ProjectFileReadResponse>, (StatusCode, String)> {
@@ -673,6 +792,10 @@ pub async fn job_files_read_handler(
        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?
        .ok_or((StatusCode::NOT_FOUND, "Job not found".to_string()))?;

+    if job.user_id != user.user_id {
+        return Err((StatusCode::NOT_FOUND, "Job not found".to_string()));
+    }
+
    let path = query.path.as_deref().ok_or((
        StatusCode::BAD_REQUEST,
        "path parameter required".to_string(),
@@ -9,8 +9,27 @@ use axum::{
 };
 use serde::Deserialize;

+use crate::channels::web::auth::{AuthenticatedUser, UserIdentity};
 use crate::channels::web::server::GatewayState;
 use crate::channels::web::types::*;
+use crate::workspace::Workspace;
+
+/// Resolve the workspace for the authenticated user.
+///
+/// Prefers `workspace_pool` (multi-user mode) when available, falling back
+/// to the single-user `state.workspace`.
+pub(crate) async fn resolve_workspace(
+    state: &GatewayState,
+    user: &UserIdentity,
+) -> Result<Arc<Workspace>, (StatusCode, String)> {
+    if let Some(ref pool) = state.workspace_pool {
+        return Ok(pool.get_or_create(user).await);
+    }
+    state.workspace.as_ref().cloned().ok_or((
+        StatusCode::SERVICE_UNAVAILABLE,
+        "Workspace not available".to_string(),
+    ))
+}

 #[derive(Deserialize)]
 pub struct TreeQuery {
@@ -20,12 +39,10 @@ pub struct TreeQuery {

 pub async fn memory_tree_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Query(_query): Query<TreeQuery>,
 ) -> Result<Json<MemoryTreeResponse>, (StatusCode, String)> {
-    let workspace = state.workspace.as_ref().ok_or((
-        StatusCode::SERVICE_UNAVAILABLE,
-        "Workspace not available".to_string(),
-    ))?;
+    let workspace = resolve_workspace(&state, &user).await?;

    // Build tree from list_all (flat list of all paths)
    let all_paths = workspace
@@ -68,12 +85,10 @@ pub struct ListQuery {

 pub async fn memory_list_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Query(query): Query<ListQuery>,
 ) -> Result<Json<MemoryListResponse>, (StatusCode, String)> {
-    let workspace = state.workspace.as_ref().ok_or((
-        StatusCode::SERVICE_UNAVAILABLE,
-        "Workspace not available".to_string(),
-    ))?;
+    let workspace = resolve_workspace(&state, &user).await?;

    let path = query.path.as_deref().unwrap_or("");
    let entries = workspace
@@ -104,12 +119,10 @@ pub struct ReadQuery {

 pub async fn memory_read_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Query(query): Query<ReadQuery>,
 ) -> Result<Json<MemoryReadResponse>, (StatusCode, String)> {
-    let workspace = state.workspace.as_ref().ok_or((
-        StatusCode::SERVICE_UNAVAILABLE,
-        "Workspace not available".to_string(),
-    ))?;
+    let workspace = resolve_workspace(&state, &user).await?;

    let doc = workspace
        .read(&query.path)
@@ -123,17 +136,75 @@ pub async fn memory_read_handler(
    }))
 }

-// memory_write_handler lives in server.rs (layer-aware version with append,
-// privacy redirect, and proper error status codes).
+pub async fn memory_write_handler(
+    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
+    Json(req): Json<MemoryWriteRequest>,
+) -> Result<Json<MemoryWriteResponse>, (StatusCode, String)> {
+    let workspace = resolve_workspace(&state, &user).await?;
+
+    // Route through layer-aware methods when a layer is specified.
+    //
+    // Note: unlike MemoryWriteTool, this endpoint does NOT block writes to
+    // identity files (IDENTITY.md, SOUL.md, etc.). The HTTP API is an
+    // authenticated admin interface; the supervisor uses it to seed identity
+    // files at startup. Identity-file protection is enforced at the tool
+    // layer (LLM-facing) where the write originates from an untrusted agent.
+    if let Some(ref layer_name) = req.layer {
+        let result = if req.append {
+            workspace
+                .append_to_layer(layer_name, &req.path, &req.content, req.force)
+                .await
+        } else {
+            workspace
+                .write_to_layer(layer_name, &req.path, &req.content, req.force)
+                .await
+        }
+        .map_err(|e| {
+            use crate::error::WorkspaceError;
+            let status = match &e {
+                WorkspaceError::LayerNotFound { .. } => StatusCode::BAD_REQUEST,
+                WorkspaceError::LayerReadOnly { .. } => StatusCode::FORBIDDEN,
+                WorkspaceError::PrivacyRedirectFailed => StatusCode::UNPROCESSABLE_ENTITY,
+                _ => StatusCode::INTERNAL_SERVER_ERROR,
+            };
+            (status, e.to_string())
+        })?;
+        return Ok(Json(MemoryWriteResponse {
+            path: req.path,
+            status: "written",
+            redirected: Some(result.redirected),
+            actual_layer: Some(result.actual_layer),
+        }));
+    }
+
+    // Non-layer path: honor the append field
+    if req.append {
+        workspace
+            .append(&req.path, &req.content)
+            .await
+            .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
+    } else {
+        workspace
+            .write(&req.path, &req.content)
+            .await
+            .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;
+    }
+
+    Ok(Json(MemoryWriteResponse {
+        path: req.path,
+        status: "written",
+        redirected: None,
+        actual_layer: None,
+    }))
+}

 pub async fn memory_search_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Json(req): Json<MemorySearchRequest>,
 ) -> Result<Json<MemorySearchResponse>, (StatusCode, String)> {
-    let workspace = state.workspace.as_ref().ok_or((
-        StatusCode::SERVICE_UNAVAILABLE,
-        "Workspace not available".to_string(),
-    ))?;
+    let workspace = resolve_workspace(&state, &user).await?;

    let limit = req.limit.unwrap_or(10);
    let results = workspace
@@ -142,10 +213,10 @@ pub async fn memory_search_handler(
        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;

    let hits: Vec<SearchHit> = results
-        .into_iter()
+        .iter()
        .map(|r| SearchHit {
-            path: r.document_path,
-            content: r.content,
+            path: r.document_id.to_string(),
+            content: r.content.clone(),
            score: r.score as f64,
        })
        .collect();
@@ -1,13 +1,10 @@
 //! Handler modules for the web gateway API.
 //!
 //! Each module groups related endpoint handlers by domain.
-//!
-//! # Migration status
-//!
-//! `skills` is the canonical implementation used by `server.rs`.
-//! The remaining modules are in-progress migrations from inline server.rs
-//! handlers; their functions are not yet wired up, hence the `dead_code` allow.

+pub mod jobs;
+pub mod memory;
+pub mod routines;
 pub mod skills;

 // Modules not yet wired into server.rs router -- suppress dead_code until
@@ -17,12 +14,6 @@ pub mod chat;
 #[allow(dead_code)]
 pub mod extensions;
 #[allow(dead_code)]
-pub mod jobs;
-#[allow(dead_code)]
-pub mod memory;
-#[allow(dead_code)]
-pub mod routines;
-#[allow(dead_code)]
 pub mod settings;
 #[allow(dead_code)]
 pub mod static_files;
@@ -11,12 +11,14 @@ use serde::Deserialize;
 use uuid::Uuid;

 use crate::agent::routine::{Trigger, next_cron_fire};
+use crate::channels::web::auth::AuthenticatedUser;
 use crate::channels::web::server::GatewayState;
 use crate::channels::web::types::*;
 use crate::error::RoutineError;

 pub async fn routines_list_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
 ) -> Result<Json<RoutineListResponse>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
        StatusCode::SERVICE_UNAVAILABLE,
@@ -24,7 +26,7 @@ pub async fn routines_list_handler(
    ))?;

    let routines = store
-        .list_all_routines()
+        .list_routines(&user.user_id)
        .await
        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;

@@ -35,6 +37,7 @@ pub async fn routines_list_handler(

 pub async fn routines_summary_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
 ) -> Result<Json<RoutineSummaryResponse>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
        StatusCode::SERVICE_UNAVAILABLE,
@@ -42,7 +45,7 @@ pub async fn routines_summary_handler(
    ))?;

    let routines = store
-        .list_all_routines()
+        .list_routines(&user.user_id)
        .await
        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?;

@@ -78,6 +81,7 @@ pub async fn routines_summary_handler(

 pub async fn routines_detail_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
 ) -> Result<Json<RoutineDetailResponse>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
@@ -94,6 +98,10 @@ pub async fn routines_detail_handler(
        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?
        .ok_or((StatusCode::NOT_FOUND, "Routine not found".to_string()))?;

+    if routine.user_id != user.user_id {
+        return Err((StatusCode::NOT_FOUND, "Routine not found".to_string()));
+    }
+
    let runs = store
        .list_routine_runs(routine_id, 20)
        .await
@@ -106,7 +114,7 @@ pub async fn routines_detail_handler(
            trigger_type: run.trigger_type.clone(),
            started_at: run.started_at.to_rfc3339(),
            completed_at: run.completed_at.map(|dt| dt.to_rfc3339()),
-            status: format!("{:?}", run.status),
+            status: run.status.to_string(),
            result_summary: run.result_summary.clone(),
            tokens_used: run.tokens_used,
            job_id: run.job_id,
@@ -137,6 +145,7 @@ pub async fn routines_detail_handler(

 pub async fn routines_trigger_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
 ) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
    // Clone the Arc out of the lock to avoid holding the RwLock across .await.
@@ -152,7 +161,7 @@ pub async fn routines_trigger_handler(
        .map_err(|_| (StatusCode::BAD_REQUEST, "Invalid routine ID".to_string()))?;

    let run_id = engine
-        .fire_manual(routine_id, Some(&state.user_id))
+        .fire_manual(routine_id, Some(&user.user_id))
        .await
        .map_err(|e| (routine_error_status(&e), e.to_string()))?;

@@ -170,6 +179,7 @@ pub struct ToggleRequest {

 pub async fn routines_toggle_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
    body: Option<Json<ToggleRequest>>,
 ) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
@@ -187,6 +197,10 @@ pub async fn routines_toggle_handler(
        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?
        .ok_or((StatusCode::NOT_FOUND, "Routine not found".to_string()))?;

+    if routine.user_id != user.user_id {
+        return Err((StatusCode::NOT_FOUND, "Routine not found".to_string()));
+    }
+
    let was_enabled = routine.enabled;
    // If a specific value was provided, use it; otherwise toggle.
    routine.enabled = match body {
@@ -230,6 +244,7 @@ pub async fn routines_toggle_handler(

 pub async fn routines_delete_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
 ) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
@@ -240,6 +255,17 @@ pub async fn routines_delete_handler(
    let routine_id = Uuid::parse_str(&id)
        .map_err(|_| (StatusCode::BAD_REQUEST, "Invalid routine ID".to_string()))?;

+    // Verify ownership before deleting.
+    let routine = store
+        .get_routine(routine_id)
+        .await
+        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?
+        .ok_or((StatusCode::NOT_FOUND, "Routine not found".to_string()))?;
+
+    if routine.user_id != user.user_id {
+        return Err((StatusCode::NOT_FOUND, "Routine not found".to_string()));
+    }
+
    let deleted = store
        .delete_routine(routine_id)
        .await
@@ -261,8 +287,10 @@ pub async fn routines_delete_handler(
    }
 }

+#[allow(dead_code)] // Used by server.rs inline version; kept in sync here for future migration.
 pub async fn routines_runs_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(id): Path<String>,
 ) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
    let store = state.store.as_ref().ok_or((
@@ -273,6 +301,17 @@ pub async fn routines_runs_handler(
    let routine_id = Uuid::parse_str(&id)
        .map_err(|_| (StatusCode::BAD_REQUEST, "Invalid routine ID".to_string()))?;

+    // Verify ownership before listing runs.
+    let routine = store
+        .get_routine(routine_id)
+        .await
+        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?
+        .ok_or((StatusCode::NOT_FOUND, "Routine not found".to_string()))?;
+
+    if routine.user_id != user.user_id {
+        return Err((StatusCode::NOT_FOUND, "Routine not found".to_string()));
+    }
+
    let runs = store
        .list_routine_runs(routine_id, 50)
        .await
@@ -285,7 +324,7 @@ pub async fn routines_runs_handler(
            trigger_type: run.trigger_type.clone(),
            started_at: run.started_at.to_rfc3339(),
            completed_at: run.completed_at.map(|dt| dt.to_rfc3339()),
-            status: format!("{:?}", run.status),
+            status: run.status.to_string(),
            result_summary: run.result_summary.clone(),
            tokens_used: run.tokens_used,
            job_id: run.job_id,
@@ -8,17 +8,19 @@ use axum::{
    http::StatusCode,
 };

+use crate::channels::web::auth::AuthenticatedUser;
 use crate::channels::web::server::GatewayState;
 use crate::channels::web::types::*;

 pub async fn settings_list_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
 ) -> Result<Json<SettingsListResponse>, StatusCode> {
    let store = state
        .store
        .as_ref()
        .ok_or(StatusCode::SERVICE_UNAVAILABLE)?;
-    let rows = store.list_settings(&state.user_id).await.map_err(|e| {
+    let rows = store.list_settings(&user.user_id).await.map_err(|e| {
        tracing::error!("Failed to list settings: {}", e);
        StatusCode::INTERNAL_SERVER_ERROR
    })?;
@@ -37,6 +39,7 @@ pub async fn settings_list_handler(

 pub async fn settings_get_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(key): Path<String>,
 ) -> Result<Json<SettingResponse>, StatusCode> {
    let store = state
@@ -44,7 +47,7 @@ pub async fn settings_get_handler(
        .as_ref()
        .ok_or(StatusCode::SERVICE_UNAVAILABLE)?;
    let row = store
-        .get_setting_full(&state.user_id, &key)
+        .get_setting_full(&user.user_id, &key)
        .await
        .map_err(|e| {
            tracing::error!("Failed to get setting '{}': {}", key, e);
@@ -61,6 +64,7 @@ pub async fn settings_get_handler(

 pub async fn settings_set_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(key): Path<String>,
    Json(body): Json<SettingWriteRequest>,
 ) -> Result<StatusCode, StatusCode> {
@@ -69,7 +73,7 @@ pub async fn settings_set_handler(
        .as_ref()
        .ok_or(StatusCode::SERVICE_UNAVAILABLE)?;
    store
-        .set_setting(&state.user_id, &key, &body.value)
+        .set_setting(&user.user_id, &key, &body.value)
        .await
        .map_err(|e| {
            tracing::error!("Failed to set setting '{}': {}", key, e);
@@ -81,6 +85,7 @@ pub async fn settings_set_handler(

 pub async fn settings_delete_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Path(key): Path<String>,
 ) -> Result<StatusCode, StatusCode> {
    let store = state
@@ -88,7 +93,7 @@ pub async fn settings_delete_handler(
        .as_ref()
        .ok_or(StatusCode::SERVICE_UNAVAILABLE)?;
    store
-        .delete_setting(&state.user_id, &key)
+        .delete_setting(&user.user_id, &key)
        .await
        .map_err(|e| {
            tracing::error!("Failed to delete setting '{}': {}", key, e);
@@ -100,12 +105,13 @@ pub async fn settings_delete_handler(

 pub async fn settings_export_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
 ) -> Result<Json<SettingsExportResponse>, StatusCode> {
    let store = state
        .store
        .as_ref()
        .ok_or(StatusCode::SERVICE_UNAVAILABLE)?;
-    let settings = store.get_all_settings(&state.user_id).await.map_err(|e| {
+    let settings = store.get_all_settings(&user.user_id).await.map_err(|e| {
        tracing::error!("Failed to export settings: {}", e);
        StatusCode::INTERNAL_SERVER_ERROR
    })?;
@@ -115,6 +121,7 @@ pub async fn settings_export_handler(

 pub async fn settings_import_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    Json(body): Json<SettingsImportRequest>,
 ) -> Result<StatusCode, StatusCode> {
    let store = state
@@ -122,7 +129,7 @@ pub async fn settings_import_handler(
        .as_ref()
        .ok_or(StatusCode::SERVICE_UNAVAILABLE)?;
    store
-        .set_all_settings(&state.user_id, &body.settings)
+        .set_all_settings(&user.user_id, &body.settings)
        .await
        .map_err(|e| {
            tracing::error!("Failed to import settings: {}", e);
@@ -8,11 +8,13 @@ use axum::{
    http::StatusCode,
 };

+use crate::channels::web::auth::AuthenticatedUser;
 use crate::channels::web::server::GatewayState;
 use crate::channels::web::types::*;

 pub async fn skills_list_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(_user): AuthenticatedUser,
 ) -> Result<Json<SkillListResponse>, (StatusCode, String)> {
    let registry = state.skill_registry.as_ref().ok_or((
        StatusCode::NOT_IMPLEMENTED,
@@ -45,6 +47,7 @@ pub async fn skills_list_handler(

 pub async fn skills_search_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(_user): AuthenticatedUser,
    Json(req): Json<SkillSearchRequest>,
 ) -> Result<Json<SkillSearchResponse>, (StatusCode, String)> {
    let registry = state.skill_registry.as_ref().ok_or((
@@ -119,6 +122,7 @@ pub async fn skills_search_handler(

 pub async fn skills_install_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    headers: axum::http::HeaderMap,
    Json(req): Json<SkillInstallRequest>,
 ) -> Result<Json<ActionResponse>, (StatusCode, String)> {
@@ -135,6 +139,8 @@ pub async fn skills_install_handler(
        ));
    }

+    tracing::info!(user_id = %user.user_id, skill = %req.name, "skill install requested");
+
    let registry = state.skill_registry.as_ref().ok_or((
        StatusCode::NOT_IMPLEMENTED,
        "Skills system not enabled".to_string(),
@@ -219,6 +225,7 @@ pub async fn skills_install_handler(

 pub async fn skills_remove_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(user): AuthenticatedUser,
    headers: axum::http::HeaderMap,
    Path(name): Path<String>,
 ) -> Result<Json<ActionResponse>, (StatusCode, String)> {
@@ -234,6 +241,8 @@ pub async fn skills_remove_handler(
        ));
    }

+    tracing::info!(user_id = %user.user_id, skill = %name, "skill remove requested");
+
    let registry = state.skill_registry.as_ref().ok_or((
        StatusCode::NOT_IMPLEMENTED,
        "Skills system not enabled".to_string(),
@@ -7,6 +7,7 @@ use axum::{
 };

 use crate::bootstrap::ironclaw_base_dir;
+use crate::channels::web::auth::AuthenticatedUser;
 use crate::channels::web::types::*;

 // --- Static file handlers ---
@@ -113,6 +114,7 @@ use crate::channels::web::server::GatewayState;

 pub async fn logs_events_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(_user): AuthenticatedUser,
 ) -> Result<
    Sse<impl futures::Stream<Item = Result<Event, Infallible>> + Send + 'static>,
    (StatusCode, String),
@@ -152,6 +154,7 @@ pub async fn logs_events_handler(

 pub async fn gateway_status_handler(
    State(state): State<Arc<GatewayState>>,
+    AuthenticatedUser(_user): AuthenticatedUser,
 ) -> Json<GatewayStatusResponse> {
    let sse_connections = state.sse.connection_count();
    let ws_connections = state
@@ -54,10 +54,37 @@ fn validate_webhook_secret(
 ///
 /// This endpoint is **public** (no gateway auth token required) but protected
 /// by the per-routine webhook secret sent via the `X-Webhook-Secret` header.
+///
+/// **Single-user/backward-compatible**: looks up routines by path across all
+/// users. For multi-tenant isolation, use the user-scoped endpoint at
+/// `/api/webhooks/u/{user_id}/{path}` instead.
 pub async fn webhook_trigger_handler(
    State(state): State<Arc<GatewayState>>,
    Path(path): Path<String>,
    headers: HeaderMap,
+) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
+    fire_webhook_inner(state, &path, None, &headers).await
+}
+
+/// Handle incoming webhook POST to `/api/webhooks/u/{user_id}/{path}`.
+///
+/// User-scoped variant for multi-tenant deployments. The `user_id` in the URL
+/// restricts the routine lookup to that user only, preventing cross-user
+/// webhook triggering even when paths collide.
+pub async fn webhook_trigger_user_scoped_handler(
+    State(state): State<Arc<GatewayState>>,
+    Path((user_id, path)): Path<(String, String)>,
+    headers: HeaderMap,
+) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
+    fire_webhook_inner(state, &path, Some(&user_id), &headers).await
+}
+
+/// Shared webhook logic for both scoped and unscoped endpoints.
+async fn fire_webhook_inner(
+    state: Arc<GatewayState>,
+    path: &str,
+    user_id: Option<&str>,
+    headers: &HeaderMap,
 ) -> Result<Json<serde_json::Value>, (StatusCode, String)> {
    // Rate limit check
    if !state.webhook_rate_limiter.check() {
@@ -72,9 +99,9 @@ pub async fn webhook_trigger_handler(
        "Database not available".to_string(),
    ))?;

-    // Targeted query instead of loading all routines
+    // Targeted query — when user_id is provided, restrict to that user's routines
    let routine = store
-        .get_webhook_routine_by_path(&path)
+        .get_webhook_routine_by_path(path, user_id)
        .await
        .map_err(|e| (StatusCode::INTERNAL_SERVER_ERROR, e.to_string()))?
        .ok_or((
@@ -99,7 +126,7 @@ pub async fn webhook_trigger_handler(
        ))?
    };

-    let run_id = engine.fire_webhook(routine.id, &path).await.map_err(|e| {
+    let run_id = engine.fire_webhook(routine.id, path).await.map_err(|e| {
        let status = match &e {
            crate::error::RoutineError::NotFound { .. } => StatusCode::NOT_FOUND,
            crate::error::RoutineError::Disabled { .. }
@@ -31,6 +31,9 @@ pub mod ws;
 /// [`TestGatewayBuilder`](test_helpers::TestGatewayBuilder).
 pub mod test_helpers;

+#[cfg(test)]
+mod tests;
+
 use std::net::SocketAddr;
 use std::sync::Arc;

@@ -52,22 +55,24 @@ use crate::workspace::Workspace;

 use self::log_layer::{LogBroadcaster, LogLevelHandle};

+use self::auth::MultiAuthState;
 use self::server::GatewayState;
 use self::sse::SseManager;
-use self::types::SseEvent;
+use self::types::AppEvent;

 /// Web gateway channel implementing the Channel trait.
 pub struct GatewayChannel {
    config: GatewayConfig,
    state: Arc<GatewayState>,
-    /// The actual auth token in use (generated or from config).
-    auth_token: String,
+    /// Multi-user auth state (replaces bare auth_token).
+    auth: MultiAuthState,
 }

 impl GatewayChannel {
    /// Create a new gateway channel.
    ///
    /// If no auth token is configured, generates a random one and prints it.
+    /// Builds a single-user `MultiAuthState` from the config.
    pub fn new(config: GatewayConfig) -> Self {
        let auth_token = config.auth_token.clone().unwrap_or_else(|| {
            use rand::RngCore;
@@ -77,10 +82,13 @@ impl GatewayChannel {
            bytes.iter().map(|b| format!("{b:02x}")).collect()
        });

+        let auth = MultiAuthState::single(auth_token, config.user_id.clone());
+
        let state = Arc::new(GatewayState {
            msg_tx: tokio::sync::RwLock::new(None),
-            sse: SseManager::new(),
+            sse: Arc::new(SseManager::new()),
            workspace: None,
+            workspace_pool: None,
            session_manager: None,
            log_broadcaster: None,
            log_level_handle: None,
@@ -90,13 +98,14 @@ impl GatewayChannel {
            job_manager: None,
            prompt_queue: None,
            scheduler: None,
-            user_id: config.user_id.clone(),
+            owner_id: config.user_id.clone(),
+            default_sender_id: config.user_id.clone(),
            shutdown_tx: tokio::sync::RwLock::new(None),
            ws_tracker: Some(Arc::new(ws::WsConnectionTracker::new())),
            llm_provider: None,
            skill_registry: None,
            skill_catalog: None,
-            chat_rate_limiter: server::RateLimiter::new(30, 60),
+            chat_rate_limiter: server::PerUserRateLimiter::new(30, 60),
            oauth_rate_limiter: server::RateLimiter::new(10, 60),
            webhook_rate_limiter: server::RateLimiter::new(10, 60),
            registry_entries: Vec::new(),
@@ -109,7 +118,63 @@ impl GatewayChannel {
        Self {
            config,
            state,
-            auth_token,
+            auth,
+        }
+    }
+
+    /// Rebind the single-user auth identity to the durable owner scope while
+    /// preserving the configured gateway sender/routing identity.
+    pub fn with_owner_scope(mut self, owner_id: impl Into<String>) -> Self {
+        let owner_id = owner_id.into();
+        let single_user_token = if self.config.user_tokens.is_none() {
+            self.auth.first_token().map(ToOwned::to_owned)
+        } else {
+            None
+        };
+        if let Some(token) = single_user_token {
+            self.auth = MultiAuthState::single(token, owner_id.clone());
+        }
+        self.rebuild_state(|s| s.owner_id = owner_id);
+        self
+    }
+
+    /// Create a gateway channel with a pre-built multi-user auth state.
+    pub fn new_multi_auth(config: GatewayConfig, auth: MultiAuthState) -> Self {
+        let state = Arc::new(GatewayState {
+            msg_tx: tokio::sync::RwLock::new(None),
+            sse: Arc::new(SseManager::new()),
+            workspace: None,
+            workspace_pool: None,
+            session_manager: None,
+            log_broadcaster: None,
+            log_level_handle: None,
+            extension_manager: None,
+            tool_registry: None,
+            store: None,
+            job_manager: None,
+            prompt_queue: None,
+            scheduler: None,
+            owner_id: config.user_id.clone(),
+            default_sender_id: config.user_id.clone(),
+            shutdown_tx: tokio::sync::RwLock::new(None),
+            ws_tracker: Some(Arc::new(ws::WsConnectionTracker::new())),
+            llm_provider: None,
+            skill_registry: None,
+            skill_catalog: None,
+            chat_rate_limiter: server::PerUserRateLimiter::new(30, 60),
+            oauth_rate_limiter: server::RateLimiter::new(10, 60),
+            registry_entries: Vec::new(),
+            cost_guard: None,
+            routine_engine: Arc::new(tokio::sync::RwLock::new(None)),
+            startup_time: std::time::Instant::now(),
+            webhook_rate_limiter: server::RateLimiter::new(10, 60),
+            active_config: server::ActiveConfigSnapshot::default(),
+        });
+
+        Self {
+            config,
+            state,
+            auth,
        }
    }

@@ -118,8 +183,9 @@ impl GatewayChannel {
        let mut new_state = GatewayState {
            msg_tx: tokio::sync::RwLock::new(None),
            // Preserve the existing broadcast channel so sender handles remain valid.
-            sse: SseManager::from_sender(self.state.sse.sender()),
+            sse: Arc::new(SseManager::from_sender(self.state.sse.sender())),
            workspace: self.state.workspace.clone(),
+            workspace_pool: self.state.workspace_pool.clone(),
            session_manager: self.state.session_manager.clone(),
            log_broadcaster: self.state.log_broadcaster.clone(),
            log_level_handle: self.state.log_level_handle.clone(),
@@ -129,13 +195,14 @@ impl GatewayChannel {
            job_manager: self.state.job_manager.clone(),
            prompt_queue: self.state.prompt_queue.clone(),
            scheduler: self.state.scheduler.clone(),
-            user_id: self.state.user_id.clone(),
+            owner_id: self.state.owner_id.clone(),
+            default_sender_id: self.state.default_sender_id.clone(),
            shutdown_tx: tokio::sync::RwLock::new(None),
            ws_tracker: self.state.ws_tracker.clone(),
            llm_provider: self.state.llm_provider.clone(),
            skill_registry: self.state.skill_registry.clone(),
            skill_catalog: self.state.skill_catalog.clone(),
-            chat_rate_limiter: server::RateLimiter::new(30, 60),
+            chat_rate_limiter: server::PerUserRateLimiter::new(30, 60),
            oauth_rate_limiter: server::RateLimiter::new(10, 60),
            webhook_rate_limiter: server::RateLimiter::new(10, 60),
            registry_entries: self.state.registry_entries.clone(),
@@ -260,9 +327,15 @@ impl GatewayChannel {
        self
    }

-    /// Get the auth token (for printing to console on startup).
+    /// Inject the per-user workspace pool for multi-user mode.
+    pub fn with_workspace_pool(mut self, pool: Arc<server::WorkspacePool>) -> Self {
+        self.rebuild_state(|s| s.workspace_pool = Some(pool));
+        self
+    }
+
+    /// Get the first auth token (for printing to console on startup).
    pub fn auth_token(&self) -> &str {
-        &self.auth_token
+        self.auth.first_token().unwrap_or("")
    }

    /// Get a reference to the shared gateway state (for the agent to push SSE events).
@@ -291,7 +364,7 @@ impl Channel for GatewayChannel {
                ),
            })?;

-        server::start_server(addr, self.state.clone(), self.auth_token.clone()).await?;
+        server::start_server(addr, self.state.clone(), self.auth.clone()).await?;

        Ok(Box::pin(ReceiverStream::new(rx)))
    }
@@ -311,10 +384,13 @@ impl Channel for GatewayChannel {
            }
        };

-        self.state.sse.broadcast(SseEvent::Response {
-            content: response.content,
-            thread_id,
-        });
+        self.state.sse.broadcast_for_user(
+            &msg.user_id,
+            AppEvent::Response {
+                content: response.content,
+                thread_id,
+            },
+        );

        Ok(())
    }
@@ -329,11 +405,11 @@ impl Channel for GatewayChannel {
            .and_then(|v| v.as_str())
            .map(String::from);
        let event = match status {
-            StatusUpdate::Thinking(msg) => SseEvent::Thinking {
+            StatusUpdate::Thinking(msg) => AppEvent::Thinking {
                message: msg,
                thread_id: thread_id.clone(),
            },
-            StatusUpdate::ToolStarted { name } => SseEvent::ToolStarted {
+            StatusUpdate::ToolStarted { name } => AppEvent::ToolStarted {
                name,
                thread_id: thread_id.clone(),
            },
@@ -342,23 +418,23 @@ impl Channel for GatewayChannel {
                success,
                error,
                parameters,
-            } => SseEvent::ToolCompleted {
+            } => AppEvent::ToolCompleted {
                name,
                success,
                error,
                parameters,
                thread_id: thread_id.clone(),
            },
-            StatusUpdate::ToolResult { name, preview } => SseEvent::ToolResult {
+            StatusUpdate::ToolResult { name, preview } => AppEvent::ToolResult {
                name,
                preview,
                thread_id: thread_id.clone(),
            },
-            StatusUpdate::StreamChunk(content) => SseEvent::StreamChunk {
+            StatusUpdate::StreamChunk(content) => AppEvent::StreamChunk {
                content,
                thread_id: thread_id.clone(),
            },
-            StatusUpdate::Status(msg) => SseEvent::Status {
+            StatusUpdate::Status(msg) => AppEvent::Status {
                message: msg,
                thread_id: thread_id.clone(),
            },
@@ -366,7 +442,7 @@ impl Channel for GatewayChannel {
                job_id,
                title,
                browse_url,
-            } => SseEvent::JobStarted {
+            } => AppEvent::JobStarted {
                job_id,
                title,
                browse_url,
@@ -377,7 +453,7 @@ impl Channel for GatewayChannel {
                description,
                parameters,
                allow_always,
-            } => SseEvent::ApprovalNeeded {
+            } => AppEvent::ApprovalNeeded {
                request_id,
                tool_name,
                description,
@@ -391,7 +467,7 @@ impl Channel for GatewayChannel {
                instructions,
                auth_url,
                setup_url,
-            } => SseEvent::AuthRequired {
+            } => AppEvent::AuthRequired {
                extension_name,
                instructions,
                auth_url,
@@ -401,25 +477,39 @@ impl Channel for GatewayChannel {
                extension_name,
                success,
                message,
-            } => SseEvent::AuthCompleted {
+            } => AppEvent::AuthCompleted {
                extension_name,
                success,
                message,
            },
-            StatusUpdate::ImageGenerated { data_url, path } => SseEvent::ImageGenerated {
+            StatusUpdate::ImageGenerated { data_url, path } => AppEvent::ImageGenerated {
                data_url,
                path,
                thread_id: thread_id.clone(),
            },
-            StatusUpdate::Suggestions { suggestions } => SseEvent::Suggestions {
+            StatusUpdate::Suggestions { suggestions } => AppEvent::Suggestions {
                suggestions,
+                thread_id: thread_id.clone(),
+            },
+            StatusUpdate::ReasoningUpdate {
+                narrative,
+                decisions,
+            } => AppEvent::ReasoningUpdate {
+                narrative,
+                decisions: decisions
+                    .into_iter()
+                    .map(|d| crate::channels::web::types::ToolDecisionDto {
+                        tool_name: d.tool_name,
+                        rationale: d.rationale,
+                    })
+                    .collect(),
                thread_id,
            },
            StatusUpdate::TurnCost {
                input_tokens,
                output_tokens,
                cost_usd,
-            } => SseEvent::TurnCost {
+            } => AppEvent::TurnCost {
                input_tokens,
                output_tokens,
                cost_usd,
@@ -427,13 +517,21 @@ impl Channel for GatewayChannel {
            },
        };

-        self.state.sse.broadcast(event);
+        // Scope events to the user when user_id is available in metadata.
+        // When user_id is missing (heartbeat, routines), events go to all
+        // subscribers. In multi-tenant mode this leaks status across users.
+        if let Some(uid) = metadata.get("user_id").and_then(|v| v.as_str()) {
+            self.state.sse.broadcast_for_user(uid, event);
+        } else {
+            tracing::debug!("Status event missing user_id in metadata; broadcasting globally");
+            self.state.sse.broadcast(event);
+        }
        Ok(())
    }

    async fn broadcast(
        &self,
-        _user_id: &str,
+        user_id: &str,
        response: OutgoingResponse,
    ) -> Result<(), ChannelError> {
        let thread_id = match response.thread_id {
@@ -445,10 +543,13 @@ impl Channel for GatewayChannel {
                return Ok(());
            }
        };
-        self.state.sse.broadcast(SseEvent::Response {
-            content: response.content,
-            thread_id,
-        });
+        self.state.sse.broadcast_for_user(
+            user_id,
+            AppEvent::Response {
+                content: response.content,
+                thread_id,
+            },
+        );
        Ok(())
    }

@@ -231,6 +231,7 @@ pub fn convert_messages(messages: &[OpenAiMessage]) -> Result<Vec<ChatMessage>,
                                name: tc.function.name.clone(),
                                arguments: serde_json::from_str(&tc.function.arguments)
                                    .unwrap_or(serde_json::Value::Object(Default::default())),
+                                reasoning: None,
                            })
                            .collect();
                        Ok(ChatMessage::assistant_with_tool_calls(
@@ -463,9 +464,10 @@ fn build_tool_request(

 pub async fn chat_completions_handler(
    State(state): State<Arc<GatewayState>>,
+    super::auth::AuthenticatedUser(user): super::auth::AuthenticatedUser,
    Json(req): Json<OpenAiChatRequest>,
 ) -> Result<impl IntoResponse, (StatusCode, Json<OpenAiErrorResponse>)> {
-    if !state.chat_rate_limiter.check() {
+    if !state.chat_rate_limiter.check(&user.user_id) {
        return Err(openai_error(
            StatusCode::TOO_MANY_REQUESTS,
            "Rate limit exceeded. Please try again later.",
@@ -953,6 +955,7 @@ mod tests {
            id: "call_abc".to_string(),
            name: "search".to_string(),
            arguments: serde_json::json!({"query": "rust"}),
+            reasoning: None,
        }];

        let converted = convert_tool_calls_to_openai(&calls);
@@ -11,15 +11,31 @@ use tokio::sync::broadcast;
 use tokio_stream::StreamExt;
 use tokio_stream::wrappers::BroadcastStream;

-use crate::channels::web::types::SseEvent;
+use crate::channels::web::types::AppEvent;

 /// Maximum number of concurrent SSE/WebSocket connections.
 /// Prevents resource exhaustion from connection flooding.
 const MAX_CONNECTIONS: u64 = 100;

+/// Envelope for broadcast events: carries an optional user scope.
+///
+/// `user_id = None` means the event is global (e.g. Heartbeat) and delivered
+/// to all subscribers. `user_id = Some(id)` means the event is only delivered
+/// to subscribers that match that user_id.
+#[derive(Debug, Clone)]
+pub(crate) struct ScopedEvent {
+    pub(crate) user_id: Option<String>,
+    pub(crate) event: AppEvent,
+}
+
 /// Manages SSE broadcast to all connected browser tabs.
+///
+/// In multi-user mode, events are scoped by user_id so that each subscriber
+/// only receives events intended for their user (plus global events like
+/// Heartbeat). In single-user mode, all events are delivered to all subscribers
+/// (backwards compatible).
 pub struct SseManager {
-    tx: broadcast::Sender<SseEvent>,
+    tx: broadcast::Sender<ScopedEvent>,
    connection_count: Arc<AtomicU64>,
    max_connections: u64,
 }
@@ -45,7 +61,7 @@ impl SseManager {
    /// only be called before the server starts accepting connections (i.e.,
    /// during startup wiring). Calling it after connections are established
    /// will break connection tracking and allow exceeding `MAX_CONNECTIONS`.
-    pub fn from_sender(tx: broadcast::Sender<SseEvent>) -> Self {
+    pub(crate) fn from_sender(tx: broadcast::Sender<ScopedEvent>) -> Self {
        Self {
            tx,
            connection_count: Arc::new(AtomicU64::new(0)),
@@ -53,15 +69,28 @@ impl SseManager {
        }
    }

-    /// Broadcast an event to all connected clients.
-    pub fn broadcast(&self, event: SseEvent) {
-        // Ignore send errors (no receivers is fine)
-        let _ = self.tx.send(event);
+    /// Get a clone of the broadcast sender for use by other components.
+    pub(crate) fn sender(&self) -> broadcast::Sender<ScopedEvent> {
+        self.tx.clone()
    }

-    /// Get a clone of the broadcast sender for use by other components.
-    pub fn sender(&self) -> broadcast::Sender<SseEvent> {
-        self.tx.clone()
+    /// Broadcast an event to all connected clients (global/unscoped).
+    pub fn broadcast(&self, event: AppEvent) {
+        let _ = self.tx.send(ScopedEvent {
+            user_id: None,
+            event,
+        });
+    }
+
+    /// Broadcast an event scoped to a specific user.
+    ///
+    /// Only subscribers for this user_id (or unscoped subscribers) will
+    /// receive the event.
+    pub fn broadcast_for_user(&self, user_id: &str, event: AppEvent) {
+        let _ = self.tx.send(ScopedEvent {
+            user_id: Some(user_id.to_string()),
+            event,
+        });
    }

    /// Get current number of active connections.
@@ -71,11 +100,15 @@ impl SseManager {

    /// Create a raw broadcast subscription for non-SSE consumers (e.g. WebSocket).
    ///
-    /// Returns a stream of `SseEvent` values and increments/decrements the
-    /// connection counter on creation/drop, just like `subscribe()` does for SSE.
+    /// When `user_id` is `Some`, only events scoped to that user (or global
+    /// events) are delivered. When `None`, all events are delivered (single-user
+    /// backwards compatibility).
    ///
    /// Returns `None` if the maximum connection limit has been reached.
-    pub fn subscribe_raw(&self) -> Option<impl Stream<Item = SseEvent> + Send + 'static + use<>> {
+    pub fn subscribe_raw(
+        &self,
+        user_id: Option<String>,
+    ) -> Option<impl Stream<Item = AppEvent> + Send + 'static + use<>> {
        // Atomically increment only if below the limit. This prevents
        // concurrent callers from overshooting max_connections.
        let counter = Arc::clone(&self.connection_count);
@@ -91,7 +124,19 @@ impl SseManager {
            .ok()?;
        let rx = self.tx.subscribe();

-        let stream = BroadcastStream::new(rx).filter_map(|result| result.ok());
+        let stream = BroadcastStream::new(rx).filter_map(move |result| match result {
+            Ok(scoped) => {
+                // Global events (user_id=None) always pass through.
+                // Scoped events only pass if the subscriber matches (or subscriber is unscoped).
+                match (&user_id, &scoped.user_id) {
+                    (_, None) => Some(scoped.event), // global -> all
+                    (None, _) => Some(scoped.event), // unscoped subscriber -> all
+                    (Some(sub), Some(ev)) if sub == ev => Some(scoped.event), // match
+                    _ => None,                       // different user -> skip
+                }
+            }
+            Err(_) => None,
+        });

        Some(CountedStream {
            inner: stream,
@@ -101,9 +146,13 @@ impl SseManager {

    /// Create a new SSE stream for a client connection.
    ///
+    /// When `user_id` is `Some`, only events for that user (or global events)
+    /// are delivered. When `None`, all events are delivered.
+    ///
    /// Returns `None` if the maximum connection limit has been reached.
    pub fn subscribe(
        &self,
+        user_id: Option<String>,
    ) -> Option<Sse<impl Stream<Item = Result<Event, Infallible>> + Send + 'static + use<>>> {
        // Atomically increment only if below the limit.
        let counter = Arc::clone(&self.connection_count);
@@ -120,34 +169,25 @@ impl SseManager {
        let rx = self.tx.subscribe();

        let stream = BroadcastStream::new(rx)
-            .filter_map(|result| result.ok())
-            .map(|event| {
-                let data = serde_json::to_string(&event).unwrap_or_default();
-                let event_type = match &event {
-                    SseEvent::Response { .. } => "response",
-                    SseEvent::Thinking { .. } => "thinking",
-                    SseEvent::ToolStarted { .. } => "tool_started",
-                    SseEvent::ToolCompleted { .. } => "tool_completed",
-                    SseEvent::ToolResult { .. } => "tool_result",
-                    SseEvent::StreamChunk { .. } => "stream_chunk",
-                    SseEvent::Status { .. } => "status",
-                    SseEvent::ApprovalNeeded { .. } => "approval_needed",
-                    SseEvent::AuthRequired { .. } => "auth_required",
-                    SseEvent::AuthCompleted { .. } => "auth_completed",
-                    SseEvent::Error { .. } => "error",
-                    SseEvent::JobStarted { .. } => "job_started",
-                    SseEvent::JobMessage { .. } => "job_message",
-                    SseEvent::JobToolUse { .. } => "job_tool_use",
-                    SseEvent::JobToolResult { .. } => "job_tool_result",
-                    SseEvent::JobStatus { .. } => "job_status",
-                    SseEvent::JobResult { .. } => "job_result",
-                    SseEvent::Heartbeat => "heartbeat",
-                    SseEvent::ImageGenerated { .. } => "image_generated",
-                    SseEvent::Suggestions { .. } => "suggestions",
-                    SseEvent::TurnCost { .. } => "turn_cost",
-                    SseEvent::ExtensionStatus { .. } => "extension_status",
+            .filter_map(move |result| match result {
+                Ok(scoped) => match (&user_id, &scoped.user_id) {
+                    (_, None) => Some(scoped.event),
+                    (None, _) => Some(scoped.event),
+                    (Some(sub), Some(ev)) if sub == ev => Some(scoped.event),
+                    _ => None,
+                },
+                Err(_) => None,
+            })
+            .filter_map(|event| {
+                let data = match serde_json::to_string(&event) {
+                    Ok(s) => s,
+                    Err(e) => {
+                        tracing::warn!("Failed to serialize SSE event: {}", e);
+                        return None;
+                    }
                };
-                Ok(Event::default().event(event_type).data(data))
+                let event_type = event.event_type();
+                Some(Ok(Event::default().event(event_type).data(data)))
            });

        // Wrap in a stream that decrements on drop
@@ -209,24 +249,22 @@ mod tests {
    fn test_broadcast_without_receivers() {
        let manager = SseManager::new();
        // Should not panic even with no receivers
-        manager.broadcast(SseEvent::Heartbeat);
+        manager.broadcast(AppEvent::Heartbeat);
    }

    #[tokio::test]
    async fn test_broadcast_to_receiver() {
        let manager = SseManager::new();
-        let mut rx = BroadcastStream::new(manager.tx.subscribe());
+        let mut stream = Box::pin(manager.subscribe_raw(None).expect("should subscribe"));

-        manager.broadcast(SseEvent::Status {
+        manager.broadcast(AppEvent::Status {
            message: "test".to_string(),
            thread_id: None,
        });

-        let event = rx.next().await;
-        assert!(event.is_some());
-        let event = event.unwrap().unwrap();
+        let event = stream.next().await.unwrap();
        match event {
-            SseEvent::Status { message, .. } => assert_eq!(message, "test"),
+            AppEvent::Status { message, .. } => assert_eq!(message, "test"),
            _ => panic!("unexpected event type"),
        }
    }
@@ -234,18 +272,18 @@ mod tests {
    #[tokio::test]
    async fn test_subscribe_raw_receives_events() {
        let manager = SseManager::new();
-        let mut stream = Box::pin(manager.subscribe_raw().expect("should subscribe"));
+        let mut stream = Box::pin(manager.subscribe_raw(None).expect("should subscribe"));

        assert_eq!(manager.connection_count(), 1);

-        manager.broadcast(SseEvent::Thinking {
+        manager.broadcast(AppEvent::Thinking {
            message: "working".to_string(),
            thread_id: None,
        });

        let event = stream.next().await.unwrap();
        match event {
-            SseEvent::Thinking { message, .. } => assert_eq!(message, "working"),
+            AppEvent::Thinking { message, .. } => assert_eq!(message, "working"),
            _ => panic!("Expected Thinking event"),
        }
    }
@@ -254,7 +292,7 @@ mod tests {
    async fn test_subscribe_raw_decrements_on_drop() {
        let manager = SseManager::new();
        {
-            let _stream = Box::pin(manager.subscribe_raw().expect("should subscribe"));
+            let _stream = Box::pin(manager.subscribe_raw(None).expect("should subscribe"));
            assert_eq!(manager.connection_count(), 1);
        }
        // Stream dropped, counter should decrement
@@ -264,16 +302,16 @@ mod tests {
    #[tokio::test]
    async fn test_subscribe_raw_multiple_subscribers() {
        let manager = SseManager::new();
-        let mut s1 = Box::pin(manager.subscribe_raw().expect("should subscribe"));
-        let mut s2 = Box::pin(manager.subscribe_raw().expect("should subscribe"));
+        let mut s1 = Box::pin(manager.subscribe_raw(None).expect("should subscribe"));
+        let mut s2 = Box::pin(manager.subscribe_raw(None).expect("should subscribe"));
        assert_eq!(manager.connection_count(), 2);

-        manager.broadcast(SseEvent::Heartbeat);
+        manager.broadcast(AppEvent::Heartbeat);

        let e1 = s1.next().await.unwrap();
        let e2 = s2.next().await.unwrap();
-        assert!(matches!(e1, SseEvent::Heartbeat));
-        assert!(matches!(e2, SseEvent::Heartbeat));
+        assert!(matches!(e1, AppEvent::Heartbeat));
+        assert!(matches!(e2, AppEvent::Heartbeat));

        drop(s1);
        assert_eq!(manager.connection_count(), 1);
@@ -286,12 +324,51 @@ mod tests {
        let mut manager = SseManager::new();
        manager.max_connections = 2; // Low limit for testing

-        let _s1 = Box::pin(manager.subscribe_raw().expect("first should succeed"));
-        let _s2 = Box::pin(manager.subscribe_raw().expect("second should succeed"));
+        let _s1 = Box::pin(manager.subscribe_raw(None).expect("first should succeed"));
+        let _s2 = Box::pin(manager.subscribe_raw(None).expect("second should succeed"));
        assert_eq!(manager.connection_count(), 2);

        // Third should be rejected
-        assert!(manager.subscribe_raw().is_none());
-        assert!(manager.subscribe().is_none());
+        assert!(manager.subscribe_raw(None).is_none());
+        assert!(manager.subscribe(None).is_none());
+    }
+
+    #[tokio::test]
+    async fn test_scoped_events_filtered_by_user() {
+        let manager = SseManager::new();
+        let mut alice = Box::pin(
+            manager
+                .subscribe_raw(Some("alice".to_string()))
+                .expect("subscribe"),
+        );
+        let mut bob = Box::pin(
+            manager
+                .subscribe_raw(Some("bob".to_string()))
+                .expect("subscribe"),
+        );
+
+        // Send event scoped to alice
+        manager.broadcast_for_user(
+            "alice",
+            AppEvent::Status {
+                message: "alice only".to_string(),
+                thread_id: None,
+            },
+        );
+
+        // Send global event
+        manager.broadcast(AppEvent::Heartbeat);
+
+        // Alice gets her scoped event
+        let e = alice.next().await.unwrap();
+        assert!(matches!(e, AppEvent::Status { .. }));
+
+        // Alice also gets the global heartbeat
+        let e = alice.next().await.unwrap();
+        assert!(matches!(e, AppEvent::Heartbeat));
+
+        // Bob only gets the global heartbeat (alice's event was filtered)
+        let e = bob.next().await.unwrap(); // safety: test-only
+        assert!(matches!(e, AppEvent::Heartbeat)); // safety: test assertion
    }
 }
@@ -3056,16 +3056,17 @@ function showConfigureModal(name) {
    .then((setup) => {
      const secrets = Array.isArray(setup.secrets) ? setup.secrets : [];
      const setupFields = Array.isArray(setup.fields) ? setup.fields : [];
-      if (secrets.length === 0 && setupFields.length === 0) {
-        showToast('No configuration needed for ' + name, 'info');
+      const interactiveLogin = setup.interactive_login || null;
+      if (secrets.length === 0 && setupFields.length === 0 && !interactiveLogin) {
+        showToast(I18n.t('extensions.noConfigNeeded', { name: name }), 'info');
        return;
      }
-      renderConfigureModal(name, secrets, setupFields);
+      renderConfigureModal(name, secrets, setupFields, interactiveLogin);
    })
-    .catch((err) => showToast('Failed to load setup: ' + err.message, 'error'));
+    .catch((err) => showToast(I18n.t('error.loadFailed', { message: err.message }), 'error'));
 }

-function renderConfigureModal(name, secrets, setupFields) {
+function renderConfigureModal(name, secrets, setupFields, interactiveLogin) {
  closeConfigureModal();
  const overlay = document.createElement('div');
  overlay.className = 'configure-overlay';
@@ -3091,6 +3092,13 @@ function renderConfigureModal(name, secrets, setupFields) {
    modal.appendChild(hint);
  }

+  if (interactiveLogin) {
+    const hint = document.createElement('div');
+    hint.className = 'configure-hint';
+    hint.textContent = interactiveLoginHintText(name, interactiveLogin);
+    modal.appendChild(hint);
+  }
+
  const form = document.createElement('div');
  form.className = 'configure-form';

@@ -3180,7 +3188,13 @@ function renderConfigureModal(name, secrets, setupFields) {
    fields.push({ kind: 'field', name: setupField.name, input: input });
  }

-  modal.appendChild(form);
+  if (fields.length > 0) {
+    modal.appendChild(form);
+  }
+
+  if (interactiveLogin) {
+    modal.appendChild(renderInteractiveLoginPanel(name));
+  }

  const error = document.createElement('div');
  error.className = 'configure-inline-error';
@@ -3195,11 +3209,23 @@ function renderConfigureModal(name, secrets, setupFields) {
  const actions = document.createElement('div');
  actions.className = 'configure-actions';

-  const submitBtn = document.createElement('button');
-  submitBtn.className = 'btn-ext activate';
-  submitBtn.textContent = I18n.t('config.save');
-  submitBtn.addEventListener('click', () => submitConfigureModal(name, fields));
-  actions.appendChild(submitBtn);
+  if (fields.length > 0) {
+    const submitBtn = document.createElement('button');
+    submitBtn.className = 'btn-ext activate';
+    submitBtn.textContent = I18n.t('config.save');
+    submitBtn.addEventListener('click', () => submitConfigureModal(name, fields));
+    actions.appendChild(submitBtn);
+  }
+
+  if (interactiveLogin) {
+    const loginBtn = document.createElement('button');
+    loginBtn.className = 'btn-ext activate';
+    loginBtn.dataset.defaultLabel = interactiveLoginDefaultLabel(name, interactiveLogin);
+    loginBtn.textContent = loginBtn.dataset.defaultLabel;
+    loginBtn.dataset.interactiveLogin = 'true';
+    loginBtn.addEventListener('click', () => startInteractiveLogin(name, overlay));
+    actions.appendChild(loginBtn);
+  }

  const cancelBtn = document.createElement('button');
  cancelBtn.className = 'btn-ext remove';
@@ -3211,7 +3237,200 @@ function renderConfigureModal(name, secrets, setupFields) {
  overlay.appendChild(modal);
  document.body.appendChild(overlay);

-  if (fields.length > 0) fields[0].input.focus();
+  if (fields.length > 0) {
+    fields[0].input.focus();
+  } else {
+    const loginBtn = overlay.querySelector('.configure-actions button[data-interactive-login="true"]');
+    if (loginBtn) loginBtn.focus();
+  }
+}
+
+function renderInteractiveLoginPanel(name) {
+  const panel = document.createElement('div');
+  panel.className = 'configure-qr-login';
+  panel.style.display = 'none';
+
+  const title = document.createElement('div');
+  title.className = 'configure-verification-title';
+  title.textContent =
+    name === 'wechat' ? I18n.t('config.wechatQrTitle') : I18n.t('auth.connect');
+  panel.appendChild(title);
+
+  const status = document.createElement('div');
+  status.className = 'configure-verification-instructions';
+  status.textContent = interactiveLoginStatusText(name, null);
+  status.dataset.qrStatus = 'true';
+  panel.appendChild(status);
+
+  const link = document.createElement('a');
+  link.className = 'configure-verification-link';
+  link.textContent =
+    name === 'wechat' ? I18n.t('config.wechatQrOpen') : I18n.t('auth.connect');
+  link.target = '_blank';
+  link.rel = 'noreferrer noopener';
+  link.style.display = 'none';
+  link.dataset.qrLink = 'true';
+  panel.appendChild(link);
+
+  return panel;
+}
+
+function interactiveLoginHintText(name, interactiveLogin) {
+  if (name === 'wechat') return I18n.t('config.wechatHint');
+  return (interactiveLogin && interactiveLogin.instructions) || '';
+}
+
+function interactiveLoginDefaultLabel(name, interactiveLogin) {
+  if (name === 'wechat') return I18n.t('config.wechatConnect');
+  return (interactiveLogin && interactiveLogin.button_label) || I18n.t('auth.connect');
+}
+
+function interactiveLoginWaitingLabel(name) {
+  if (name === 'wechat') return I18n.t('config.wechatWaiting');
+  return I18n.t('status.connecting');
+}
+
+function interactiveLoginStatusText(name, res) {
+  if (name !== 'wechat') return (res && res.message) || '';
+  if (!res) return I18n.t('config.wechatQrIntro');
+
+  switch (res.status) {
+    case 'pending':
+      return res.qr_code_url ? I18n.t('config.wechatQrReady') : I18n.t('config.wechatQrWaiting');
+    case 'scanned':
+      return I18n.t('config.wechatQrScanned');
+    case 'refreshed':
+      return I18n.t('config.wechatQrRefreshed');
+    case 'succeeded':
+      return I18n.t('config.wechatConnected');
+    case 'failed':
+      return res.message || I18n.t('config.wechatQrFailed');
+    default:
+      return res.message || I18n.t('config.wechatQrIntro');
+  }
+}
+
+function getInteractiveLoginButton(overlay) {
+  return overlay && overlay.querySelector('.configure-actions button[data-interactive-login="true"]');
+}
+
+function getInteractiveLoginPanel(overlay) {
+  return overlay && overlay.querySelector('.configure-qr-login');
+}
+
+function updateInteractiveLoginPanel(overlay, res) {
+  const panel = getInteractiveLoginPanel(overlay);
+  if (!panel) return;
+  const name = overlay && overlay.dataset ? overlay.dataset.extensionName : '';
+  const status = panel.querySelector('[data-qr-status="true"]');
+  const link = panel.querySelector('[data-qr-link="true"]');
+
+  panel.style.display = '';
+  if (status) {
+    if (name === 'wechat' && res.status === 'refreshed') {
+      status.textContent = I18n.t('config.wechatQrRefreshedHint');
+    } else {
+      status.textContent = interactiveLoginStatusText(name, res);
+    }
+  }
+
+  if (link && res.qr_code_url) {
+    link.href = res.qr_code_url;
+    link.style.display = '';
+  }
+}
+
+function setInteractiveLoginBusy(overlay, busy, label) {
+  const loginBtn = getInteractiveLoginButton(overlay);
+  if (!loginBtn) return;
+  loginBtn.disabled = !!busy;
+  loginBtn.textContent = label || loginBtn.dataset.defaultLabel || I18n.t('auth.connect');
+}
+
+function startInteractiveLogin(name, overlay) {
+  if (!overlay || !document.body.contains(overlay)) return;
+  clearConfigureInlineError(overlay);
+  setConfigureInlineStatus(
+    overlay,
+    name === 'wechat' ? I18n.t('config.wechatPreparingQr') : I18n.t('status.connecting'),
+  );
+  setInteractiveLoginBusy(overlay, true, interactiveLoginWaitingLabel(name));
+
+  apiFetch('/api/extensions/' + encodeURIComponent(name) + '/login/start', {
+    method: 'POST',
+    body: { force: true },
+  })
+    .then((res) => {
+      if (!overlay || !document.body.contains(overlay)) return;
+      if (!res.success || !res.session_id) {
+        setInteractiveLoginBusy(overlay, false);
+        setConfigureInlineError(
+          overlay,
+          res.message || I18n.t('config.interactiveLoginStartFailed'),
+        );
+        setConfigureInlineStatus(overlay, '');
+        return;
+      }
+
+      overlay.dataset.interactiveLoginSessionId = res.session_id;
+      updateInteractiveLoginPanel(overlay, res);
+      setConfigureInlineStatus(overlay, interactiveLoginStatusText(name, res));
+      pollInteractiveLogin(name, overlay, res.session_id);
+    })
+    .catch((err) => {
+      if (!overlay || !document.body.contains(overlay)) return;
+      setInteractiveLoginBusy(overlay, false);
+      setConfigureInlineError(
+        overlay,
+        err.message || I18n.t('config.interactiveLoginStartFailed'),
+      );
+      setConfigureInlineStatus(overlay, '');
+    });
+}
+
+function pollInteractiveLogin(name, overlay, sessionId) {
+  if (!overlay || !document.body.contains(overlay)) return;
+  if (overlay.dataset.interactiveLoginSessionId !== sessionId) return;
+
+  apiFetch('/api/extensions/' + encodeURIComponent(name) + '/login/poll', {
+    method: 'POST',
+    body: { session_id: sessionId },
+  })
+    .then((res) => {
+      if (!overlay || !document.body.contains(overlay)) return;
+      if (overlay.dataset.interactiveLoginSessionId !== sessionId) return;
+
+      updateInteractiveLoginPanel(overlay, res);
+      setConfigureInlineStatus(overlay, interactiveLoginStatusText(name, res));
+
+      if (res.status === 'pending' || res.status === 'scanned' || res.status === 'refreshed') {
+        if (res.status === 'refreshed') {
+          setInteractiveLoginBusy(overlay, true, interactiveLoginWaitingLabel(name));
+        }
+        window.setTimeout(function() {
+          pollInteractiveLogin(name, overlay, sessionId);
+        }, 0);
+        return;
+      }
+
+      if (res.success && res.activated) {
+        closeConfigureModal(name);
+        showToast(res.message || I18n.t('config.connectedSuccess', { name: name }), 'success');
+        refreshCurrentSettingsTab();
+        return;
+      }
+
+      setInteractiveLoginBusy(overlay, false);
+      setConfigureInlineError(overlay, res.message || I18n.t('config.interactiveLoginFailed'));
+      setConfigureInlineStatus(overlay, '');
+    })
+    .catch((err) => {
+      if (!overlay || !document.body.contains(overlay)) return;
+      if (overlay.dataset.interactiveLoginSessionId !== sessionId) return;
+      setInteractiveLoginBusy(overlay, false);
+      setConfigureInlineError(overlay, err.message || I18n.t('config.interactiveLoginFailed'));
+      setConfigureInlineStatus(overlay, '');
+    });
 }

 function renderTelegramVerificationChallenge(overlay, verification) {
@@ -3517,9 +3736,9 @@ function renderWasmChannelStepper(ext) {
  var status = ext.activation_status || 'installed';

  var steps = [
-    { label: 'Installed', key: 'installed' },
-    { label: 'Configured', key: 'configured' },
-    { label: status === 'pairing' ? 'Awaiting Pairing' : 'Active', key: 'active' },
+    { label: I18n.t('status.installed'), key: 'installed' },
+    { label: I18n.t('status.configured'), key: 'configured' },
+    { label: status === 'pairing' ? I18n.t('status.pairingShort') : I18n.t('status.active'), key: 'active' },
  ];

  var reachedIdx;
@@ -4265,9 +4484,9 @@ function renderRoutineDetail(routine) {
      + '<th>Trigger</th><th>Started</th><th>Completed</th><th>Status</th><th>Summary</th><th>Tokens</th>'
      + '</tr></thead><tbody>';
    for (const run of routine.recent_runs) {
-      const runStatusClass = run.status === 'Ok' ? 'completed'
-        : run.status === 'Failed' ? 'failed'
-        : run.status === 'Attention' ? 'stuck'
+      const runStatusClass = run.status === 'ok' ? 'completed'
+        : run.status === 'failed' ? 'failed'
+        : run.status === 'attention' ? 'stuck'
        : 'in_progress';
      html += '<tr>'
        + '<td>' + escapeHtml(run.trigger_type) + '</td>'
@@ -54,7 +54,9 @@ I18n.register('en', {
  'status.restart': 'Restart',
  'status.active': 'Active',
  'status.installed': 'Installed',
+  'status.configured': 'Configured',
  'status.awaitingPairing': 'Awaiting Pairing',
+  'status.pairingShort': 'Pairing',
  
  // Dashboard
  'dashboard.connections': 'Connections',
@@ -359,6 +361,23 @@ I18n.register('en', {
  'config.telegramStartOver': 'Start over',
  'config.telegramStartOverHint': 'Telegram verification did not complete. Click Start over to generate a new code and try again.',
  'config.telegramOpenBot': 'Open bot in Telegram',
+  'config.wechatHint': 'Open the WeChat QR page in a new tab, then scan and confirm in WeChat.',
+  'config.wechatConnect': 'Open QR Page',
+  'config.wechatWaiting': 'Waiting for scan...',
+  'config.wechatPreparingQr': 'Preparing WeChat QR page...',
+  'config.wechatQrTitle': 'Open WeChat QR Page',
+  'config.wechatQrOpen': 'Open QR Page',
+  'config.wechatQrIntro': 'The QR flow opens in a separate tab.',
+  'config.wechatQrReady': 'QR page is ready. Open it in a new tab, then scan and confirm in WeChat.',
+  'config.wechatQrWaiting': 'Preparing the WeChat QR page...',
+  'config.wechatQrScanned': 'QR scanned. Confirm the login in WeChat.',
+  'config.wechatQrRefreshed': 'QR page refreshed.',
+  'config.wechatQrRefreshedHint': 'The previous QR page expired. Open the new page and scan again.',
+  'config.wechatConnected': 'WeChat connected.',
+  'config.wechatQrFailed': 'WeChat connection failed.',
+  'config.interactiveLoginStartFailed': 'Failed to start interactive login',
+  'config.interactiveLoginFailed': 'Interactive login failed',
+  'config.connectedSuccess': '{name} connected successfully',
  'config.optional': ' (optional)',
  'config.alreadySet': '(already set — leave empty to keep)',
  'config.alreadyConfigured': 'Already configured',
@@ -54,7 +54,9 @@ I18n.register('zh-CN', {
  'status.restart': '重启',
  'status.active': '已激活',
  'status.installed': '已安装',
+  'status.configured': '已配置',
  'status.awaitingPairing': '等待配对',
+  'status.pairingShort': '配对中',
  
  // 仪表盘
  'dashboard.connections': '连接数',
@@ -358,6 +360,24 @@ I18n.register('zh-CN', {
  'config.telegramCommandLabel': '请在 Telegram 中发送：',
  'config.telegramStartOver': '重新开始',
  'config.telegramStartOverHint': 'Telegram 验证未完成。点击“重新开始”以生成新的验证码并重试。',
+  'config.telegramOpenBot': '在 Telegram 中打开机器人',
+  'config.wechatHint': '在新标签页打开微信扫码页，然后在微信里扫码并确认。',
+  'config.wechatConnect': '打开扫码页',
+  'config.wechatWaiting': '等待扫码中...',
+  'config.wechatPreparingQr': '正在准备微信扫码页...',
+  'config.wechatQrTitle': '打开微信扫码页',
+  'config.wechatQrOpen': '打开扫码页',
+  'config.wechatQrIntro': '扫码流程会在新标签页中打开。',
+  'config.wechatQrReady': '扫码页已就绪。请在新标签页打开后，用微信扫码并确认。',
+  'config.wechatQrWaiting': '正在准备微信扫码页...',
+  'config.wechatQrScanned': '已扫码，请在微信中确认登录。',
+  'config.wechatQrRefreshed': '扫码页已刷新。',
+  'config.wechatQrRefreshedHint': '之前的扫码页已过期，请打开新页面重新扫码。',
+  'config.wechatConnected': '微信已连接。',
+  'config.wechatQrFailed': '微信连接失败。',
+  'config.interactiveLoginStartFailed': '启动交互式登录失败',
+  'config.interactiveLoginFailed': '交互式登录失败',
+  'config.connectedSuccess': '{name} 连接成功',
  'config.optional': '（可选）',
  'config.alreadySet': '（已设置 — 留空以保持不变）',
  'config.alreadyConfigured': '已配置',
@@ -2961,15 +2961,18 @@ body {
 /* WASM channel setup stepper */
 .ext-stepper {
  display: flex;
-  align-items: center;
+  align-items: flex-start;
  gap: 0;
  margin: 8px 0 4px;
+  min-width: 0;
 }

 .stepper-step {
  display: flex;
  align-items: center;
-  gap: 4px;
+  gap: 6px;
+  min-width: 0;
+  flex: 1 1 0;
 }

 .stepper-circle {
@@ -2986,7 +2989,10 @@ body {

 .stepper-label {
  font-size: var(--text-xs);
-  white-space: nowrap;
+  white-space: normal;
+  overflow-wrap: anywhere;
+  line-height: 1.25;
+  min-width: 0;
 }

 .stepper-step.completed .stepper-circle {
@@ -3043,7 +3049,8 @@ body {
  height: 2px;
  background: var(--border);
  margin: 0 4px;
-  flex-shrink: 0;
+  flex: 0 0 20px;
+  align-self: center;
 }

 .stepper-connector.completed {
@@ -3238,6 +3245,17 @@ body {
  border: 1px solid var(--border);
 }

+.configure-qr-login {
+  display: flex;
+  flex-direction: column;
+  gap: 12px;
+  margin: 16px 0 0 0;
+  padding: 12px;
+  border-radius: 8px;
+  background: var(--bg-secondary);
+  border: 1px solid var(--border);
+}
+
 .configure-verification-title {
  font-size: var(--text-sm);
  font-weight: 600;
@@ -3262,14 +3280,29 @@ body {
 }

 .configure-verification-link {
+  display: inline-flex;
+  align-items: center;
+  justify-content: center;
  width: fit-content;
+  padding: 10px 14px;
+  border-radius: 10px;
+  border: 1px solid var(--accent);
+  background: var(--accent-subtle);
  color: var(--accent, var(--text-link, #4ea3ff));
  font-size: var(--text-sm);
+  font-weight: 600;
  text-decoration: none;
+  transition: background var(--transition-fast), transform 150ms var(--ease-spring);
 }

 .configure-verification-link:hover {
-  text-decoration: underline;
+  background: var(--badge-sandbox-bg);
+  transform: translateY(-1px);
+  text-decoration: none;
+}
+
+.configure-verification-link:active {
+  transform: scale(0.98);
 }

 .configure-inline-error {
@@ -10,7 +10,8 @@ use std::sync::Arc;
 use tokio::sync::mpsc;

 use crate::channels::IncomingMessage;
-use crate::channels::web::server::{GatewayState, RateLimiter, start_server};
+use crate::channels::web::auth::MultiAuthState;
+use crate::channels::web::server::{GatewayState, PerUserRateLimiter, RateLimiter, start_server};
 use crate::channels::web::sse::SseManager;
 use crate::channels::web::ws::WsConnectionTracker;

@@ -64,8 +65,9 @@ impl TestGatewayBuilder {
    pub fn build(self) -> Arc<GatewayState> {
        Arc::new(GatewayState {
            msg_tx: tokio::sync::RwLock::new(self.msg_tx),
-            sse: SseManager::new(),
+            sse: Arc::new(SseManager::new()),
            workspace: None,
+            workspace_pool: None,
            session_manager: None,
            log_broadcaster: None,
            log_level_handle: None,
@@ -74,14 +76,15 @@ impl TestGatewayBuilder {
            store: None,
            job_manager: None,
            prompt_queue: None,
-            user_id: self.user_id,
+            owner_id: self.user_id.clone(),
+            default_sender_id: self.user_id,
            shutdown_tx: tokio::sync::RwLock::new(None),
            ws_tracker: Some(Arc::new(WsConnectionTracker::new())),
            llm_provider: self.llm_provider,
            skill_registry: None,
            skill_catalog: None,
            scheduler: None,
-            chat_rate_limiter: RateLimiter::new(30, 60),
+            chat_rate_limiter: PerUserRateLimiter::new(30, 60),
            oauth_rate_limiter: RateLimiter::new(10, 60),
            webhook_rate_limiter: RateLimiter::new(10, 60),
            registry_entries: Vec::new(),
@@ -98,11 +101,26 @@ impl TestGatewayBuilder {
        self,
        auth_token: &str,
    ) -> Result<(SocketAddr, Arc<GatewayState>), crate::error::ChannelError> {
+        let auth = MultiAuthState::single(auth_token.to_string(), "test-user".to_string());
        let state = self.build();
        let addr: SocketAddr = "127.0.0.1:0"
            .parse()
-            .expect("hard-coded address must parse");
-        let bound = start_server(addr, state.clone(), auth_token.to_string()).await?;
+            .expect("hard-coded address must parse"); // safety: constant literal
+        let bound = start_server(addr, state.clone(), auth).await?;
+        Ok((bound, state))
+    }
+
+    /// Build the state and start a gateway server with multi-user auth.
+    /// Returns the bound address and the shared state.
+    pub async fn start_multi(
+        self,
+        auth: MultiAuthState,
+    ) -> Result<(SocketAddr, Arc<GatewayState>), crate::error::ChannelError> {
+        let state = self.build();
+        let addr: SocketAddr = "127.0.0.1:0"
+            .parse()
+            .expect("hard-coded address must parse"); // safety: constant literal
+        let bound = start_server(addr, state.clone(), auth).await?;
        Ok((bound, state))
    }
 }
@@ -0,0 +1,3 @@
+//! Integration tests for the web gateway module.
+
+mod multi_tenant;
@@ -0,0 +1,833 @@
+//! Multi-tenant isolation tests for the web gateway.
+//!
+//! Tests cover workspace pool scoping, job handler isolation, and auth
+//! enforcement on protected endpoints. Uses `LibSqlBackend::new_local()`
+//! with a temporary directory for a real (but ephemeral) database.
+
+use std::collections::HashMap;
+use std::sync::Arc;
+use std::time::Duration;
+
+use axum::Router;
+use axum::body::Body;
+use axum::http::{Method, Request, StatusCode};
+use axum::middleware;
+use axum::routing::{delete, get, post};
+use tower::ServiceExt;
+use uuid::Uuid;
+
+use crate::channels::web::GatewayChannel;
+use crate::channels::web::auth::{
+    AuthenticatedUser, MultiAuthState, UserIdentity, auth_middleware,
+};
+use crate::channels::web::server::{
+    ActiveConfigSnapshot, GatewayState, PerUserRateLimiter, PromptQueue, RateLimiter, WorkspacePool,
+};
+use crate::channels::web::sse::SseManager;
+use crate::config::GatewayConfig;
+
+// ── Helpers ────────────────────────────────────────────────────────────
+
+/// Create a two-user `MultiAuthState` for alice and bob.
+fn two_user_auth() -> MultiAuthState {
+    let mut tokens = HashMap::new();
+    tokens.insert(
+        "tok-alice".to_string(),
+        UserIdentity {
+            user_id: "alice".to_string(),
+            workspace_read_scopes: vec!["shared".to_string()],
+        },
+    );
+    tokens.insert(
+        "tok-bob".to_string(),
+        UserIdentity {
+            user_id: "bob".to_string(),
+            workspace_read_scopes: vec!["shared".to_string(), "alice".to_string()],
+        },
+    );
+    MultiAuthState::multi(tokens)
+}
+
+/// Build a `GatewayState` with configurable store and prompt queue.
+fn build_state(
+    store: Option<Arc<dyn crate::db::Database>>,
+    prompt_queue: Option<PromptQueue>,
+) -> Arc<GatewayState> {
+    Arc::new(GatewayState {
+        msg_tx: tokio::sync::RwLock::new(None),
+        sse: Arc::new(SseManager::new()),
+        workspace: None,
+        workspace_pool: None,
+        session_manager: None,
+        log_broadcaster: None,
+        log_level_handle: None,
+        extension_manager: None,
+        tool_registry: None,
+        store,
+        job_manager: None,
+        prompt_queue,
+        owner_id: "test".to_string(),
+        default_sender_id: "test".to_string(),
+        shutdown_tx: tokio::sync::RwLock::new(None),
+        ws_tracker: None,
+        llm_provider: None,
+        skill_registry: None,
+        skill_catalog: None,
+        scheduler: None,
+        chat_rate_limiter: PerUserRateLimiter::new(30, 60),
+        oauth_rate_limiter: RateLimiter::new(10, 60),
+        webhook_rate_limiter: RateLimiter::new(10, 60),
+        registry_entries: Vec::new(),
+        cost_guard: None,
+        routine_engine: Arc::new(tokio::sync::RwLock::new(None)),
+        startup_time: std::time::Instant::now(),
+        active_config: ActiveConfigSnapshot::default(),
+    })
+}
+
+fn gateway_config() -> GatewayConfig {
+    GatewayConfig {
+        host: "127.0.0.1".to_string(),
+        port: 3000,
+        auth_token: Some("gateway-auth".to_string()),
+        user_id: "gateway-sender".to_string(),
+        workspace_read_scopes: Vec::new(),
+        memory_layers: Vec::new(),
+        user_tokens: None,
+    }
+}
+
+#[test]
+fn with_owner_scope_updates_gateway_owner_scope_in_multi_user_mode() {
+    let mut gateway = GatewayChannel::new(gateway_config());
+    gateway.auth = two_user_auth();
+    gateway.config.user_tokens = Some(HashMap::new());
+    let gateway = gateway.with_owner_scope("owner-scope");
+
+    assert_eq!(gateway.state.owner_id, "owner-scope");
+    assert_eq!(gateway.state.default_sender_id, "gateway-sender");
+
+    let alice = gateway
+        .auth
+        .authenticate("tok-alice")
+        .expect("alice token should remain valid");
+    let bob = gateway
+        .auth
+        .authenticate("tok-bob")
+        .expect("bob token should remain valid");
+    assert_eq!(alice.user_id, "alice");
+    assert_eq!(bob.user_id, "bob");
+}
+
+/// Create a libSQL-backed test database in a temporary directory.
+///
+/// Returns the database and a `TempDir` guard — the database file is
+/// deleted when the guard is dropped.
+#[cfg(feature = "libsql")]
+async fn test_db() -> (Arc<dyn crate::db::Database>, tempfile::TempDir) {
+    use crate::db::Database;
+    let dir = tempfile::tempdir().expect("failed to create temp dir"); // safety: test-only
+    let path = dir.path().join("test.db");
+    let backend = crate::db::libsql::LibSqlBackend::new_local(&path)
+        .await
+        .expect("failed to create test LibSqlBackend"); // safety: test-only
+    backend
+        .run_migrations()
+        .await
+        .expect("failed to run migrations"); // safety: test-only
+    (Arc::new(backend) as Arc<dyn crate::db::Database>, dir)
+}
+
+/// Build a minimal Routine for testing.
+fn make_routine(user_id: &str, name: &str) -> crate::agent::routine::Routine {
+    let now = chrono::Utc::now();
+    crate::agent::routine::Routine {
+        id: Uuid::new_v4(),
+        name: name.to_string(),
+        description: format!("Test routine: {name}"),
+        user_id: user_id.to_string(),
+        enabled: true,
+        trigger: crate::agent::routine::Trigger::Cron {
+            schedule: "0 9 * * *".to_string(),
+            timezone: None,
+        },
+        action: crate::agent::routine::RoutineAction::Lightweight {
+            prompt: "hello".to_string(),
+            context_paths: vec![],
+            max_tokens: 1024,
+            use_tools: false,
+            max_tool_rounds: 3,
+        },
+        guardrails: crate::agent::routine::RoutineGuardrails {
+            cooldown: Duration::from_secs(60),
+            max_concurrent: 1,
+            dedup_window: None,
+        },
+        notify: crate::agent::routine::NotifyConfig {
+            channel: None,
+            user: None,
+            on_success: false,
+            on_failure: true,
+            on_attention: true,
+        },
+        last_run_at: None,
+        next_fire_at: None,
+        run_count: 0,
+        consecutive_failures: 0,
+        state: serde_json::json!({}),
+        created_at: now,
+        updated_at: now,
+    }
+}
+
+/// Build a minimal SandboxJobRecord for testing.
+fn make_sandbox_job(user_id: &str, task: &str) -> crate::history::SandboxJobRecord {
+    let now = chrono::Utc::now();
+    crate::history::SandboxJobRecord {
+        id: Uuid::new_v4(),
+        task: task.to_string(),
+        status: "completed".to_string(),
+        user_id: user_id.to_string(),
+        project_dir: format!("/tmp/test-{}", Uuid::new_v4()),
+        success: Some(true),
+        failure_reason: None,
+        created_at: now,
+        started_at: Some(now),
+        completed_at: Some(now),
+        credential_grants_json: "[]".to_string(),
+    }
+}
+
+// ═══════════════════════════════════════════════════════════════════════
+// WorkspacePool Tests
+// ═══════════════════════════════════════════════════════════════════════
+
+#[cfg(feature = "libsql")]
+mod workspace_pool {
+    use super::*;
+    use crate::config::{WorkspaceConfig, WorkspaceSearchConfig};
+    use crate::workspace::EmbeddingCacheConfig;
+    use crate::workspace::layer::MemoryLayer;
+
+    #[tokio::test]
+    async fn test_workspace_pool_applies_search_config() {
+        let (db, _dir) = test_db().await;
+        let search_config = WorkspaceSearchConfig {
+            rrf_k: 42,
+            ..Default::default()
+        };
+        let pool = WorkspacePool::new(
+            db,
+            None,
+            EmbeddingCacheConfig::default(),
+            search_config,
+            WorkspaceConfig::default(),
+        );
+        let identity = UserIdentity {
+            user_id: "alice".to_string(),
+            workspace_read_scopes: vec![],
+        };
+        let ws = pool.get_or_create(&identity).await;
+        assert_eq!(ws.user_id(), "alice");
+    }
+
+    #[tokio::test]
+    async fn test_workspace_pool_applies_memory_layers() {
+        let (db, _dir) = test_db().await;
+        let layers = vec![MemoryLayer {
+            name: "shared-layer".to_string(),
+            scope: "shared".to_string(),
+            writable: false,
+            sensitivity: Default::default(),
+        }];
+        let ws_config = WorkspaceConfig {
+            memory_layers: layers,
+            read_scopes: vec![],
+        };
+        let pool = WorkspacePool::new(
+            db,
+            None,
+            EmbeddingCacheConfig::default(),
+            WorkspaceSearchConfig::default(),
+            ws_config,
+        );
+        let identity = UserIdentity {
+            user_id: "alice".to_string(),
+            workspace_read_scopes: vec![],
+        };
+        let ws = pool.get_or_create(&identity).await;
+        // Memory layer scope "shared" should appear in read_user_ids.
+        assert!(
+            ws.read_user_ids().contains(&"shared".to_string()),
+            "expected 'shared' in read_user_ids, got {:?}",
+            ws.read_user_ids()
+        );
+    }
+
+    #[tokio::test]
+    async fn test_workspace_pool_applies_identity_read_scopes() {
+        let (db, _dir) = test_db().await;
+        let pool = WorkspacePool::new(
+            db,
+            None,
+            EmbeddingCacheConfig::default(),
+            WorkspaceSearchConfig::default(),
+            WorkspaceConfig::default(),
+        );
+        let identity = UserIdentity {
+            user_id: "bob".to_string(),
+            workspace_read_scopes: vec!["alice".to_string(), "shared".to_string()],
+        };
+        let ws = pool.get_or_create(&identity).await;
+        assert_eq!(ws.user_id(), "bob");
+        assert!(
+            ws.read_user_ids().contains(&"alice".to_string()),
+            "expected 'alice' in read_user_ids from identity scopes"
+        );
+        assert!(
+            ws.read_user_ids().contains(&"shared".to_string()),
+            "expected 'shared' in read_user_ids from identity scopes"
+        );
+    }
+
+    #[tokio::test]
+    async fn test_workspace_pool_caches_per_user() {
+        let (db, _dir) = test_db().await;
+        let pool = WorkspacePool::new(
+            db,
+            None,
+            EmbeddingCacheConfig::default(),
+            WorkspaceSearchConfig::default(),
+            WorkspaceConfig::default(),
+        );
+        let alice_id = UserIdentity {
+            user_id: "alice".to_string(),
+            workspace_read_scopes: vec![],
+        };
+        let bob_id = UserIdentity {
+            user_id: "bob".to_string(),
+            workspace_read_scopes: vec![],
+        };
+
+        let alice_ws1 = pool.get_or_create(&alice_id).await;
+        let alice_ws2 = pool.get_or_create(&alice_id).await;
+        let bob_ws = pool.get_or_create(&bob_id).await;
+
+        // Same user gets the same Arc.
+        assert!(Arc::ptr_eq(&alice_ws1, &alice_ws2));
+        // Different users get different instances.
+        assert!(!Arc::ptr_eq(&alice_ws1, &bob_ws));
+        assert_eq!(alice_ws1.user_id(), "alice");
+        assert_eq!(bob_ws.user_id(), "bob");
+    }
+
+    #[tokio::test]
+    async fn test_workspace_pool_combines_global_and_identity_scopes() {
+        let (db, _dir) = test_db().await;
+        let ws_config = WorkspaceConfig {
+            memory_layers: vec![],
+            read_scopes: vec!["global-shared".to_string()],
+        };
+        let pool = WorkspacePool::new(
+            db,
+            None,
+            EmbeddingCacheConfig::default(),
+            WorkspaceSearchConfig::default(),
+            ws_config,
+        );
+        let identity = UserIdentity {
+            user_id: "alice".to_string(),
+            workspace_read_scopes: vec!["token-scope".to_string()],
+        };
+        let ws = pool.get_or_create(&identity).await;
+        let scopes = ws.read_user_ids();
+        // Primary scope
+        assert!(scopes.contains(&"alice".to_string()));
+        // Global config scope
+        assert!(
+            scopes.contains(&"global-shared".to_string()),
+            "expected global scope 'global-shared', got {:?}",
+            scopes
+        );
+        // Token identity scope
+        assert!(
+            scopes.contains(&"token-scope".to_string()),
+            "expected token scope 'token-scope', got {:?}",
+            scopes
+        );
+    }
+}
+
+// ═══════════════════════════════════════════════════════════════════════
+// Jobs Handler Isolation Tests
+// ═══════════════════════════════════════════════════════════════════════
+
+#[cfg(feature = "libsql")]
+mod jobs_isolation {
+    use super::*;
+    use crate::channels::web::handlers::jobs::{
+        jobs_cancel_handler, jobs_prompt_handler, jobs_restart_handler, jobs_summary_handler,
+    };
+    // SandboxStore methods are accessed through the Database supertrait.
+
+    /// Build a router with job endpoints behind multi-user auth.
+    fn jobs_router(state: Arc<GatewayState>, auth: MultiAuthState) -> Router {
+        Router::new()
+            .route("/api/jobs/summary", get(jobs_summary_handler))
+            .route("/api/jobs/{id}/cancel", post(jobs_cancel_handler))
+            .route("/api/jobs/{id}/restart", post(jobs_restart_handler))
+            .route("/api/jobs/{id}/prompt", post(jobs_prompt_handler))
+            .layer(middleware::from_fn_with_state(auth, auth_middleware))
+            .with_state(state)
+    }
+
+    #[tokio::test]
+    async fn test_jobs_summary_scoped_to_user() {
+        let (db, _dir) = test_db().await;
+
+        // Insert sandbox jobs for alice and bob.
+        let alice_job = make_sandbox_job("alice", "alice task");
+        let bob_job = make_sandbox_job("bob", "bob task");
+        db.save_sandbox_job(&alice_job).await.unwrap();
+        db.save_sandbox_job(&bob_job).await.unwrap();
+
+        let state = build_state(Some(db), None);
+        let auth = two_user_auth();
+        let app = jobs_router(state, auth);
+
+        // Alice should see 1 job.
+        let req = Request::builder()
+            .uri("/api/jobs/summary")
+            .header("Authorization", "Bearer tok-alice")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.clone().oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::OK);
+        let body: serde_json::Value =
+            serde_json::from_slice(&axum::body::to_bytes(resp.into_body(), 4096).await.unwrap())
+                .unwrap();
+        assert_eq!(body["total"], 1, "alice should see only her own jobs");
+
+        // Bob should see 1 job.
+        let req = Request::builder()
+            .uri("/api/jobs/summary")
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::OK);
+        let body: serde_json::Value =
+            serde_json::from_slice(&axum::body::to_bytes(resp.into_body(), 4096).await.unwrap())
+                .unwrap();
+        assert_eq!(body["total"], 1, "bob should see only his own jobs");
+    }
+
+    #[tokio::test]
+    async fn test_jobs_restart_rejects_other_user() {
+        let (db, _dir) = test_db().await;
+
+        // Insert a failed sandbox job owned by alice.
+        let mut alice_job = make_sandbox_job("alice", "alice task");
+        alice_job.status = "failed".to_string();
+        alice_job.success = Some(false);
+        db.save_sandbox_job(&alice_job).await.unwrap();
+
+        let state = build_state(Some(db), None);
+        let auth = two_user_auth();
+        let app = jobs_router(state, auth);
+
+        // Bob tries to restart alice's job.
+        let req = Request::builder()
+            .method(Method::POST)
+            .uri(format!("/api/jobs/{}/restart", alice_job.id))
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(
+            resp.status(),
+            StatusCode::NOT_FOUND,
+            "bob should not be able to restart alice's job"
+        );
+    }
+
+    #[tokio::test]
+    async fn test_jobs_prompt_works_for_agent_jobs() {
+        let (db, _dir) = test_db().await;
+
+        // Insert a running sandbox job owned by alice in claude_code mode.
+        let mut alice_job = make_sandbox_job("alice", "prompt test");
+        alice_job.status = "running".to_string();
+        alice_job.success = None;
+        alice_job.completed_at = None;
+        db.save_sandbox_job(&alice_job).await.unwrap();
+        db.update_sandbox_job_mode(alice_job.id, "claude_code")
+            .await
+            .unwrap();
+
+        let prompt_queue: PromptQueue =
+            Arc::new(tokio::sync::Mutex::new(std::collections::HashMap::new()));
+        let state = build_state(Some(db), Some(prompt_queue.clone()));
+        let auth = two_user_auth();
+        let app = jobs_router(state, auth);
+
+        // Alice prompts her own job.
+        let req = Request::builder()
+            .method(Method::POST)
+            .uri(format!("/api/jobs/{}/prompt", alice_job.id))
+            .header("Authorization", "Bearer tok-alice")
+            .header("Content-Type", "application/json")
+            .body(Body::from(
+                serde_json::to_string(&serde_json::json!({"content": "hello"})).unwrap(),
+            ))
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(
+            resp.status(),
+            StatusCode::OK,
+            "alice should be able to prompt her own job"
+        );
+
+        // Verify prompt was enqueued.
+        let queue = prompt_queue.lock().await;
+        assert!(
+            queue.contains_key(&alice_job.id),
+            "prompt queue should contain alice's job"
+        );
+    }
+
+    #[tokio::test]
+    async fn test_jobs_prompt_rejects_other_user() {
+        let (db, _dir) = test_db().await;
+
+        let mut alice_job = make_sandbox_job("alice", "alice task");
+        alice_job.status = "running".to_string();
+        alice_job.success = None;
+        alice_job.completed_at = None;
+        db.save_sandbox_job(&alice_job).await.unwrap();
+        db.update_sandbox_job_mode(alice_job.id, "claude_code")
+            .await
+            .unwrap();
+
+        let prompt_queue: PromptQueue =
+            Arc::new(tokio::sync::Mutex::new(std::collections::HashMap::new()));
+        let state = build_state(Some(db), Some(prompt_queue));
+        let auth = two_user_auth();
+        let app = jobs_router(state, auth);
+
+        // Bob tries to prompt alice's job.
+        let req = Request::builder()
+            .method(Method::POST)
+            .uri(format!("/api/jobs/{}/prompt", alice_job.id))
+            .header("Authorization", "Bearer tok-bob")
+            .header("Content-Type", "application/json")
+            .body(Body::from(
+                serde_json::to_string(&serde_json::json!({"content": "sneaky"})).unwrap(),
+            ))
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(
+            resp.status(),
+            StatusCode::NOT_FOUND,
+            "bob should not be able to prompt alice's job"
+        );
+    }
+
+    #[tokio::test]
+    async fn test_jobs_cancel_rejects_other_user() {
+        let (db, _dir) = test_db().await;
+
+        let mut alice_job = make_sandbox_job("alice", "alice running");
+        alice_job.status = "running".to_string();
+        alice_job.success = None;
+        alice_job.completed_at = None;
+        db.save_sandbox_job(&alice_job).await.unwrap();
+
+        let state = build_state(Some(db), None);
+        let auth = two_user_auth();
+        let app = jobs_router(state, auth);
+
+        // Bob tries to cancel alice's job.
+        let req = Request::builder()
+            .method(Method::POST)
+            .uri(format!("/api/jobs/{}/cancel", alice_job.id))
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(
+            resp.status(),
+            StatusCode::NOT_FOUND,
+            "bob should not be able to cancel alice's job"
+        );
+    }
+}
+
+// ═══════════════════════════════════════════════════════════════════════
+// Routines Isolation Tests
+// ═══════════════════════════════════════════════════════════════════════
+
+#[cfg(feature = "libsql")]
+mod routines_isolation {
+    use super::*;
+    use crate::channels::web::handlers::routines::{
+        routines_delete_handler, routines_detail_handler, routines_list_handler,
+        routines_summary_handler, routines_toggle_handler,
+    };
+    // RoutineStore methods are accessed through the Database supertrait.
+
+    fn routines_router(state: Arc<GatewayState>, auth: MultiAuthState) -> Router {
+        Router::new()
+            .route("/api/routines", get(routines_list_handler))
+            .route("/api/routines/summary", get(routines_summary_handler))
+            .route("/api/routines/{id}", get(routines_detail_handler))
+            .route("/api/routines/{id}/toggle", post(routines_toggle_handler))
+            .route("/api/routines/{id}", delete(routines_delete_handler))
+            .layer(middleware::from_fn_with_state(auth, auth_middleware))
+            .with_state(state)
+    }
+
+    #[tokio::test]
+    async fn test_routines_isolation() {
+        let (db, _dir) = test_db().await;
+
+        // Create routines for alice and bob.
+        let alice_routine = make_routine("alice", "alice-daily");
+        let bob_routine = make_routine("bob", "bob-daily");
+        db.create_routine(&alice_routine).await.unwrap();
+        db.create_routine(&bob_routine).await.unwrap();
+
+        let state = build_state(Some(db), None);
+        let auth = two_user_auth();
+        let app = routines_router(state, auth);
+
+        // Alice sees only her routine in the list.
+        let req = Request::builder()
+            .uri("/api/routines")
+            .header("Authorization", "Bearer tok-alice")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.clone().oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::OK);
+        let body: serde_json::Value =
+            serde_json::from_slice(&axum::body::to_bytes(resp.into_body(), 8192).await.unwrap())
+                .unwrap();
+        let routines = body["routines"].as_array().unwrap();
+        assert_eq!(routines.len(), 1, "alice should see only her routines");
+        assert_eq!(routines[0]["name"], "alice-daily");
+
+        // Bob sees only his routine.
+        let req = Request::builder()
+            .uri("/api/routines")
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.clone().oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::OK);
+        let body: serde_json::Value =
+            serde_json::from_slice(&axum::body::to_bytes(resp.into_body(), 8192).await.unwrap())
+                .unwrap();
+        let routines = body["routines"].as_array().unwrap();
+        assert_eq!(routines.len(), 1, "bob should see only his routines");
+        assert_eq!(routines[0]["name"], "bob-daily");
+
+        // Bob cannot view alice's routine detail.
+        let req = Request::builder()
+            .uri(format!("/api/routines/{}", alice_routine.id))
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.clone().oneshot(req).await.unwrap();
+        assert_eq!(
+            resp.status(),
+            StatusCode::NOT_FOUND,
+            "bob should not see alice's routine detail"
+        );
+
+        // Bob cannot toggle alice's routine.
+        let req = Request::builder()
+            .method(Method::POST)
+            .uri(format!("/api/routines/{}/toggle", alice_routine.id))
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.clone().oneshot(req).await.unwrap();
+        assert_eq!(
+            resp.status(),
+            StatusCode::NOT_FOUND,
+            "bob should not toggle alice's routine"
+        );
+
+        // Bob cannot delete alice's routine.
+        let req = Request::builder()
+            .method(Method::DELETE)
+            .uri(format!("/api/routines/{}", alice_routine.id))
+            .header("Authorization", "Bearer tok-bob")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(
+            resp.status(),
+            StatusCode::NOT_FOUND,
+            "bob should not delete alice's routine"
+        );
+    }
+}
+
+// ═══════════════════════════════════════════════════════════════════════
+// Handler Auth Enforcement Tests
+// ═══════════════════════════════════════════════════════════════════════
+
+mod auth_enforcement {
+    use super::*;
+
+    /// Dummy handler that extracts `AuthenticatedUser` — if the auth middleware
+    /// rejects the request, this handler is never reached.
+    async fn authed_handler(AuthenticatedUser(_user): AuthenticatedUser) -> &'static str {
+        "ok"
+    }
+
+    /// Build a router with the real auth middleware and dummy handlers at all
+    /// the paths we want to verify require authentication.
+    fn auth_test_router(auth: MultiAuthState) -> Router {
+        let state = build_state(None, None);
+        Router::new()
+            // Routines
+            .route("/api/routines", get(authed_handler))
+            .route("/api/routines/summary", get(authed_handler))
+            .route("/api/routines/{id}", get(authed_handler))
+            .route("/api/routines/{id}/toggle", post(authed_handler))
+            .route("/api/routines/{id}", delete(authed_handler))
+            // Skills
+            .route("/api/skills", get(authed_handler))
+            .route("/api/skills/search", post(authed_handler))
+            .route("/api/skills/install", post(authed_handler))
+            .route("/api/skills/{name}", delete(authed_handler))
+            // Logs
+            .route("/api/logs/events", get(authed_handler))
+            .route("/api/logs/level", get(authed_handler).put(authed_handler))
+            // Gateway status
+            .route("/api/gateway/status", get(authed_handler))
+            .layer(middleware::from_fn_with_state(auth, auth_middleware))
+            .with_state(state)
+    }
+
+    /// Send a request without auth and assert it returns UNAUTHORIZED.
+    async fn assert_requires_auth(app: &Router, method: Method, uri: &str) {
+        let req = Request::builder()
+            .method(method.clone())
+            .uri(uri)
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.clone().oneshot(req).await.unwrap();
+        assert_eq!(
+            resp.status(),
+            StatusCode::UNAUTHORIZED,
+            "{} {} should require auth",
+            method,
+            uri
+        );
+    }
+
+    /// Send a request with a valid token and assert it succeeds.
+    async fn assert_passes_with_token(app: &Router, method: Method, uri: &str, token: &str) {
+        let req = Request::builder()
+            .method(method.clone())
+            .uri(uri)
+            .header("Authorization", format!("Bearer {token}"))
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.clone().oneshot(req).await.unwrap();
+        assert_eq!(
+            resp.status(),
+            StatusCode::OK,
+            "{} {} should pass with valid token",
+            method,
+            uri
+        );
+    }
+
+    #[tokio::test]
+    async fn test_routines_handlers_require_auth() {
+        let auth = MultiAuthState::single("secret-tok".to_string(), "user".to_string());
+        let app = auth_test_router(auth);
+        let id = Uuid::new_v4();
+
+        assert_requires_auth(&app, Method::GET, "/api/routines").await;
+        assert_requires_auth(&app, Method::GET, "/api/routines/summary").await;
+        assert_requires_auth(&app, Method::GET, &format!("/api/routines/{id}")).await;
+        assert_requires_auth(&app, Method::POST, &format!("/api/routines/{id}/toggle")).await;
+        assert_requires_auth(&app, Method::DELETE, &format!("/api/routines/{id}")).await;
+    }
+
+    #[tokio::test]
+    async fn test_skills_handlers_require_auth() {
+        let auth = MultiAuthState::single("secret-tok".to_string(), "user".to_string());
+        let app = auth_test_router(auth);
+
+        assert_requires_auth(&app, Method::GET, "/api/skills").await;
+        assert_requires_auth(&app, Method::POST, "/api/skills/search").await;
+        assert_requires_auth(&app, Method::POST, "/api/skills/install").await;
+        assert_requires_auth(&app, Method::DELETE, "/api/skills/test-skill").await;
+    }
+
+    #[tokio::test]
+    async fn test_logs_handlers_require_auth() {
+        let auth = MultiAuthState::single("secret-tok".to_string(), "user".to_string());
+        let app = auth_test_router(auth);
+
+        assert_requires_auth(&app, Method::GET, "/api/logs/events").await;
+        assert_requires_auth(&app, Method::GET, "/api/logs/level").await;
+        assert_requires_auth(&app, Method::PUT, "/api/logs/level").await;
+    }
+
+    #[tokio::test]
+    async fn test_gateway_status_requires_auth() {
+        let auth = MultiAuthState::single("secret-tok".to_string(), "user".to_string());
+        let app = auth_test_router(auth);
+
+        assert_requires_auth(&app, Method::GET, "/api/gateway/status").await;
+    }
+
+    #[tokio::test]
+    async fn test_valid_token_passes_all_endpoints() {
+        let auth = MultiAuthState::single("secret-tok".to_string(), "user".to_string());
+        let app = auth_test_router(auth);
+        let id = Uuid::new_v4();
+
+        assert_passes_with_token(&app, Method::GET, "/api/routines", "secret-tok").await;
+        assert_passes_with_token(&app, Method::GET, "/api/skills", "secret-tok").await;
+        assert_passes_with_token(&app, Method::GET, "/api/logs/events", "secret-tok").await;
+        assert_passes_with_token(&app, Method::GET, "/api/gateway/status", "secret-tok").await;
+        assert_passes_with_token(
+            &app,
+            Method::GET,
+            &format!("/api/routines/{id}"),
+            "secret-tok",
+        )
+        .await;
+    }
+
+    #[tokio::test]
+    async fn test_wrong_token_rejected_on_all_endpoints() {
+        let auth = MultiAuthState::single("secret-tok".to_string(), "user".to_string());
+        let app = auth_test_router(auth);
+
+        // Wrong token should be rejected.
+        let req = Request::builder()
+            .uri("/api/routines")
+            .header("Authorization", "Bearer wrong-tok")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.clone().oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::UNAUTHORIZED);
+
+        let req = Request::builder()
+            .uri("/api/gateway/status")
+            .header("Authorization", "Bearer wrong-tok")
+            .body(Body::empty())
+            .unwrap();
+        let resp = app.oneshot(req).await.unwrap();
+        assert_eq!(resp.status(), StatusCode::UNAUTHORIZED);
+    }
+}
@@ -63,6 +63,9 @@ pub struct TurnInfo {
    pub started_at: String,
    pub completed_at: Option<String>,
    pub tool_calls: Vec<ToolCallInfo>,
+    /// Agent's reasoning narrative for this turn.
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub narrative: Option<String>,
 }

 #[derive(Debug, Serialize)]
@@ -74,6 +77,9 @@ pub struct ToolCallInfo {
    pub result_preview: Option<String>,
    #[serde(skip_serializing_if = "Option::is_none")]
    pub error: Option<String>,
+    /// Agent's reasoning for choosing this tool.
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub rationale: Option<String>,
 }

 #[derive(Debug, Serialize)]
@@ -114,165 +120,9 @@ pub struct ApprovalRequest {
    pub thread_id: Option<String>,
 }

-// --- SSE Event Types ---
+// --- App Event (re-exported from ironclaw_common) ---

-#[derive(Debug, Clone, Serialize)]
-#[serde(tag = "type")]
-pub enum SseEvent {
-    #[serde(rename = "response")]
-    Response { content: String, thread_id: String },
-    #[serde(rename = "thinking")]
-    Thinking {
-        message: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-    #[serde(rename = "tool_started")]
-    ToolStarted {
-        name: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-    #[serde(rename = "tool_completed")]
-    ToolCompleted {
-        name: String,
-        success: bool,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        error: Option<String>,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        parameters: Option<String>,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-    #[serde(rename = "tool_result")]
-    ToolResult {
-        name: String,
-        preview: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-    #[serde(rename = "stream_chunk")]
-    StreamChunk {
-        content: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-    #[serde(rename = "status")]
-    Status {
-        message: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-    #[serde(rename = "job_started")]
-    JobStarted {
-        job_id: String,
-        title: String,
-        browse_url: String,
-    },
-    #[serde(rename = "approval_needed")]
-    ApprovalNeeded {
-        request_id: String,
-        tool_name: String,
-        description: String,
-        parameters: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-        /// Whether the "always" auto-approve option should be shown.
-        allow_always: bool,
-    },
-    #[serde(rename = "auth_required")]
-    AuthRequired {
-        extension_name: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        instructions: Option<String>,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        auth_url: Option<String>,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        setup_url: Option<String>,
-    },
-    #[serde(rename = "auth_completed")]
-    AuthCompleted {
-        extension_name: String,
-        success: bool,
-        message: String,
-    },
-    #[serde(rename = "error")]
-    Error {
-        message: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-    #[serde(rename = "heartbeat")]
-    Heartbeat,
-
-    // Sandbox job streaming events (worker + Claude Code bridge)
-    #[serde(rename = "job_message")]
-    JobMessage {
-        job_id: String,
-        role: String,
-        content: String,
-    },
-    #[serde(rename = "job_tool_use")]
-    JobToolUse {
-        job_id: String,
-        tool_name: String,
-        input: serde_json::Value,
-    },
-    #[serde(rename = "job_tool_result")]
-    JobToolResult {
-        job_id: String,
-        tool_name: String,
-        output: String,
-    },
-    #[serde(rename = "job_status")]
-    JobStatus { job_id: String, message: String },
-    #[serde(rename = "job_result")]
-    JobResult {
-        job_id: String,
-        status: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        session_id: Option<String>,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        fallback_deliverable: Option<serde_json::Value>,
-    },
-
-    /// An image was generated by a tool.
-    #[serde(rename = "image_generated")]
-    ImageGenerated {
-        data_url: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        path: Option<String>,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-
-    /// Suggested follow-up messages for the user.
-    #[serde(rename = "suggestions")]
-    Suggestions {
-        suggestions: Vec<String>,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-
-    /// Per-turn token usage and cost summary.
-    #[serde(rename = "turn_cost")]
-    TurnCost {
-        input_tokens: u64,
-        output_tokens: u64,
-        cost_usd: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        thread_id: Option<String>,
-    },
-
-    /// Extension activation status change (WASM channels).
-    #[serde(rename = "extension_status")]
-    ExtensionStatus {
-        extension_name: String,
-        status: String,
-        #[serde(skip_serializing_if = "Option::is_none")]
-        message: Option<String>,
-    },
-}
+pub use ironclaw_common::{AppEvent, ToolDecisionDto};

 // --- Memory ---

@@ -456,6 +306,7 @@ pub fn classify_wasm_channel_activation(
    ext: &crate::extensions::InstalledExtension,
    has_paired: bool,
    has_owner_binding: bool,
+    requires_binding: bool,
 ) -> Option<ExtensionActivationStatus> {
    if ext.kind != crate::extensions::ExtensionKind::WasmChannel {
        return None;
@@ -466,7 +317,7 @@ pub fn classify_wasm_channel_activation(
    } else if !ext.authenticated {
        ExtensionActivationStatus::Installed
    } else if ext.active {
-        if has_paired || has_owner_binding {
+        if !requires_binding || has_paired || has_owner_binding {
            ExtensionActivationStatus::Active
        } else {
            ExtensionActivationStatus::Pairing
@@ -536,6 +387,8 @@ pub struct ExtensionSetupResponse {
    pub kind: String,
    pub secrets: Vec<SecretFieldInfo>,
    pub fields: Vec<SetupFieldInfo>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub interactive_login: Option<crate::extensions::InteractiveLoginInfo>,
 }

 #[derive(Debug, Serialize)]
@@ -568,6 +421,32 @@ pub struct ExtensionSetupRequest {
    pub fields: std::collections::HashMap<String, String>,
 }

+#[derive(Debug, Deserialize)]
+pub struct ExtensionInteractiveLoginStartRequest {
+    #[serde(default)]
+    pub force: bool,
+}
+
+#[derive(Debug, Deserialize)]
+pub struct ExtensionInteractiveLoginPollRequest {
+    pub session_id: String,
+}
+
+#[derive(Debug, Serialize)]
+pub struct ExtensionInteractiveLoginResponse {
+    pub success: bool,
+    pub status: String,
+    pub message: String,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub session_id: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub qr_code_url: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub instructions: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    pub activated: Option<bool>,
+}
+
 #[derive(Debug, Serialize)]
 pub struct ActionResponse {
    pub success: bool,
@@ -784,32 +663,9 @@ pub enum WsServerMessage {
 }

 impl WsServerMessage {
-    /// Create a WsServerMessage from an SseEvent.
-    pub fn from_sse_event(event: &SseEvent) -> Self {
-        let event_type = match event {
-            SseEvent::Response { .. } => "response",
-            SseEvent::Thinking { .. } => "thinking",
-            SseEvent::ToolStarted { .. } => "tool_started",
-            SseEvent::ToolCompleted { .. } => "tool_completed",
-            SseEvent::ToolResult { .. } => "tool_result",
-            SseEvent::StreamChunk { .. } => "stream_chunk",
-            SseEvent::Status { .. } => "status",
-            SseEvent::JobStarted { .. } => "job_started",
-            SseEvent::ApprovalNeeded { .. } => "approval_needed",
-            SseEvent::AuthRequired { .. } => "auth_required",
-            SseEvent::AuthCompleted { .. } => "auth_completed",
-            SseEvent::Error { .. } => "error",
-            SseEvent::Heartbeat => "heartbeat",
-            SseEvent::JobMessage { .. } => "job_message",
-            SseEvent::JobToolUse { .. } => "job_tool_use",
-            SseEvent::JobToolResult { .. } => "job_tool_result",
-            SseEvent::JobStatus { .. } => "job_status",
-            SseEvent::JobResult { .. } => "job_result",
-            SseEvent::ImageGenerated { .. } => "image_generated",
-            SseEvent::Suggestions { .. } => "suggestions",
-            SseEvent::TurnCost { .. } => "turn_cost",
-            SseEvent::ExtensionStatus { .. } => "extension_status",
-        };
+    /// Create a WsServerMessage from an AppEvent.
+    pub fn from_app_event(event: &AppEvent) -> Self {
+        let event_type = event.event_type();
        let data = serde_json::to_value(event).unwrap_or(serde_json::Value::Null);
        WsServerMessage::Event {
            event_type: event_type.to_string(),
@@ -1101,12 +957,12 @@ mod tests {
    }

    #[test]
-    fn test_ws_server_from_sse_response() {
-        let sse = SseEvent::Response {
+    fn test_ws_server_from_app_event_response() {
+        let event = AppEvent::Response {
            content: "hello".to_string(),
            thread_id: "t1".to_string(),
        };
-        let ws = WsServerMessage::from_sse_event(&sse);
+        let ws = WsServerMessage::from_app_event(&event);
        match ws {
            WsServerMessage::Event { event_type, data } => {
                assert_eq!(event_type, "response");
@@ -1118,12 +974,12 @@ mod tests {
    }

    #[test]
-    fn test_ws_server_from_sse_thinking() {
-        let sse = SseEvent::Thinking {
+    fn test_ws_server_from_app_event_thinking() {
+        let event = AppEvent::Thinking {
            message: "reasoning...".to_string(),
            thread_id: None,
        };
-        let ws = WsServerMessage::from_sse_event(&sse);
+        let ws = WsServerMessage::from_app_event(&event);
        match ws {
            WsServerMessage::Event { event_type, data } => {
                assert_eq!(event_type, "thinking");
@@ -1134,8 +990,8 @@ mod tests {
    }

    #[test]
-    fn test_ws_server_from_sse_approval_needed() {
-        let sse = SseEvent::ApprovalNeeded {
+    fn test_ws_server_from_app_event_approval_needed() {
+        let event = AppEvent::ApprovalNeeded {
            request_id: "r1".to_string(),
            tool_name: "shell".to_string(),
            description: "Run ls".to_string(),
@@ -1143,7 +999,7 @@ mod tests {
            thread_id: Some("t1".to_string()),
            allow_always: true,
        };
-        let ws = WsServerMessage::from_sse_event(&sse);
+        let ws = WsServerMessage::from_app_event(&event);
        match ws {
            WsServerMessage::Event { event_type, data } => {
                assert_eq!(event_type, "approval_needed");
@@ -1155,9 +1011,9 @@ mod tests {
    }

    #[test]
-    fn test_ws_server_from_sse_heartbeat() {
-        let sse = SseEvent::Heartbeat;
-        let ws = WsServerMessage::from_sse_event(&sse);
+    fn test_ws_server_from_app_event_heartbeat() {
+        let event = AppEvent::Heartbeat;
+        let ws = WsServerMessage::from_app_event(&event);
        match ws {
            WsServerMessage::Event { event_type, .. } => {
                assert_eq!(event_type, "heartbeat");
@@ -1197,8 +1053,8 @@ mod tests {
    }

    #[test]
-    fn test_sse_auth_required_serialize() {
-        let event = SseEvent::AuthRequired {
+    fn test_app_event_auth_required_serialize() {
+        let event = AppEvent::AuthRequired {
            extension_name: "notion".to_string(),
            instructions: Some("Get your token from...".to_string()),
            auth_url: None,
@@ -1214,8 +1070,8 @@ mod tests {
    }

    #[test]
-    fn test_sse_auth_completed_serialize() {
-        let event = SseEvent::AuthCompleted {
+    fn test_app_event_auth_completed_serialize() {
+        let event = AppEvent::AuthCompleted {
            extension_name: "notion".to_string(),
            success: true,
            message: "notion authenticated (3 tools loaded)".to_string(),
@@ -1228,14 +1084,14 @@ mod tests {
    }

    #[test]
-    fn test_ws_server_from_sse_auth_required() {
-        let sse = SseEvent::AuthRequired {
+    fn test_ws_server_from_app_event_auth_required() {
+        let event = AppEvent::AuthRequired {
            extension_name: "openai".to_string(),
            instructions: Some("Enter API key".to_string()),
            auth_url: None,
            setup_url: None,
        };
-        let ws = WsServerMessage::from_sse_event(&sse);
+        let ws = WsServerMessage::from_app_event(&event);
        match ws {
            WsServerMessage::Event { event_type, data } => {
                assert_eq!(event_type, "auth_required");
@@ -1246,13 +1102,13 @@ mod tests {
    }

    #[test]
-    fn test_ws_server_from_sse_auth_completed() {
-        let sse = SseEvent::AuthCompleted {
+    fn test_ws_server_from_app_event_auth_completed() {
+        let event = AppEvent::AuthCompleted {
            extension_name: "slack".to_string(),
            success: false,
            message: "Invalid token".to_string(),
        };
-        let ws = WsServerMessage::from_sse_event(&sse);
+        let ws = WsServerMessage::from_app_event(&event);
        match ws {
            WsServerMessage::Event { event_type, data } => {
                assert_eq!(event_type, "auth_completed");
@@ -2,28 +2,21 @@

 use crate::channels::web::types::{ToolCallInfo, TurnInfo};

-/// Truncate a string to at most `max_bytes` bytes at a char boundary, appending "...".
-///
-/// If the input is wrapped in `<tool_output …>…</tool_output>` and truncation
-/// removes the closing tag, the tag is re-appended so downstream XML parsers
-/// never see an unclosed element.
-pub fn truncate_preview(s: &str, max_bytes: usize) -> String {
-    if s.len() <= max_bytes {
-        return s.to_string();
-    }
-    // Walk backwards from max_bytes to find a valid char boundary
-    let mut end = max_bytes;
-    while end > 0 && !s.is_char_boundary(end) {
-        end -= 1;
-    }
-    let mut result = format!("{}...", &s[..end]);
+pub use ironclaw_common::truncate_preview;

-    // Re-close <tool_output> if truncation cut through the closing tag.
-    if s.starts_with("<tool_output") && !result.ends_with("</tool_output>") {
-        result.push_str("\n</tool_output>");
-    }
-
-    result
+/// Parse tool call summary JSON objects into `ToolCallInfo` structs.
+fn parse_tool_call_infos(calls: &[serde_json::Value]) -> Vec<ToolCallInfo> {
+    calls
+        .iter()
+        .map(|c| ToolCallInfo {
+            name: c["name"].as_str().unwrap_or("unknown").to_string(),
+            has_result: c.get("result_preview").is_some_and(|v| !v.is_null()),
+            has_error: c.get("error").is_some_and(|v| !v.is_null()),
+            result_preview: c["result_preview"].as_str().map(String::from),
+            error: c["error"].as_str().map(String::from),
+            rationale: c["rationale"].as_str().map(String::from),
+        })
+        .collect()
 }

 /// Build TurnInfo pairs from flat DB messages (user/tool_calls/assistant triples).
@@ -49,6 +42,7 @@ pub fn build_turns_from_db_messages(
                started_at: msg.created_at.to_rfc3339(),
                completed_at: None,
                tool_calls: Vec::new(),
+                narrative: None,
            };

            // Check if next message is a tool_calls record
@@ -56,18 +50,28 @@ pub fn build_turns_from_db_messages(
                && next.role == "tool_calls"
            {
                let tc_msg = iter.next().expect("peeked");
-                match serde_json::from_str::<Vec<serde_json::Value>>(&tc_msg.content) {
-                    Ok(calls) => {
-                        turn.tool_calls = calls
-                            .iter()
-                            .map(|c| ToolCallInfo {
-                                name: c["name"].as_str().unwrap_or("unknown").to_string(),
-                                has_result: c.get("result_preview").is_some(),
-                                has_error: c.get("error").is_some(),
-                                result_preview: c["result_preview"].as_str().map(String::from),
-                                error: c["error"].as_str().map(String::from),
-                            })
-                            .collect();
+                // Parse tool_calls JSON — supports two formats:
+                // safety: no byte-index slicing; comment describes JSON shape
+                match serde_json::from_str::<serde_json::Value>(&tc_msg.content) {
+                    Ok(serde_json::Value::Array(calls)) => {
+                        // Old format: plain array
+                        turn.tool_calls = parse_tool_call_infos(&calls);
+                    }
+                    Ok(serde_json::Value::Object(obj)) => {
+                        // New wrapped format with narrative
+                        turn.narrative = obj
+                            .get("narrative")
+                            .and_then(|v| v.as_str())
+                            .map(String::from);
+                        if let Some(serde_json::Value::Array(calls)) = obj.get("calls") {
+                            turn.tool_calls = parse_tool_call_infos(calls);
+                        }
+                    }
+                    Ok(_) => {
+                        tracing::warn!(
+                            message_id = %tc_msg.id,
+                            "Unexpected tool_calls JSON shape in DB, skipping"
+                        );
                    }
                    Err(e) => {
                        tracing::warn!(
@@ -105,6 +109,7 @@ pub fn build_turns_from_db_messages(
                started_at: msg.created_at.to_rfc3339(),
                completed_at: Some(msg.created_at.to_rfc3339()),
                tool_calls: Vec::new(),
+                narrative: None,
            });
            turn_number += 1;
        }
@@ -118,88 +123,6 @@ mod tests {
    use super::*;
    use uuid::Uuid;

-    // ---- truncate_preview tests ----
-
-    #[test]
-    fn test_truncate_preview_short_string() {
-        assert_eq!(truncate_preview("hello", 10), "hello");
-    }
-
-    #[test]
-    fn test_truncate_preview_exact_boundary() {
-        assert_eq!(truncate_preview("hello", 5), "hello");
-    }
-
-    #[test]
-    fn test_truncate_preview_truncates_ascii() {
-        assert_eq!(truncate_preview("hello world", 5), "hello...");
-    }
-
-    #[test]
-    fn test_truncate_preview_empty_string() {
-        assert_eq!(truncate_preview("", 10), "");
-    }
-
-    #[test]
-    fn test_truncate_preview_multibyte_char_boundary() {
-        // '€' is 3 bytes (E2 82 AC). "a€b" = [61, E2, 82, AC, 62] = 5 bytes
-        // Truncating at max_bytes=3 should not split the euro sign.
-        let s = "a€b";
-        let result = truncate_preview(s, 3);
-        // max_bytes=3 lands mid-€, so it walks back to byte 1 ("a")
-        assert_eq!(result, "a...");
-    }
-
-    #[test]
-    fn test_truncate_preview_emoji() {
-        // '🦀' is 4 bytes. "hi🦀" = 6 bytes
-        let s = "hi🦀";
-        let result = truncate_preview(s, 4);
-        // max_bytes=4 lands mid-🦀, walks back to byte 2 ("hi")
-        assert_eq!(result, "hi...");
-    }
-
-    #[test]
-    fn test_truncate_preview_cjk() {
-        // CJK characters are 3 bytes each. "你好世界" = 12 bytes
-        let s = "你好世界";
-        let result = truncate_preview(s, 7);
-        // max_bytes=7 lands mid-character (byte 7 is inside 世), walks back to 6 ("你好")
-        assert_eq!(result, "你好...");
-    }
-
-    #[test]
-    fn test_truncate_preview_zero_max_bytes() {
-        assert_eq!(truncate_preview("hello", 0), "...");
-    }
-
-    #[test]
-    fn test_truncate_preview_closes_tool_output_tag() {
-        let s = "<tool_output name=\"search\">\nSome very long content here\n</tool_output>";
-        // Truncate so it cuts before the closing tag
-        let result = truncate_preview(s, 60);
-        assert!(result.ends_with("</tool_output>"));
-        assert!(result.contains("..."));
-    }
-
-    #[test]
-    fn test_truncate_preview_no_extra_close_when_intact() {
-        let s = "<tool_output name=\"echo\">\nshort\n</tool_output>";
-        // The string is short enough not to be truncated
-        let result = truncate_preview(s, 500);
-        assert_eq!(result, s);
-        // Should not have a duplicate closing tag
-        assert_eq!(result.matches("</tool_output>").count(), 1);
-    }
-
-    #[test]
-    fn test_truncate_preview_non_xml_unaffected() {
-        let s = "Just a plain long string that gets truncated";
-        let result = truncate_preview(s, 10);
-        assert_eq!(result, "Just a pla...");
-        assert!(!result.contains("</tool_output>"));
-    }
-
    // ---- build_turns_from_db_messages tests ----

    fn make_msg(role: &str, content: &str, offset_ms: i64) -> crate::history::ConversationMessage {
@@ -305,4 +228,52 @@ mod tests {
        assert!(turns[0].tool_calls.is_empty());
        assert_eq!(turns[0].state, "Completed");
    }
+
+    #[test]
+    fn test_build_turns_with_wrapped_tool_calls_format() {
+        let tc_json = serde_json::json!({
+            "narrative": "Searching memory for context before proceeding.",
+            "calls": [
+                {"name": "memory_search", "result_preview": "found 3 items", "rationale": "consult prior context"},
+                {"name": "shell", "error": "permission denied"}
+            ]
+        });
+        let messages = vec![
+            make_msg("user", "Find info", 0),
+            make_msg("tool_calls", &tc_json.to_string(), 500),
+            make_msg("assistant", "Here's what I found", 1000),
+        ];
+        let turns = build_turns_from_db_messages(&messages);
+        assert_eq!(turns.len(), 1);
+        assert_eq!(
+            turns[0].narrative.as_deref(),
+            Some("Searching memory for context before proceeding.")
+        );
+        assert_eq!(turns[0].tool_calls.len(), 2);
+        assert_eq!(turns[0].tool_calls[0].name, "memory_search");
+        assert_eq!(
+            turns[0].tool_calls[0].rationale.as_deref(),
+            Some("consult prior context")
+        );
+        assert!(turns[0].tool_calls[0].has_result);
+        assert_eq!(turns[0].tool_calls[1].name, "shell");
+        assert!(turns[0].tool_calls[1].has_error);
+        assert_eq!(turns[0].response.as_deref(), Some("Here's what I found"));
+    }
+
+    #[test]
+    fn test_build_turns_wrapped_format_without_narrative() {
+        let tc_json = serde_json::json!({
+            "calls": [{"name": "echo", "result_preview": "hello"}]
+        });
+        let messages = vec![
+            make_msg("user", "Say hi", 0),
+            make_msg("tool_calls", &tc_json.to_string(), 500),
+            make_msg("assistant", "Done", 1000),
+        ];
+        let turns = build_turns_from_db_messages(&messages);
+        assert_eq!(turns.len(), 1);
+        assert!(turns[0].narrative.is_none());
+        assert_eq!(turns[0].tool_calls.len(), 1);
+    }
 }
@@ -62,7 +62,11 @@ impl Default for WsConnectionTracker {
 ///
 /// When either task ends (client disconnect or broadcast closed), both are
 /// cleaned up.
-pub async fn handle_ws_connection(socket: WebSocket, state: Arc<GatewayState>) {
+pub async fn handle_ws_connection(
+    socket: WebSocket,
+    state: Arc<GatewayState>,
+    user: crate::channels::web::auth::UserIdentity,
+) {
    let (mut ws_sink, mut ws_stream) = socket.split();

    // Track connection
@@ -71,9 +75,9 @@ pub async fn handle_ws_connection(socket: WebSocket, state: Arc<GatewayState>) {
    }
    let tracker_for_drop = state.ws_tracker.clone();

-    // Subscribe to broadcast events (same source as SSE).
+    // Subscribe to broadcast events (same source as SSE), scoped to this user.
    // Reject if we've hit the connection limit.
-    let Some(raw_stream) = state.sse.subscribe_raw() else {
+    let Some(raw_stream) = state.sse.subscribe_raw(Some(user.user_id.clone())) else {
        tracing::warn!("WebSocket rejected: too many connections");
        // Decrement the WS tracker we already incremented above.
        if let Some(ref tracker) = tracker_for_drop {
@@ -93,7 +97,7 @@ pub async fn handle_ws_connection(socket: WebSocket, state: Arc<GatewayState>) {
            let msg = tokio::select! {
                event = event_stream.next() => {
                    match event {
-                        Some(sse_event) => WsServerMessage::from_sse_event(&sse_event),
+                        Some(app_event) => WsServerMessage::from_app_event(&app_event),
                        None => break, // Broadcast channel closed
                    }
                }
@@ -117,7 +121,7 @@ pub async fn handle_ws_connection(socket: WebSocket, state: Arc<GatewayState>) {
    });

    // Receiver task: read client frames and route to agent
-    let user_id = state.user_id.clone();
+    let user_id = user.user_id;
    while let Some(Ok(frame)) = ws_stream.next().await {
        match frame {
            Message::Text(text) => {
@@ -263,11 +267,15 @@ async fn handle_client_message(
            token,
        } => {
            if let Some(ref ext_mgr) = state.extension_manager {
-                match ext_mgr.configure_token(&extension_name, &token).await {
+                match ext_mgr
+                    .configure_token(&extension_name, &token, user_id)
+                    .await
+                {
                    Ok(result) => {
                        if result.verification.is_some() {
-                            state.sse.broadcast(
-                                crate::channels::web::types::SseEvent::AuthRequired {
+                            state.sse.broadcast_for_user(
+                                user_id,
+                                crate::channels::web::types::AppEvent::AuthRequired {
                                    extension_name: extension_name.clone(),
                                    instructions: Some(result.message),
                                    auth_url: None,
@@ -275,9 +283,10 @@ async fn handle_client_message(
                                },
                            );
                        } else {
-                            crate::channels::web::server::clear_auth_mode(state).await;
-                            state.sse.broadcast(
-                                crate::channels::web::types::SseEvent::AuthCompleted {
+                            crate::channels::web::server::clear_auth_mode(state, user_id).await;
+                            state.sse.broadcast_for_user(
+                                user_id,
+                                crate::channels::web::types::AppEvent::AuthCompleted {
                                    extension_name,
                                    success: true,
                                    message: result.message,
@@ -288,8 +297,9 @@ async fn handle_client_message(
                    Err(e) => {
                        let msg = format!("Auth failed: {}", e);
                        if matches!(e, crate::extensions::ExtensionError::ValidationFailed(_)) {
-                            state.sse.broadcast(
-                                crate::channels::web::types::SseEvent::AuthRequired {
+                            state.sse.broadcast_for_user(
+                                user_id,
+                                crate::channels::web::types::AppEvent::AuthRequired {
                                    extension_name: extension_name.clone(),
                                    instructions: Some(msg.clone()),
                                    auth_url: None,
@@ -311,7 +321,7 @@ async fn handle_client_message(
            }
        }
        WsClientMessage::AuthCancel { .. } => {
-            crate::channels::web::server::clear_auth_mode(state).await;
+            crate::channels::web::server::clear_auth_mode(state, user_id).await;
        }
        WsClientMessage::Ping => {
            let _ = direct_tx.send(WsServerMessage::Pong).await;
@@ -498,8 +508,9 @@ mod tests {

        GatewayState {
            msg_tx: tokio::sync::RwLock::new(msg_tx),
-            sse: SseManager::new(),
+            sse: Arc::new(SseManager::new()),
            workspace: None,
+            workspace_pool: None,
            session_manager: None,
            log_broadcaster: None,
            log_level_handle: None,
@@ -509,13 +520,14 @@ mod tests {
            job_manager: None,
            prompt_queue: None,
            scheduler: None,
-            user_id: "test".to_string(),
+            owner_id: "test".to_string(),
+            default_sender_id: "test".to_string(),
            shutdown_tx: tokio::sync::RwLock::new(None),
            ws_tracker: Some(Arc::new(WsConnectionTracker::new())),
            llm_provider: None,
            skill_registry: None,
            skill_catalog: None,
-            chat_rate_limiter: crate::channels::web::server::RateLimiter::new(30, 60),
+            chat_rate_limiter: crate::channels::web::server::PerUserRateLimiter::new(30, 60),
            oauth_rate_limiter: crate::channels::web::server::RateLimiter::new(10, 60),
            webhook_rate_limiter: crate::channels::web::server::RateLimiter::new(10, 60),
            registry_entries: Vec::new(),
@@ -62,6 +62,30 @@ pub fn builtin_client_id_override_env(secret_name: &str) -> Option<&'static str>
    }
 }

+/// Suppress the baked-in desktop OAuth client secret when a hosted proxy is configured.
+///
+/// In hosted deployments, IronClaw may resolve the platform Google client ID from
+/// environment variables while still falling back to the baked-in desktop secret.
+/// That client_id/client_secret mismatch breaks Google token exchange and refresh.
+///
+/// When the proxy is configured, the platform will inject the correct server-side
+/// secret for matching platform credentials, so the baked-in secret must be omitted.
+pub fn hosted_proxy_client_secret(
+    client_secret: &Option<String>,
+    builtin: Option<&OAuthCredentials>,
+    exchange_proxy_configured: bool,
+) -> Option<String> {
+    if !exchange_proxy_configured {
+        return client_secret.clone();
+    }
+
+    let builtin_secret = builtin.map(|credentials| credentials.client_secret);
+    match (client_secret, builtin_secret) {
+        (Some(resolved), Some(baked_in)) if resolved == baked_in => None,
+        _ => client_secret.clone(),
+    }
+}
+
 // ── Shared callback server ──────────────────────────────────────────────

 // Core OAuth callback infrastructure is defined in `crate::llm::oauth_helpers`
@@ -447,9 +471,10 @@ pub struct PendingOAuthFlow {
    pub user_id: String,
    /// Secrets store reference for token persistence.
    pub secrets: Arc<dyn SecretsStore + Send + Sync>,
-    /// SSE broadcast sender for notifying the web UI.
-    pub sse_sender: Option<tokio::sync::broadcast::Sender<crate::channels::web::types::SseEvent>>,
-    /// Gateway auth token for authenticating with the platform token exchange proxy.
+    /// SSE broadcast manager for notifying the web UI.
+    pub sse_manager: Option<Arc<crate::channels::web::sse::SseManager>>,
+    /// OAuth proxy auth token for authenticating with the hosted token exchange proxy.
+    /// Kept as `gateway_token` for public API compatibility.
    pub gateway_token: Option<String>,
    /// Additional form params for the token exchange request.
    /// Used for provider-specific requirements such as RFC 8707 `resource`.
@@ -472,6 +497,12 @@ impl std::fmt::Debug for PendingOAuthFlow {
    }
 }

+impl PendingOAuthFlow {
+    pub fn oauth_proxy_auth_token(&self) -> Option<&str> {
+        self.gateway_token.as_deref()
+    }
+}
+
 /// Thread-safe registry of pending OAuth flows, keyed by CSRF `state` parameter.
 pub type PendingOAuthRegistry = Arc<RwLock<HashMap<String, PendingOAuthFlow>>>;

@@ -505,6 +536,22 @@ pub fn exchange_proxy_url() -> Option<String> {
        .filter(|url| !url.is_empty())
 }

+/// Returns the configured OAuth proxy auth token, if any.
+///
+/// New hosted infra can inject a dedicated shared proxy secret via
+/// `IRONCLAW_OAUTH_PROXY_AUTH_TOKEN`. Existing hosted instances continue to
+/// work by falling back to `GATEWAY_AUTH_TOKEN`.
+pub fn oauth_proxy_auth_token() -> Option<String> {
+    fn normalized_env_value(key: &str) -> Option<String> {
+        crate::config::helpers::env_or_override(key)
+            .map(|value| value.trim().to_string())
+            .filter(|value| !value.is_empty())
+    }
+
+    normalized_env_value("IRONCLAW_OAUTH_PROXY_AUTH_TOKEN")
+        .or_else(|| normalized_env_value("GATEWAY_AUTH_TOKEN"))
+}
+
 /// Maximum age for pending OAuth flows (5 minutes, matching TCP listener timeout).
 pub const OAUTH_FLOW_EXPIRY: Duration = Duration::from_secs(300);

@@ -650,6 +697,8 @@ pub fn strip_instance_prefix(state: &str) -> &str {

 pub struct ProxyTokenExchangeRequest<'a> {
    pub proxy_url: &'a str,
+    /// OAuth proxy auth token.
+    /// Kept as `gateway_token` for public API compatibility.
    pub gateway_token: &'a str,
    pub token_url: &'a str,
    pub client_id: &'a str,
@@ -661,9 +710,53 @@ pub struct ProxyTokenExchangeRequest<'a> {
    pub extra_token_params: &'a HashMap<String, String>,
 }

+pub struct ProxyRefreshTokenRequest<'a> {
+    pub proxy_url: &'a str,
+    /// OAuth proxy auth token.
+    /// Kept as `gateway_token` for public API compatibility.
+    pub gateway_token: &'a str,
+    pub token_url: &'a str,
+    pub client_id: &'a str,
+    pub client_secret: Option<&'a str>,
+    pub refresh_token: &'a str,
+    pub provider: Option<&'a str>,
+}
+
+fn oauth_token_response_from_json(
+    token_data: serde_json::Value,
+    access_token_field: &str,
+) -> Result<OAuthTokenResponse, OAuthCallbackError> {
+    let access_token = token_data
+        .get(access_token_field)
+        .and_then(|v| v.as_str())
+        .ok_or_else(|| {
+            let fields: Vec<&str> = token_data
+                .as_object()
+                .map(|o| o.keys().map(|k| k.as_str()).collect())
+                .unwrap_or_default();
+            OAuthCallbackError::Io(format!(
+                "No '{}' field in proxy response (fields present: {:?})",
+                access_token_field, fields
+            ))
+        })?
+        .to_string();
+
+    let refresh_token = token_data
+        .get("refresh_token")
+        .and_then(|v| v.as_str())
+        .map(String::from);
+    let expires_in = token_data.get("expires_in").and_then(|v| v.as_u64());
+
+    Ok(OAuthTokenResponse {
+        access_token,
+        refresh_token,
+        expires_in,
+    })
+}
+
 /// Exchange an OAuth authorization code via the platform's token exchange proxy.
 ///
-/// Authenticated via the gateway auth token (Bearer header). The caller may
+/// Authenticated via an OAuth proxy auth token (Bearer header). The caller may
 /// either rely on proxy-side secret lookup or forward a `client_secret` when
 /// the provider requires it.
 ///
@@ -675,13 +768,14 @@ pub async fn exchange_via_proxy(
 ) -> Result<OAuthTokenResponse, OAuthCallbackError> {
    if request.gateway_token.is_empty() {
        return Err(OAuthCallbackError::Io(
-            "Gateway auth token is required for proxy token exchange".to_string(),
+            "OAuth proxy auth token is required for proxy token exchange".to_string(),
        ));
    }
    let exchange_url = format!("{}/oauth/exchange", request.proxy_url.trim_end_matches('/'));

    let client = reqwest::Client::builder()
        .timeout(Duration::from_secs(60))
+        .redirect(reqwest::redirect::Policy::none())
        .build()
        .map_err(|e| OAuthCallbackError::Io(format!("Failed to build HTTP client: {}", e)))?;
    let mut params = vec![
@@ -724,41 +818,454 @@ pub async fn exchange_via_proxy(
        .json()
        .await
        .map_err(|e| OAuthCallbackError::Io(format!("Failed to parse proxy response: {}", e)))?;
+    oauth_token_response_from_json(token_data, request.access_token_field)
+}

-    let access_token = token_data
-        .get(request.access_token_field)
-        .and_then(|v| v.as_str())
-        .ok_or_else(|| {
-            let fields: Vec<&str> = token_data
-                .as_object()
-                .map(|o| o.keys().map(|k| k.as_str()).collect())
-                .unwrap_or_default();
-            OAuthCallbackError::Io(format!(
-                "No '{}' field in proxy response (fields present: {:?})",
-                request.access_token_field, fields
-            ))
-        })?
-        .to_string();
+/// Refresh an OAuth access token via the platform's token refresh proxy.
+///
+/// Authenticated via an OAuth proxy auth token (Bearer header). The caller may
+/// either rely on proxy-side secret lookup or forward a `client_secret` when
+/// the provider requires it.
+pub async fn refresh_token_via_proxy(
+    request: ProxyRefreshTokenRequest<'_>,
+) -> Result<OAuthTokenResponse, OAuthCallbackError> {
+    if request.gateway_token.is_empty() {
+        return Err(OAuthCallbackError::Io(
+            "OAuth proxy auth token is required for proxy token refresh".to_string(),
+        ));
+    }

-    let refresh_token = token_data
-        .get("refresh_token")
-        .and_then(|v| v.as_str())
-        .map(String::from);
-    let expires_in = token_data.get("expires_in").and_then(|v| v.as_u64());
+    let refresh_url = format!("{}/oauth/refresh", request.proxy_url.trim_end_matches('/'));
+    let client = reqwest::Client::builder()
+        .timeout(Duration::from_secs(15))
+        .redirect(reqwest::redirect::Policy::none())
+        .build()
+        .map_err(|e| OAuthCallbackError::Io(format!("Failed to build HTTP client: {}", e)))?;

-    Ok(OAuthTokenResponse {
-        access_token,
-        refresh_token,
-        expires_in,
-    })
+    let mut params = vec![
+        ("refresh_token", request.refresh_token.to_string()),
+        ("token_url", request.token_url.to_string()),
+        ("client_id", request.client_id.to_string()),
+    ];
+    if let Some(secret) = request.client_secret {
+        params.push(("client_secret", secret.to_string()));
+    }
+    if let Some(provider) = request.provider {
+        params.push(("provider", provider.to_string()));
+    }
+
+    let response = client
+        .post(&refresh_url)
+        .bearer_auth(request.gateway_token)
+        .form(&params)
+        .send()
+        .await
+        .map_err(|e| {
+            OAuthCallbackError::Io(format!("Token refresh proxy request failed: {}", e))
+        })?;
+
+    if !response.status().is_success() {
+        let status = response.status();
+        let body = response.text().await.unwrap_or_default();
+        return Err(OAuthCallbackError::Io(format!(
+            "Token refresh proxy failed: {} - {}",
+            status, body
+        )));
+    }
+
+    let token_data: serde_json::Value = response
+        .json()
+        .await
+        .map_err(|e| OAuthCallbackError::Io(format!("Failed to parse proxy response: {}", e)))?;
+
+    oauth_token_response_from_json(token_data, "access_token")
 }

 #[cfg(test)]
 mod tests {
+    use std::collections::HashMap;
+    use std::net::SocketAddr;
+    use std::sync::Arc;
+
+    use axum::extract::{Form, State};
+    use axum::http::HeaderMap;
+    use axum::response::Redirect;
+    use axum::routing::post;
+    use axum::{Json, Router};
+    use serde_json::json;
+    use tokio::net::TcpListener;
+    use tokio::sync::{Mutex, oneshot};
+
    use crate::cli::oauth_defaults::{
        builtin_credentials, callback_host, callback_url, is_loopback_host, landing_html,
    };
    use crate::config::helpers::lock_env;
+    use crate::testing::credentials::{TEST_OAUTH_CLIENT_ID, TEST_OAUTH_CLIENT_SECRET};
+
+    #[derive(Clone, Debug, PartialEq, Eq)]
+    struct RecordedProxyRequest {
+        authorization: Option<String>,
+        form: HashMap<String, String>,
+    }
+
+    #[derive(Clone)]
+    struct MockProxyState {
+        requests: Arc<Mutex<Vec<RecordedProxyRequest>>>,
+        exchange_redirect_target: String,
+        refresh_redirect_target: String,
+    }
+
+    struct MockProxyServer {
+        addr: SocketAddr,
+        requests: Arc<Mutex<Vec<RecordedProxyRequest>>>,
+        shutdown_tx: Option<oneshot::Sender<()>>,
+        server_task: Option<tokio::task::JoinHandle<()>>,
+    }
+
+    impl MockProxyServer {
+        async fn start() -> Self {
+            async fn exchange_handler(
+                State(state): State<MockProxyState>,
+                headers: HeaderMap,
+                Form(form): Form<HashMap<String, String>>,
+            ) -> Json<serde_json::Value> {
+                state.requests.lock().await.push(RecordedProxyRequest {
+                    authorization: headers
+                        .get(axum::http::header::AUTHORIZATION)
+                        .and_then(|value| value.to_str().ok())
+                        .map(str::to_string),
+                    form,
+                });
+                Json(json!({
+                    "access_token": "proxy-access-token",
+                    "refresh_token": "proxy-refresh-token",
+                    "expires_in": 7200
+                }))
+            }
+
+            async fn refresh_handler(
+                State(state): State<MockProxyState>,
+                headers: HeaderMap,
+                Form(form): Form<HashMap<String, String>>,
+            ) -> Json<serde_json::Value> {
+                state.requests.lock().await.push(RecordedProxyRequest {
+                    authorization: headers
+                        .get(axum::http::header::AUTHORIZATION)
+                        .and_then(|value| value.to_str().ok())
+                        .map(str::to_string),
+                    form,
+                });
+                Json(json!({
+                    "access_token": "proxy-access-token",
+                    "refresh_token": "proxy-refresh-token",
+                    "expires_in": 7200
+                }))
+            }
+
+            async fn exchange_redirect_handler(State(state): State<MockProxyState>) -> Redirect {
+                Redirect::temporary(&state.exchange_redirect_target)
+            }
+
+            async fn refresh_redirect_handler(State(state): State<MockProxyState>) -> Redirect {
+                Redirect::temporary(&state.refresh_redirect_target)
+            }
+
+            let requests = Arc::new(Mutex::new(Vec::new()));
+            let listener = TcpListener::bind("127.0.0.1:0")
+                .await
+                .expect("bind mock proxy");
+            let addr = listener.local_addr().expect("read mock proxy addr");
+            let exchange_redirect_target = format!("http://{addr}/oauth/exchange");
+            let refresh_redirect_target = format!("http://{addr}/oauth/refresh");
+            let app = Router::new()
+                .route("/oauth/exchange", post(exchange_handler))
+                .route("/oauth/refresh", post(refresh_handler))
+                .route("/redirect/oauth/exchange", post(exchange_redirect_handler))
+                .route("/redirect/oauth/refresh", post(refresh_redirect_handler))
+                .with_state(MockProxyState {
+                    requests: Arc::clone(&requests),
+                    exchange_redirect_target,
+                    refresh_redirect_target,
+                });
+            let (shutdown_tx, shutdown_rx) = oneshot::channel::<()>();
+            let server_task = tokio::spawn(async move {
+                let _ = axum::serve(listener, app)
+                    .with_graceful_shutdown(async {
+                        let _ = shutdown_rx.await;
+                    })
+                    .await;
+            });
+
+            Self {
+                addr,
+                requests,
+                shutdown_tx: Some(shutdown_tx),
+                server_task: Some(server_task),
+            }
+        }
+
+        fn base_url(&self) -> String {
+            format!("http://{}", self.addr)
+        }
+
+        fn redirecting_base_url(&self) -> String {
+            format!("{}/redirect", self.base_url())
+        }
+
+        async fn requests(&self) -> Vec<RecordedProxyRequest> {
+            self.requests.lock().await.clone()
+        }
+
+        async fn shutdown(mut self) {
+            if let Some(tx) = self.shutdown_tx.take() {
+                let _ = tx.send(());
+            }
+            if let Some(task) = self.server_task.take() {
+                let _ = task.await;
+            }
+        }
+    }
+
+    impl Drop for MockProxyServer {
+        fn drop(&mut self) {
+            if let Some(tx) = self.shutdown_tx.take() {
+                let _ = tx.send(());
+            }
+            if let Some(task) = self.server_task.take() {
+                task.abort();
+            }
+        }
+    }
+
+    struct EnvVarGuard {
+        key: &'static str,
+        original: Option<String>,
+    }
+
+    impl Drop for EnvVarGuard {
+        fn drop(&mut self) {
+            // SAFETY: Under ENV_MUTEX, no concurrent env access.
+            unsafe {
+                if let Some(ref value) = self.original {
+                    std::env::set_var(self.key, value);
+                } else {
+                    std::env::remove_var(self.key);
+                }
+            }
+        }
+    }
+
+    fn set_env_var(key: &'static str, value: Option<&str>) -> EnvVarGuard {
+        let original = std::env::var(key).ok();
+        // SAFETY: Under ENV_MUTEX, no concurrent env access.
+        unsafe {
+            if let Some(value) = value {
+                std::env::set_var(key, value);
+            } else {
+                std::env::remove_var(key);
+            }
+        }
+        EnvVarGuard { key, original }
+    }
+
+    #[test]
+    fn test_hosted_proxy_client_secret_suppresses_builtin_secret() {
+        let builtin = builtin_credentials("google_oauth_token").expect("google builtin creds");
+        let client_secret = Some(builtin.client_secret.to_string());
+
+        let result = super::hosted_proxy_client_secret(&client_secret, Some(&builtin), true);
+
+        assert_eq!(result, None);
+    }
+
+    #[test]
+    fn test_hosted_proxy_client_secret_preserves_explicit_secret() {
+        let builtin = builtin_credentials("google_oauth_token").expect("google builtin creds");
+        let client_secret = Some("hosted-server-secret".to_string());
+
+        let result = super::hosted_proxy_client_secret(&client_secret, Some(&builtin), true);
+
+        assert_eq!(result, client_secret);
+    }
+
+    #[tokio::test]
+    async fn test_exchange_via_proxy_sends_auth_and_form() {
+        let server = MockProxyServer::start().await;
+        let mut extra_token_params = HashMap::new();
+        extra_token_params.insert("resource".to_string(), "https://mcp.notion.com".to_string());
+
+        let response = super::exchange_via_proxy(super::ProxyTokenExchangeRequest {
+            proxy_url: &server.base_url(),
+            gateway_token: "shared-oauth-proxy-secret",
+            code: "auth-code-123",
+            redirect_uri: "https://oauth.example.com/oauth/callback",
+            token_url: "https://oauth2.googleapis.com/token",
+            client_id: TEST_OAUTH_CLIENT_ID,
+            client_secret: Some(TEST_OAUTH_CLIENT_SECRET),
+            access_token_field: "access_token",
+            code_verifier: Some("code-verifier-123"),
+            extra_token_params: &extra_token_params,
+        })
+        .await
+        .expect("proxy exchange succeeds");
+
+        assert_eq!(response.access_token, "proxy-access-token");
+        assert_eq!(
+            response.refresh_token.as_deref(),
+            Some("proxy-refresh-token")
+        );
+        assert_eq!(response.expires_in, Some(7200));
+
+        let requests = server.requests().await;
+        assert_eq!(requests.len(), 1);
+        assert_eq!(
+            requests[0].authorization.as_deref(),
+            Some("Bearer shared-oauth-proxy-secret")
+        );
+        assert_eq!(
+            requests[0].form.get("code").map(String::as_str),
+            Some("auth-code-123")
+        );
+        assert_eq!(
+            requests[0].form.get("redirect_uri").map(String::as_str),
+            Some("https://oauth.example.com/oauth/callback")
+        );
+        assert_eq!(
+            requests[0].form.get("token_url").map(String::as_str),
+            Some("https://oauth2.googleapis.com/token")
+        );
+        assert_eq!(
+            requests[0].form.get("client_id").map(String::as_str),
+            Some(TEST_OAUTH_CLIENT_ID)
+        );
+        assert_eq!(
+            requests[0].form.get("client_secret").map(String::as_str),
+            Some(TEST_OAUTH_CLIENT_SECRET)
+        );
+        assert_eq!(
+            requests[0]
+                .form
+                .get("access_token_field")
+                .map(String::as_str),
+            Some("access_token")
+        );
+        assert_eq!(
+            requests[0].form.get("code_verifier").map(String::as_str),
+            Some("code-verifier-123")
+        );
+        assert_eq!(
+            requests[0].form.get("resource").map(String::as_str),
+            Some("https://mcp.notion.com")
+        );
+
+        server.shutdown().await;
+    }
+
+    #[tokio::test]
+    async fn test_refresh_token_via_proxy_sends_auth_and_form() {
+        let server = MockProxyServer::start().await;
+
+        let response = super::refresh_token_via_proxy(super::ProxyRefreshTokenRequest {
+            proxy_url: &server.base_url(),
+            gateway_token: "gateway-test-token",
+            token_url: "https://oauth2.googleapis.com/token",
+            client_id: TEST_OAUTH_CLIENT_ID,
+            client_secret: Some(TEST_OAUTH_CLIENT_SECRET),
+            refresh_token: "refresh-token-123",
+            provider: Some("google"),
+        })
+        .await
+        .expect("proxy refresh succeeds");
+
+        assert_eq!(response.access_token, "proxy-access-token");
+        assert_eq!(
+            response.refresh_token.as_deref(),
+            Some("proxy-refresh-token")
+        );
+        assert_eq!(response.expires_in, Some(7200));
+
+        let requests = server.requests().await;
+        assert_eq!(requests.len(), 1);
+        assert_eq!(
+            requests[0].authorization.as_deref(),
+            Some("Bearer gateway-test-token")
+        );
+        assert_eq!(
+            requests[0].form.get("token_url").map(String::as_str),
+            Some("https://oauth2.googleapis.com/token")
+        );
+        assert_eq!(
+            requests[0].form.get("client_id").map(String::as_str),
+            Some(TEST_OAUTH_CLIENT_ID)
+        );
+        assert_eq!(
+            requests[0].form.get("client_secret").map(String::as_str),
+            Some(TEST_OAUTH_CLIENT_SECRET)
+        );
+        assert_eq!(
+            requests[0].form.get("refresh_token").map(String::as_str),
+            Some("refresh-token-123")
+        );
+        assert_eq!(
+            requests[0].form.get("provider").map(String::as_str),
+            Some("google")
+        );
+
+        server.shutdown().await;
+    }
+
+    #[tokio::test]
+    async fn test_exchange_via_proxy_does_not_follow_redirects() {
+        let server = MockProxyServer::start().await;
+
+        let error = match super::exchange_via_proxy(super::ProxyTokenExchangeRequest {
+            proxy_url: &server.redirecting_base_url(),
+            gateway_token: "gateway-test-token",
+            code: "auth-code-123",
+            redirect_uri: "http://localhost:3000/oauth/callback",
+            token_url: "https://oauth2.googleapis.com/token",
+            client_id: TEST_OAUTH_CLIENT_ID,
+            client_secret: Some(TEST_OAUTH_CLIENT_SECRET),
+            access_token_field: "access_token",
+            code_verifier: Some("code-verifier-123"),
+            extra_token_params: &HashMap::new(),
+        })
+        .await
+        {
+            Ok(_) => panic!("redirected proxy exchange should fail"),
+            Err(error) => error,
+        };
+
+        assert!(error.to_string().contains("307"));
+        assert!(server.requests().await.is_empty());
+
+        server.shutdown().await;
+    }
+
+    #[tokio::test]
+    async fn test_refresh_token_via_proxy_does_not_follow_redirects() {
+        let server = MockProxyServer::start().await;
+
+        let error = match super::refresh_token_via_proxy(super::ProxyRefreshTokenRequest {
+            proxy_url: &server.redirecting_base_url(),
+            gateway_token: "gateway-test-token",
+            token_url: "https://oauth2.googleapis.com/token",
+            client_id: TEST_OAUTH_CLIENT_ID,
+            client_secret: Some(TEST_OAUTH_CLIENT_SECRET),
+            refresh_token: "refresh-token-123",
+            provider: Some("google"),
+        })
+        .await
+        {
+            Ok(_) => panic!("redirected proxy refresh should fail"),
+            Err(error) => error,
+        };
+
+        assert!(error.to_string().contains("307"));
+        assert!(server.requests().await.is_empty());
+
+        server.shutdown().await;
+    }

    #[test]
    fn test_is_loopback_host() {
@@ -1159,6 +1666,54 @@ mod tests {
        }
    }

+    #[test]
+    fn test_oauth_proxy_auth_token_prefers_dedicated_env() {
+        let _guard = lock_env();
+        let _proxy_guard = set_env_var(
+            "IRONCLAW_OAUTH_PROXY_AUTH_TOKEN",
+            Some("shared-proxy-secret"),
+        );
+        let _gateway_guard = set_env_var("GATEWAY_AUTH_TOKEN", Some("gateway-token"));
+
+        assert_eq!(
+            crate::cli::oauth_defaults::oauth_proxy_auth_token().as_deref(),
+            Some("shared-proxy-secret")
+        );
+    }
+
+    #[test]
+    fn test_oauth_proxy_auth_token_falls_back_to_gateway_token() {
+        let _guard = lock_env();
+        let _proxy_guard = set_env_var("IRONCLAW_OAUTH_PROXY_AUTH_TOKEN", None);
+        let _gateway_guard = set_env_var("GATEWAY_AUTH_TOKEN", Some("gateway-token"));
+
+        assert_eq!(
+            crate::cli::oauth_defaults::oauth_proxy_auth_token().as_deref(),
+            Some("gateway-token")
+        );
+    }
+
+    #[test]
+    fn test_oauth_proxy_auth_token_whitespace_dedicated_env_falls_back_to_gateway_token() {
+        let _guard = lock_env();
+        let _proxy_guard = set_env_var("IRONCLAW_OAUTH_PROXY_AUTH_TOKEN", Some("   "));
+        let _gateway_guard = set_env_var("GATEWAY_AUTH_TOKEN", Some("gateway-token"));
+
+        assert_eq!(
+            crate::cli::oauth_defaults::oauth_proxy_auth_token().as_deref(),
+            Some("gateway-token")
+        );
+    }
+
+    #[test]
+    fn test_oauth_proxy_auth_token_returns_none_when_unset() {
+        let _guard = lock_env();
+        let _proxy_guard = set_env_var("IRONCLAW_OAUTH_PROXY_AUTH_TOKEN", None);
+        let _gateway_guard = set_env_var("GATEWAY_AUTH_TOKEN", None);
+
+        assert_eq!(crate::cli::oauth_defaults::oauth_proxy_auth_token(), None);
+    }
+
    #[test]
    fn test_strip_instance_prefix_with_colon() {
        use crate::cli::oauth_defaults::strip_instance_prefix;
@@ -10,7 +10,7 @@ use clap::Subcommand;
 use uuid::Uuid;

 use crate::agent::routine::{
-    NotifyConfig, Routine, RoutineAction, RoutineGuardrails, Trigger, next_cron_fire,
+    NotifyConfig, Routine, RoutineAction, RoutineGuardrails, RunStatus, Trigger, next_cron_fire,
 };
 use crate::db::Database;

@@ -251,15 +251,26 @@ async fn list(
    );
    println!("{}", "-".repeat(130));

+    // Fetch last-run status for all routines in a single batch query
+    let routine_ids: Vec<Uuid> = filtered.iter().map(|r| r.id).collect();
+    let last_run_results = db
+        .batch_get_last_run_status(&routine_ids)
+        .await
+        .unwrap_or_default();
+
    for r in &filtered {
-        let status = if r.enabled {
-            if r.consecutive_failures > 0 {
-                format!("err({})", r.consecutive_failures)
-            } else {
-                "active".to_string()
-            }
-        } else {
+        let last_run_status = last_run_results.get(&r.id).copied();
+
+        let status = if !r.enabled {
            "disabled".to_string()
+        } else if last_run_status == Some(RunStatus::Running) {
+            "running".to_string()
+        } else if r.consecutive_failures > 0 {
+            format!("err({})", r.consecutive_failures)
+        } else if last_run_status == Some(RunStatus::Attention) {
+            "attention".to_string()
+        } else {
+            "active".to_string()
        };

        let next_fire = r
@@ -340,8 +351,8 @@ async fn create(
            prompt: prompt.to_string(),
            context_paths: Vec::new(),
            max_tokens: 4096,
-            use_tools: false,
-            max_tool_rounds: 0,
+            use_tools: true,
+            max_tool_rounds: 3,
        },
        guardrails: RoutineGuardrails {
            cooldown: std::time::Duration::from_secs(cooldown_secs),
@@ -685,6 +696,7 @@ fn truncate(s: &str, max_chars: usize) -> String {
 #[cfg(test)]
 mod tests {
    use super::*;
+    use crate::agent::routine::RoutineAction;

    #[test]
    fn format_relative_future() {
@@ -743,4 +755,48 @@ mod tests {
        assert!(notify.on_failure); // safety: test-only assertion
        assert!(!notify.on_success); // safety: test-only assertion
    }
+
+    #[cfg(feature = "libsql")]
+    #[tokio::test]
+    async fn cli_create_defaults_lightweight_routines_to_tools_enabled() {
+        let harness = crate::testing::TestHarnessBuilder::new().build().await;
+        let db = harness.db.clone();
+
+        run_routines_command(
+            RoutinesCommand::Create {
+                name: "cli-digest".to_string(),
+                schedule: "0 0 9 * * *".to_string(),
+                prompt: "Prepare the morning digest.".to_string(),
+                description: "CLI created routine".to_string(),
+                timezone: Some("UTC".to_string()),
+                cooldown: 300,
+                notify_channel: None,
+            },
+            db.clone(),
+            "user1",
+        )
+        .await
+        .expect("create routine");
+
+        let routine = db
+            .get_routine_by_name("user1", "cli-digest")
+            .await
+            .expect("get routine by name")
+            .expect("cli-digest should exist");
+
+        match routine.action {
+            RoutineAction::Lightweight {
+                use_tools,
+                max_tool_rounds,
+                ..
+            } => {
+                assert!(
+                    use_tools,
+                    "CLI-created lightweight routines should default to tools"
+                );
+                assert_eq!(max_tool_rounds, 3);
+            }
+            other => panic!("expected lightweight action, got {other:?}"),
+        }
+    }
 }
@@ -2,6 +2,7 @@
 //!
 //! Commands for installing, listing, removing, and authenticating WASM tools.

+use std::collections::{HashMap, HashSet};
 use std::io::Write;
 use std::path::{Path, PathBuf};
 use std::sync::Arc;
@@ -79,6 +80,10 @@ pub enum ToolCommand {
        /// Directory to look for tool (default: ~/.ironclaw/tools/)
        #[arg(short, long)]
        dir: Option<PathBuf>,
+
+        /// User ID for checking credential status (default: "default")
+        #[arg(short, long, default_value = "default")]
+        user: String,
    },

    /// Configure authentication for a tool
@@ -124,7 +129,11 @@ pub async fn run_tool_command(cmd: ToolCommand) -> anyhow::Result<()> {
        } => install_tool(path, name, capabilities, target, release, skip_build, force).await,
        ToolCommand::List { dir, verbose } => list_tools(dir, verbose).await,
        ToolCommand::Remove { name, dir } => remove_tool(name, dir).await,
-        ToolCommand::Info { name_or_path, dir } => show_tool_info(name_or_path, dir).await,
+        ToolCommand::Info {
+            name_or_path,
+            dir,
+            user,
+        } => show_tool_info(name_or_path, dir, user).await,
        ToolCommand::Auth { name, dir, user } => auth_tool(name, dir, user).await,
        ToolCommand::Setup { name, dir, user } => setup_tool(name, dir, user).await,
    }
@@ -388,7 +397,11 @@ async fn remove_tool(name: String, dir: Option<PathBuf>) -> anyhow::Result<()> {
 }

 /// Show information about a tool.
-async fn show_tool_info(name_or_path: String, dir: Option<PathBuf>) -> anyhow::Result<()> {
+async fn show_tool_info(
+    name_or_path: String,
+    dir: Option<PathBuf>,
+    user_id: String,
+) -> anyhow::Result<()> {
    let wasm_path = if name_or_path.ends_with(".wasm") {
        PathBuf::from(&name_or_path)
    } else {
@@ -423,7 +436,37 @@ async fn show_tool_info(name_or_path: String, dir: Option<PathBuf>) -> anyhow::R
        println!("\nCapabilities ({}):", caps_path.display());
        let content = fs::read_to_string(&caps_path).await?;
        match CapabilitiesFile::from_json(&content) {
-            Ok(caps) => print_capabilities_detail(&caps),
+            Ok(caps) => {
+                // Lazily init secrets store only when auth secrets need checking.
+                let has_auth = caps.auth.is_some()
+                    || caps
+                        .setup
+                        .as_ref()
+                        .is_some_and(|s| !s.required_secrets.is_empty())
+                    || caps
+                        .http
+                        .as_ref()
+                        .is_some_and(|h| !h.credentials.is_empty());
+                let secrets_store = if has_auth {
+                    match init_secrets_store().await {
+                        Ok(store) => Some(store),
+                        Err(e) => {
+                            eprintln!("  Warning: could not init secrets store: {}", e);
+                            None
+                        }
+                    }
+                } else {
+                    None
+                };
+                print_capabilities_detail(
+                    &caps,
+                    secrets_store
+                        .as_ref()
+                        .map(|s| s.as_ref() as &(dyn SecretsStore + Send + Sync)),
+                    &user_id,
+                )
+                .await;
+            }
            Err(e) => println!("  Error parsing: {}", e),
        }
    } else {
@@ -476,8 +519,89 @@ fn print_capabilities_summary(caps: &CapabilitiesFile) {
    }
 }

+/// Per-secret info collected from all auth-related capability sections.
+struct AuthSecretInfo {
+    secret_name: String,
+    /// Human-readable label (from auth.display_name or setup prompt).
+    description: Option<String>,
+    /// Injection location (from http.credentials).
+    location: Option<String>,
+}
+
+/// Collected auth secrets and the set of secret names they cover.
+struct CollectedAuthSecrets {
+    secrets: Vec<AuthSecretInfo>,
+    /// Secret names present in `secrets`, for filtering the Secrets capability section.
+    seen_names: HashSet<String>,
+}
+
+/// Collect and deduplicate auth secrets from all auth-related capability sections.
+///
+/// Priority for the description label: auth.display_name > setup.required_secrets.prompt.
+/// Injection location is merged from http.credentials.
+fn collect_auth_secrets(caps: &CapabilitiesFile) -> CollectedAuthSecrets {
+    let mut secrets: Vec<AuthSecretInfo> = Vec::new();
+    let mut seen: HashMap<String, usize> = HashMap::new();
+
+    // auth.display_name is the best label — seed first.
+    if let Some(ref auth) = caps.auth {
+        let index = secrets.len();
+        seen.insert(auth.secret_name.clone(), index);
+        secrets.push(AuthSecretInfo {
+            secret_name: auth.secret_name.clone(),
+            description: auth.display_name.clone(),
+            location: None,
+        });
+    }
+
+    // setup.required_secrets.prompt is second-best label.
+    if let Some(ref setup) = caps.setup {
+        for secret in &setup.required_secrets {
+            if !seen.contains_key(&secret.name) {
+                let index = secrets.len();
+                seen.insert(secret.name.clone(), index);
+                secrets.push(AuthSecretInfo {
+                    secret_name: secret.name.clone(),
+                    description: Some(secret.prompt.clone()),
+                    location: None,
+                });
+            }
+        }
+    }
+
+    // Merge injection location from http.credentials.
+    if let Some(ref http) = caps.http {
+        for cred in http.credentials.values() {
+            let loc = format!("{:?}", cred.location);
+            if let Some(&index) = seen.get(&cred.secret_name) {
+                secrets[index].location = Some(loc);
+            } else {
+                let index = secrets.len();
+                seen.insert(cred.secret_name.clone(), index);
+                secrets.push(AuthSecretInfo {
+                    secret_name: cred.secret_name.clone(),
+                    description: None,
+                    location: Some(loc),
+                });
+            }
+        }
+    }
+
+    let seen_names = seen.into_keys().collect();
+    CollectedAuthSecrets {
+        secrets,
+        seen_names,
+    }
+}
+
 /// Print detailed capabilities.
-fn print_capabilities_detail(caps: &CapabilitiesFile) {
+async fn print_capabilities_detail(
+    caps: &CapabilitiesFile,
+    secrets_store: Option<&(dyn SecretsStore + Send + Sync)>,
+    user_id: &str,
+) {
+    let mut collected = collect_auth_secrets(caps);
+
    if let Some(ref http) = caps.http {
        println!("  HTTP:");
        for endpoint in &http.allowlist {
@@ -490,13 +614,6 @@ fn print_capabilities_detail(caps: &CapabilitiesFile) {
            println!("    {} {} {}", methods, endpoint.host, path);
        }

-        if !http.credentials.is_empty() {
-            println!("  Credentials:");
-            for (key, cred) in &http.credentials {
-                println!("    {}: {} -> {:?}", key, cred.secret_name, cred.location);
-            }
-        }
-
        if let Some(ref rate) = http.rate_limit {
            println!(
                "  Rate limit: {}/min, {}/hour",
@@ -505,12 +622,24 @@ fn print_capabilities_detail(caps: &CapabilitiesFile) {
        }
    }

+    // Filter secrets already covered by the auth section (always rendered when non-empty).
    if let Some(ref secrets) = caps.secrets
        && !secrets.allowed_names.is_empty()
    {
-        println!("  Secrets (existence check only):");
-        for name in &secrets.allowed_names {
-            println!("    {}", name);
+        let extra: Vec<_> = if collected.secrets.is_empty() {
+            secrets.allowed_names.iter().collect()
+        } else {
+            secrets
+                .allowed_names
+                .iter()
+                .filter(|name| !collected.seen_names.contains(name.as_str()))
+                .collect()
+        };
+        if !extra.is_empty() {
+            println!("  Secrets (existence check only):");
+            for name in extra {
+                println!("    {}", name);
+            }
        }
    }

@@ -531,6 +660,38 @@ fn print_capabilities_detail(caps: &CapabilitiesFile) {
            println!("    {}", prefix);
        }
    }
+
+    // Consolidated auth status — sorted by secret name for deterministic output.
+    if !collected.secrets.is_empty() {
+        collected
+            .secrets
+            .sort_by(|a, b| a.secret_name.cmp(&b.secret_name));
+        println!("  Auth:");
+        for info in &collected.secrets {
+            let (icon, label) = match secrets_store {
+                Some(store) => match store.exists(user_id, &info.secret_name).await {
+                    Ok(true) => ("\u{2713}", "configured"),
+                    Ok(false) => ("\u{2717}", "missing"),
+                    Err(e) => {
+                        eprintln!(
+                            "  Warning: failed to check secret `{}`: {}",
+                            info.secret_name, e
+                        );
+                        ("?", "unknown")
+                    }
+                },
+                None => ("?", "unknown"),
+            };
+            let mut parts = info.secret_name.clone();
+            if let Some(ref desc) = info.description {
+                parts = format!("{} ({})", parts, desc);
+            }
+            if let Some(ref loc) = info.location {
+                parts = format!("{} -> {}", parts, loc);
+            }
+            println!("    {}  {} {}", parts, icon, label);
+        }
+    }
 }

 /// Validate a tool name to prevent path traversal.
@@ -677,8 +838,7 @@ async fn combine_provider_scopes(
    secret_name: &str,
    base_oauth: &crate::tools::wasm::OAuthConfigSchema,
 ) -> crate::tools::wasm::OAuthConfigSchema {
-    let mut all_scopes: std::collections::HashSet<String> =
-        base_oauth.scopes.iter().cloned().collect();
+    let mut all_scopes: HashSet<String> = base_oauth.scopes.iter().cloned().collect();

    if let Ok(mut entries) = tokio::fs::read_dir(tools_dir).await {
        while let Ok(Some(entry)) = entries.next_entry().await {
@@ -1127,6 +1287,8 @@ async fn setup_tool(name: String, dir: Option<PathBuf>, user_id: String) -> anyh
 #[cfg(test)]
 mod tests {
    use super::*;
+    use crate::secrets::{CreateSecretParams, SecretsStore};
+    use crate::testing::credentials::test_secrets_store;

    #[test]
    fn test_format_size() {
@@ -1143,4 +1305,96 @@ mod tests {
        assert!(dir.to_string_lossy().contains(".ironclaw"));
        assert!(dir.to_string_lossy().contains("tools"));
    }
+
+    /// Verify that auth secrets are deduplicated across auth, setup, and http.credentials,
+    /// and that credential status is checked against the secrets store.
+    #[tokio::test]
+    async fn test_auth_secret_dedup_and_status() {
+        let caps = CapabilitiesFile::from_json(
+            r#"{
+                "auth": {
+                    "secret_name": "gh_token",
+                    "display_name": "GitHub"
+                },
+                "setup": {
+                    "required_secrets": [
+                        { "name": "gh_token", "prompt": "GitHub PAT" },
+                        { "name": "extra_key", "prompt": "Extra API Key" }
+                    ]
+                },
+                "http": {
+                    "allowlist": [{ "host": "api.github.com" }],
+                    "credentials": {
+                        "github": {
+                            "secret_name": "gh_token",
+                            "location": { "type": "bearer" },
+                            "host_patterns": ["api.github.com"]
+                        }
+                    }
+                },
+                "secrets": {
+                    "allowed_names": ["gh_token", "gh_*"]
+                }
+            }"#,
+        )
+        .unwrap();
+
+        let collected = collect_auth_secrets(&caps);
+
+        // gh_token should appear once (from auth), with location merged from credentials.
+        // extra_key should appear once (from setup).
+        assert_eq!(collected.secrets.len(), 2);
+        let gh = collected
+            .secrets
+            .iter()
+            .find(|s| s.secret_name == "gh_token")
+            .unwrap();
+        assert_eq!(gh.description.as_deref(), Some("GitHub"));
+        assert!(
+            gh.location.is_some(),
+            "location should be merged from http.credentials"
+        );
+
+        let extra = collected
+            .secrets
+            .iter()
+            .find(|s| s.secret_name == "extra_key")
+            .unwrap();
+        assert_eq!(extra.description.as_deref(), Some("Extra API Key"));
+        assert!(extra.location.is_none());
+
+        // Secrets section should filter gh_token (in seen_names) but keep gh_* (wildcard).
+        let secrets = caps.secrets.as_ref().unwrap();
+        let extra_secrets: Vec<_> = secrets
+            .allowed_names
+            .iter()
+            .filter(|name| !collected.seen_names.contains(name.as_str()))
+            .collect();
+        assert_eq!(extra_secrets, vec!["gh_*"]);
+
+        // Verify store check: missing secret -> exists returns false.
+        let store = test_secrets_store();
+        assert!(!store.exists("default", "gh_token").await.unwrap());
+
+        // Store gh_token and verify it's found.
+        store
+            .create(
+                "default",
+                CreateSecretParams::new("gh_token", "ghp_test123"),
+            )
+            .await
+            .unwrap();
+        assert!(store.exists("default", "gh_token").await.unwrap());
+        // extra_key still missing.
+        assert!(!store.exists("default", "extra_key").await.unwrap());
+    }
+
+    /// No auth sections → collect_auth_secrets returns empty.
+    #[test]
+    fn test_collect_auth_secrets_empty_caps() {
+        let caps = CapabilitiesFile::default();
+        let collected = collect_auth_secrets(&caps);
+        assert!(collected.secrets.is_empty());
+        assert!(collected.seen_names.is_empty());
+    }
 }
@@ -1,6 +1,6 @@
 use std::time::Duration;

-use crate::config::helpers::{parse_bool_env, parse_option_env, parse_optional_env};
+use crate::config::helpers::{optional_env, parse_bool_env, parse_option_env, parse_optional_env};
 use crate::error::ConfigError;
 use crate::settings::Settings;

@@ -23,6 +23,8 @@ pub struct AgentConfig {
    pub max_cost_per_day_cents: Option<u64>,
    /// Maximum LLM/tool actions per hour. None = unlimited.
    pub max_actions_per_hour: Option<u64>,
+    /// Maximum daily LLM spend per user in cents. None = unlimited.
+    pub max_cost_per_user_per_day_cents: Option<u64>,
    /// Maximum tool-call iterations per agentic loop invocation. Default 50.
    pub max_tool_iterations: usize,
    /// When true, skip tool approval checks entirely. For benchmarks/CI.
@@ -31,6 +33,13 @@ pub struct AgentConfig {
    pub default_timezone: String,
    /// Maximum tokens per job (0 = unlimited).
    pub max_tokens_per_job: u64,
+    /// Whether the deployment is multi-tenant (multiple users sharing one
+    /// instance). Auto-detected from GATEWAY_USER_TOKENS presence.
+    pub multi_tenant: bool,
+    /// Maximum concurrent LLM calls per user. None = use default (4).
+    pub max_llm_concurrent_per_user: Option<usize>,
+    /// Maximum concurrent jobs per user. None = use default (3).
+    pub max_jobs_concurrent_per_user: Option<usize>,
 }

 impl AgentConfig {
@@ -49,10 +58,14 @@ impl AgentConfig {
            allow_local_tools: true,
            max_cost_per_day_cents: None,
            max_actions_per_hour: None,
+            max_cost_per_user_per_day_cents: None,
            max_tool_iterations: 10,
            auto_approve_tools: true,
            default_timezone: "UTC".to_string(),
            max_tokens_per_job: 0,
+            multi_tenant: false,
+            max_llm_concurrent_per_user: None,
+            max_jobs_concurrent_per_user: None,
        }
    }

@@ -87,6 +100,7 @@ impl AgentConfig {
            allow_local_tools: parse_bool_env("ALLOW_LOCAL_TOOLS", false)?,
            max_cost_per_day_cents: parse_option_env("MAX_COST_PER_DAY_CENTS")?,
            max_actions_per_hour: parse_option_env("MAX_ACTIONS_PER_HOUR")?,
+            max_cost_per_user_per_day_cents: parse_option_env("MAX_COST_PER_USER_PER_DAY_CENTS")?,
            max_tool_iterations: parse_optional_env(
                "AGENT_MAX_TOOL_ITERATIONS",
                settings.agent.max_tool_iterations,
@@ -112,6 +126,11 @@ impl AgentConfig {
                "AGENT_MAX_TOKENS_PER_JOB",
                settings.agent.max_tokens_per_job,
            )?,
+            // Auto-detected from GATEWAY_USER_TOKENS presence. Not a separate
+            // knob — multi-tenant mode is always implied by configuring user tokens.
+            multi_tenant: optional_env("GATEWAY_USER_TOKENS")?.is_some(),
+            max_llm_concurrent_per_user: parse_option_env("TENANT_MAX_LLM_CONCURRENT")?,
+            max_jobs_concurrent_per_user: parse_option_env("TENANT_MAX_JOBS_CONCURRENT")?,
        })
    }
 }
@@ -2,6 +2,7 @@ use std::collections::HashMap;
 use std::path::PathBuf;

 use secrecy::SecretString;
+use serde::Deserialize;

 use crate::bootstrap::ironclaw_base_dir;
 use crate::config::helpers::{optional_env, parse_bool_env, parse_optional_env};
@@ -45,6 +46,26 @@ pub struct GatewayConfig {
    /// Bearer token for authentication. Random hex generated at startup if unset.
    pub auth_token: Option<String>,
    pub user_id: String,
+    /// Additional user scopes for workspace reads.
+    ///
+    /// When set, the workspace will be able to read (search, read, list) from
+    /// these additional user scopes while writes remain isolated to `user_id`.
+    /// Parsed from `WORKSPACE_READ_SCOPES` (comma-separated).
+    pub workspace_read_scopes: Vec<String>,
+    /// Memory layer definitions (JSON in env var, or from external config).
+    pub memory_layers: Vec<crate::workspace::layer::MemoryLayer>,
+    /// Multi-user token map. When set, each token maps to a user identity.
+    /// Parsed from `GATEWAY_USER_TOKENS` (JSON string). When absent, falls back
+    /// to single-user mode via `auth_token` + `user_id`.
+    pub user_tokens: Option<HashMap<String, UserTokenConfig>>,
+}
+
+/// Per-user token configuration for multi-user mode.
+#[derive(Debug, Clone, Deserialize)]
+pub struct UserTokenConfig {
+    pub user_id: String,
+    #[serde(default)]
+    pub workspace_read_scopes: Vec<String>,
 }

 /// Signal channel configuration (signal-cli daemon HTTP/JSON-RPC).
@@ -115,6 +136,118 @@ impl ChannelsConfig {
                .or_else(|| cs.gateway_user_id.clone())
                .unwrap_or_else(|| owner_id.to_string());

+            let memory_layers: Vec<crate::workspace::layer::MemoryLayer> =
+                match optional_env("MEMORY_LAYERS")? {
+                    Some(json_str) => {
+                        serde_json::from_str(&json_str).map_err(|e| ConfigError::InvalidValue {
+                            key: "MEMORY_LAYERS".to_string(),
+                            message: format!("must be valid JSON array of layer objects: {e}"),
+                        })?
+                    }
+                    None => crate::workspace::layer::MemoryLayer::default_for_user(&user_id),
+                };
+
+            // Validate layer names and scopes
+            for layer in &memory_layers {
+                if layer.name.trim().is_empty() {
+                    return Err(ConfigError::InvalidValue {
+                        key: "MEMORY_LAYERS".to_string(),
+                        message: "layer name must not be empty".to_string(),
+                    });
+                }
+                if layer.name.len() > 64 {
+                    return Err(ConfigError::InvalidValue {
+                        key: "MEMORY_LAYERS".to_string(),
+                        message: format!("layer name '{}' exceeds 64 characters", layer.name),
+                    });
+                }
+                if !layer
+                    .name
+                    .chars()
+                    .all(|c| c.is_ascii_alphanumeric() || c == '_' || c == '-')
+                {
+                    return Err(ConfigError::InvalidValue {
+                        key: "MEMORY_LAYERS".to_string(),
+                        message: format!(
+                            "layer name '{}' contains invalid characters \
+                             (allowed: a-z, A-Z, 0-9, _, -)",
+                            layer.name
+                        ),
+                    });
+                }
+                if layer.scope.trim().is_empty() {
+                    return Err(ConfigError::InvalidValue {
+                        key: "MEMORY_LAYERS".to_string(),
+                        message: format!("layer '{}' has an empty scope", layer.name),
+                    });
+                }
+            }
+
+            // Check for duplicate layer names
+            {
+                let mut seen = std::collections::HashSet::new();
+                for layer in &memory_layers {
+                    if !seen.insert(&layer.name) {
+                        return Err(ConfigError::InvalidValue {
+                            key: "MEMORY_LAYERS".to_string(),
+                            message: format!("duplicate layer name '{}'", layer.name),
+                        });
+                    }
+                }
+            }
+
+            let user_tokens: Option<HashMap<String, UserTokenConfig>> =
+                match optional_env("GATEWAY_USER_TOKENS")? {
+                    Some(json_str) => {
+                        let tokens: HashMap<String, UserTokenConfig> = serde_json::from_str(
+                            &json_str,
+                        )
+                        .map_err(|e| ConfigError::InvalidValue {
+                            key: "GATEWAY_USER_TOKENS".to_string(),
+                            message: format!(
+                                "must be valid JSON object mapping tokens to user configs: {e}"
+                            ),
+                        })?;
+                        if tokens.is_empty() {
+                            return Err(ConfigError::InvalidValue {
+                            key: "GATEWAY_USER_TOKENS".to_string(),
+                            message:
+                                "token map is empty — remove the variable to use single-user mode"
+                                    .to_string(),
+                        });
+                        }
+                        for (tok, cfg) in &tokens {
+                            if cfg.user_id.trim().is_empty() {
+                                return Err(ConfigError::InvalidValue {
+                                    key: "GATEWAY_USER_TOKENS".to_string(),
+                                    message: format!(
+                                        "token '{}...' has an empty user_id",
+                                        &tok[..tok.len().min(8)]
+                                    ),
+                                });
+                            }
+                        }
+                        Some(tokens)
+                    }
+                    None => None,
+                };
+            let workspace_read_scopes: Vec<String> = optional_env("WORKSPACE_READ_SCOPES")?
+                .map(|s| {
+                    s.split(',')
+                        .map(|s| s.trim().to_string())
+                        .filter(|s| !s.is_empty())
+                        .collect()
+                })
+                .unwrap_or_default();
+
+            for scope in &workspace_read_scopes {
+                if scope.len() > 128 {
+                    return Err(ConfigError::InvalidValue {
+                        key: "WORKSPACE_READ_SCOPES".to_string(),
+                        message: format!("scope '{}...' exceeds 128 characters", &scope[..32]),
+                    });
+                }
+            }
            Some(GatewayConfig {
                host: optional_env("GATEWAY_HOST")?
                    .or_else(|| cs.gateway_host.clone())
@@ -126,6 +259,9 @@ impl ChannelsConfig {
                auth_token: optional_env("GATEWAY_AUTH_TOKEN")?
                    .or_else(|| cs.gateway_auth_token.clone()),
                user_id,
+                workspace_read_scopes,
+                memory_layers,
+                user_tokens,
            })
        } else {
            None
@@ -281,6 +417,9 @@ mod tests {
            port: 3000,
            auth_token: Some("tok-abc".to_string()),
            user_id: "default".to_string(),
+            workspace_read_scopes: vec![],
+            memory_layers: vec![],
+            user_tokens: None,
        };
        assert_eq!(cfg.host, "127.0.0.1");
        assert_eq!(cfg.port, 3000);
@@ -295,6 +434,9 @@ mod tests {
            port: 3001,
            auth_token: None,
            user_id: "anon".to_string(),
+            workspace_read_scopes: vec![],
+            memory_layers: vec![],
+            user_tokens: None,
        };
        assert!(cfg.auth_token.is_none());
    }
@@ -21,6 +21,9 @@ pub struct HeartbeatConfig {
    pub quiet_hours_end: Option<u32>,
    /// Timezone for fire_at and quiet hours evaluation (IANA name).
    pub timezone: Option<String>,
+    /// When true, cycle through all users with routines. Auto-detected from
+    /// GATEWAY_USER_TOKENS or set explicitly via HEARTBEAT_MULTI_TENANT.
+    pub multi_tenant: bool,
 }

 impl Default for HeartbeatConfig {
@@ -34,6 +37,7 @@ impl Default for HeartbeatConfig {
            quiet_hours_start: None,
            quiet_hours_end: None,
            timezone: None,
+            multi_tenant: false,
        }
    }
 }
@@ -101,6 +105,12 @@ impl HeartbeatConfig {
                }
                tz
            },
+            // Auto-detect multi-tenant mode from GATEWAY_USER_TOKENS presence,
+            // or allow explicit override via HEARTBEAT_MULTI_TENANT.
+            multi_tenant: parse_bool_env(
+                "HEARTBEAT_MULTI_TENANT",
+                optional_env("GATEWAY_USER_TOKENS")?.is_some(),
+            )?,
        })
    }
 }
@@ -406,7 +406,7 @@ impl LlmConfig {
        // Resolve extra headers
        let extra_headers = if let Some(env_var) = extra_headers_env {
            optional_env(env_var)?
-                .map(|val| parse_extra_headers(&val))
+                .map(|val| parse_extra_headers_with_key(&val, env_var))
                .transpose()?
                .unwrap_or_default()
        } else {
@@ -475,7 +475,10 @@ impl LlmConfig {
 ///
 /// Format: `Key1:Value1,Key2:Value2` (colon-separated, not `=`, because
 /// header values often contain `=`).
-fn parse_extra_headers(val: &str) -> Result<Vec<(String, String)>, ConfigError> {
+fn parse_extra_headers_with_key(
+    val: &str,
+    env_var_name: &str,
+) -> Result<Vec<(String, String)>, ConfigError> {
    if val.trim().is_empty() {
        return Ok(Vec::new());
    }
@@ -488,14 +491,14 @@ fn parse_extra_headers(val: &str) -> Result<Vec<(String, String)>, ConfigError>
        }
        let Some((key, value)) = pair.split_once(':') else {
            return Err(ConfigError::InvalidValue {
-                key: "LLM_EXTRA_HEADERS".to_string(),
+                key: env_var_name.to_string(),
                message: format!("malformed header entry '{}', expected Key:Value", pair),
            });
        };
        let key = key.trim();
        if key.is_empty() {
            return Err(ConfigError::InvalidValue {
-                key: "LLM_EXTRA_HEADERS".to_string(),
+                key: env_var_name.to_string(),
                message: format!("empty header name in entry '{}'", pair),
            });
        }
@@ -536,6 +539,11 @@ mod tests {
    use crate::settings::Settings;
    use crate::testing::credentials::*;

+    /// Convenience wrapper for tests — uses "TEST_HEADERS" as the env var name.
+    fn parse_extra_headers(val: &str) -> Result<Vec<(String, String)>, ConfigError> {
+        parse_extra_headers_with_key(val, "TEST_HEADERS")
+    }
+
    /// Clear all openai-compatible-related env vars.
    fn clear_openai_compatible_env() {
        // SAFETY: Only called under ENV_MUTEX in tests.
@@ -312,13 +312,11 @@ impl Config {
        let tunnel = TunnelConfig::resolve(settings)?;
        let channels = ChannelsConfig::resolve(settings, &owner_id)?;

-        // Resolve workspace config using the gateway user_id for default layers.
-        let workspace_user_id = channels
-            .gateway
-            .as_ref()
-            .map(|gw| gw.user_id.as_str())
-            .unwrap_or("default");
-        let workspace = WorkspaceConfig::resolve(workspace_user_id)?;
+        // Resolve the startup workspace against the durable owner scope. The
+        // gateway may expose a distinct sender identity, but the base runtime
+        // workspace stays owner-scoped and per-user gateway workspaces are
+        // handled separately by WorkspacePool.
+        let workspace = WorkspaceConfig::resolve(&owner_id)?;

        Ok(Self {
            owner_id: owner_id.clone(),
--- a/Show More
+++ b/Show More