fix: export SECTION_META for config form (#1418) (thanks @MaudeBot)

Export the SECTION_META constant from config-form.render.ts and
re-export it through config-form.ts so it can be imported by config.ts.

This fixes a runtime error where SECTION_META was being referenced
but not properly exported from its source module.

AGENTS.md

@@ -29,6 +29,7 @@
 - Prefer Bun for TypeScript execution (scripts, dev, tests): `bun <file.ts>` / `bunx <tool>`.
 - Run CLI in dev: `pnpm clawdbot ...` (bun) or `pnpm dev`.
 - Node remains supported for running built output (`dist/*`) and production installs.
+- Mac packaging (dev): `scripts/package-mac-app.sh` defaults to current arch. Release checklist: `docs/platforms/mac/release.md`.
 - Type-check/build: `pnpm build` (tsc)
 - Lint/format: `pnpm lint` (oxlint), `pnpm format` (oxfmt)
 - Tests: `pnpm test` (vitest); coverage: `pnpm test:coverage`

CHANGELOG.md

@@ -2,32 +2,64 @@
 
 Docs: https://docs.clawd.bot
 
+## 2026.1.22
+
+### Changes
+- Highlight: Lobster optional plugin tool for typed workflows + approval gates. https://docs.clawd.bot/tools/lobster
+- Memory: prevent CLI hangs by deferring vector probes, adding sqlite-vec/embedding timeouts, and showing sync progress early.
+- Docs: add troubleshooting entry for gateway.mode blocking gateway start. https://docs.clawd.bot/gateway/troubleshooting
+- Docs: add per-message Gmail search example for gog. (#1220) Thanks @mbelinky.
+- Onboarding: remove the run setup-token auth option (paste setup-token or reuse CLI creds instead).
+- Signal: add typing indicators and DM read receipts via signal-cli.
+- MSTeams: add file uploads, adaptive cards, and attachment handling improvements. (#1410) Thanks @Evizero.
+
+### Breaking
+- **BREAKING:** Envelope and system event timestamps now default to host-local time (was UTC) so agents don’t have to constantly convert.
+
+### Fixes
+- Config: avoid stack traces for invalid configs and log the config path.
+- Doctor: warn when gateway.mode is unset with configure/config guidance.
+- OpenCode Zen: route models to the Zen API shape per family so proxy endpoints are used. (#1416)
+- macOS: include Textual syntax highlighting resources in packaged app to prevent chat crashes. (#1362)
+- Cron: cap reminder context history to 10 messages and honor `contextMessages`. (#1103) Thanks @mkbehr.
+- Exec approvals: treat main as the default agent + migrate legacy default allowlists. (#1417) Thanks @czekaj.
+- UI: refresh debug panel on route-driven tab changes. (#1373) Thanks @yazinsai.
+- UI: export config form section metadata for shared usage. (#1418) Thanks @MaudeBot.
+
 ## 2026.1.21
 
 ### Changes
+- Heartbeat: allow running heartbeats in an explicit session key. (#1256) Thanks @zknicker.
 - CLI: default exec approvals to the local host, add gateway/node targeting flags, and show target details in allowlist output.
 - CLI: exec approvals mutations render tables instead of raw JSON.
 - Exec approvals: support wildcard agent allowlists (`*`) across all agents.
+- Exec approvals: allowlist matches resolved binary paths only, add safe stdin-only bins, and tighten allowlist shell parsing.
 - Nodes: expose node PATH in status/describe and bootstrap PATH for node-host execution.
 - CLI: flatten node service commands under `clawdbot node` and remove `service node` docs.
 - CLI: move gateway service commands under `clawdbot gateway` and add `gateway probe` for reachability.
 - Sessions: add per-channel reset overrides via `session.resetByChannel`. (#1353) Thanks @cash-echo-bot.
 
+### Breaking
+- **BREAKING:** Control UI now rejects insecure HTTP without device identity by default. Use HTTPS (Tailscale Serve) or set `gateway.controlUi.allowInsecureAuth: true` to allow token-only auth. https://docs.clawd.bot/web/control-ui#insecure-http
+
 ### Fixes
+- Nodes/macOS: prompt on allowlist miss for node exec approvals, persist allowlist decisions, and flatten node invoke errors. (#1394) Thanks @ngutman.
 - Gateway: keep auto bind loopback-first and add explicit tailnet binding to avoid Tailscale taking over local UI. (#1380)
+- Agents: enforce 9-char alphanumeric tool call ids for Mistral providers. (#1372) Thanks @zerone0x.
 - Embedded runner: persist injected history images so attachments aren’t reloaded each turn. (#1374) Thanks @Nicell.
 - Nodes tool: include agent/node/gateway context in tool failure logs to speed approval debugging.
 - macOS: exec approvals now respect wildcard agent allowlists (`*`).
 - macOS: allow SSH agent auth when no identity file is set. (#1384) Thanks @ameno-.
+- Gateway: prevent multiple gateways from sharing the same config/state at once (singleton lock).
 - UI: remove the chat stop button and keep the composer aligned to the bottom edge.
 - Typing: start instant typing indicators at run start so DMs and mentions show immediately.
 - Configure: restrict the model allowlist picker to OAuth-compatible Anthropic models and preselect Opus 4.5.
 - Configure: seed model fallbacks from the allowlist selection when multiple models are chosen.
 - Model picker: list the full catalog when no model allowlist is configured.
-- Chat: include configured defaults/providers in `/models` output and normalize all-mode paging. (#1398) Thanks @vignesh07.
 - Discord: honor wildcard channel configs via shared match helpers. (#1334) Thanks @pvoo.
 - BlueBubbles: resolve short message IDs safely and expose full IDs in templates. (#1387) Thanks @tyler6204.
 - Infra: preserve fetch helper methods when wrapping abort signals. (#1387)
+- macOS: default distribution packaging to universal binaries. (#1396) Thanks @JustYannicc.
 
 ## 2026.1.20
 

README.md

@@ -471,30 +471,34 @@ by Peter Steinberger and the community.
 See [CONTRIBUTING.md](CONTRIBUTING.md) for guidelines, maintainers, and how to submit PRs.  
 AI/vibe-coded PRs welcome! 🤖
 
+Special thanks to [Mario Zechner](https://mariozechner.at/) for his support and for
+[pi-mono](https://github.com/badlogic/pi-mono).
+
 Thanks to all clawtributors:
 
 <p align="left">
   <a href="https://github.com/steipete"><img src="https://avatars.githubusercontent.com/u/58493?v=4&s=48" width="48" height="48" alt="steipete" title="steipete"/></a> <a href="https://github.com/bohdanpodvirnyi"><img src="https://avatars.githubusercontent.com/u/31819391?v=4&s=48" width="48" height="48" alt="bohdanpodvirnyi" title="bohdanpodvirnyi"/></a> <a href="https://github.com/joaohlisboa"><img src="https://avatars.githubusercontent.com/u/8200873?v=4&s=48" width="48" height="48" alt="joaohlisboa" title="joaohlisboa"/></a> <a href="https://github.com/mneves75"><img src="https://avatars.githubusercontent.com/u/2423436?v=4&s=48" width="48" height="48" alt="mneves75" title="mneves75"/></a> <a href="https://github.com/MatthieuBizien"><img src="https://avatars.githubusercontent.com/u/173090?v=4&s=48" width="48" height="48" alt="MatthieuBizien" title="MatthieuBizien"/></a> <a href="https://github.com/MaudeBot"><img src="https://avatars.githubusercontent.com/u/255777700?v=4&s=48" width="48" height="48" alt="MaudeBot" title="MaudeBot"/></a> <a href="https://github.com/rahthakor"><img src="https://avatars.githubusercontent.com/u/8470553?v=4&s=48" width="48" height="48" alt="rahthakor" title="rahthakor"/></a> <a href="https://github.com/vrknetha"><img src="https://avatars.githubusercontent.com/u/20596261?v=4&s=48" width="48" height="48" alt="vrknetha" title="vrknetha"/></a> <a href="https://github.com/radek-paclt"><img src="https://avatars.githubusercontent.com/u/50451445?v=4&s=48" width="48" height="48" alt="radek-paclt" title="radek-paclt"/></a> <a href="https://github.com/joshp123"><img src="https://avatars.githubusercontent.com/u/1497361?v=4&s=48" width="48" height="48" alt="joshp123" title="joshp123"/></a>
-  <a href="https://github.com/mukhtharcm"><img src="https://avatars.githubusercontent.com/u/56378562?v=4&s=48" width="48" height="48" alt="mukhtharcm" title="mukhtharcm"/></a> <a href="https://github.com/maxsumrall"><img src="https://avatars.githubusercontent.com/u/628843?v=4&s=48" width="48" height="48" alt="maxsumrall" title="maxsumrall"/></a> <a href="https://github.com/xadenryan"><img src="https://avatars.githubusercontent.com/u/165437834?v=4&s=48" width="48" height="48" alt="xadenryan" title="xadenryan"/></a> <a href="https://github.com/tobiasbischoff"><img src="https://avatars.githubusercontent.com/u/711564?v=4&s=48" width="48" height="48" alt="Tobias Bischoff" title="Tobias Bischoff"/></a> <a href="https://github.com/juanpablodlc"><img src="https://avatars.githubusercontent.com/u/92012363?v=4&s=48" width="48" height="48" alt="juanpablodlc" title="juanpablodlc"/></a> <a href="https://github.com/hsrvc"><img src="https://avatars.githubusercontent.com/u/129702169?v=4&s=48" width="48" height="48" alt="hsrvc" title="hsrvc"/></a> <a href="https://github.com/magimetal"><img src="https://avatars.githubusercontent.com/u/36491250?v=4&s=48" width="48" height="48" alt="magimetal" title="magimetal"/></a> <a href="https://github.com/meaningfool"><img src="https://avatars.githubusercontent.com/u/2862331?v=4&s=48" width="48" height="48" alt="meaningfool" title="meaningfool"/></a> <a href="https://github.com/NicholasSpisak"><img src="https://avatars.githubusercontent.com/u/129075147?v=4&s=48" width="48" height="48" alt="NicholasSpisak" title="NicholasSpisak"/></a> <a href="https://github.com/AbhisekBasu1"><img src="https://avatars.githubusercontent.com/u/40645221?v=4&s=48" width="48" height="48" alt="abhisekbasu1" title="abhisekbasu1"/></a>
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-  <a href="https://github.com/TSavo"><img src="https://avatars.githubusercontent.com/u/877990?v=4&s=48" width="48" height="48" alt="TSavo" title="TSavo"/></a> <a href="https://github.com/julianengel"><img src="https://avatars.githubusercontent.com/u/10634231?v=4&s=48" width="48" height="48" alt="julianengel" title="julianengel"/></a> <a href="https://github.com/benithors"><img src="https://avatars.githubusercontent.com/u/20652882?v=4&s=48" width="48" height="48" alt="benithors" title="benithors"/></a> <a href="https://github.com/bradleypriest"><img src="https://avatars.githubusercontent.com/u/167215?v=4&s=48" width="48" height="48" alt="bradleypriest" title="bradleypriest"/></a> <a href="https://github.com/timolins"><img src="https://avatars.githubusercontent.com/u/1440854?v=4&s=48" width="48" height="48" alt="timolins" title="timolins"/></a> <a href="https://github.com/Nachx639"><img src="https://avatars.githubusercontent.com/u/71144023?v=4&s=48" width="48" height="48" alt="nachx639" title="nachx639"/></a> <a href="https://github.com/sreekaransrinath"><img src="https://avatars.githubusercontent.com/u/50989977?v=4&s=48" width="48" height="48" alt="sreekaransrinath" title="sreekaransrinath"/></a> <a href="https://github.com/gupsammy"><img src="https://avatars.githubusercontent.com/u/20296019?v=4&s=48" width="48" height="48" alt="gupsammy" title="gupsammy"/></a> <a href="https://github.com/cristip73"><img src="https://avatars.githubusercontent.com/u/24499421?v=4&s=48" width="48" height="48" alt="cristip73" title="cristip73"/></a> <a href="https://github.com/nachoiacovino"><img src="https://avatars.githubusercontent.com/u/50103937?v=4&s=48" width="48" height="48" alt="nachoiacovino" title="nachoiacovino"/></a>
-  <a href="https://github.com/vsabavat"><img src="https://avatars.githubusercontent.com/u/50385532?v=4&s=48" width="48" height="48" alt="Vasanth Rao Naik Sabavat" title="Vasanth Rao Naik Sabavat"/></a> <a href="https://github.com/cpojer"><img src="https://avatars.githubusercontent.com/u/13352?v=4&s=48" width="48" height="48" alt="cpojer" title="cpojer"/></a> <a href="https://github.com/lc0rp"><img src="https://avatars.githubusercontent.com/u/2609441?v=4&s=48" width="48" height="48" alt="lc0rp" title="lc0rp"/></a> <a href="https://github.com/scald"><img src="https://avatars.githubusercontent.com/u/1215913?v=4&s=48" width="48" height="48" alt="scald" title="scald"/></a> <a href="https://github.com/gumadeiras"><img src="https://avatars.githubusercontent.com/u/5599352?v=4&s=48" width="48" height="48" alt="gumadeiras" title="gumadeiras"/></a> <a href="https://github.com/andranik-sahakyan"><img src="https://avatars.githubusercontent.com/u/8908029?v=4&s=48" width="48" height="48" alt="andranik-sahakyan" title="andranik-sahakyan"/></a> <a href="https://github.com/davidguttman"><img src="https://avatars.githubusercontent.com/u/431696?v=4&s=48" width="48" height="48" alt="davidguttman" title="davidguttman"/></a> <a href="https://github.com/sleontenko"><img src="https://avatars.githubusercontent.com/u/7135949?v=4&s=48" width="48" height="48" alt="sleontenko" title="sleontenko"/></a> <a href="https://github.com/sircrumpet"><img src="https://avatars.githubusercontent.com/u/4436535?v=4&s=48" width="48" height="48" alt="sircrumpet" title="sircrumpet"/></a> <a href="https://github.com/peschee"><img src="https://avatars.githubusercontent.com/u/63866?v=4&s=48" width="48" height="48" alt="peschee" title="peschee"/></a>
-  <a href="https://github.com/rafaelreis-r"><img src="https://avatars.githubusercontent.com/u/57492577?v=4&s=48" width="48" height="48" alt="rafaelreis-r" title="rafaelreis-r"/></a> <a href="https://github.com/thewilloftheshadow"><img src="https://avatars.githubusercontent.com/u/35580099?v=4&s=48" width="48" height="48" alt="thewilloftheshadow" title="thewilloftheshadow"/></a> <a href="https://github.com/ratulsarna"><img src="https://avatars.githubusercontent.com/u/105903728?v=4&s=48" width="48" height="48" alt="ratulsarna" title="ratulsarna"/></a> <a href="https://github.com/lutr0"><img src="https://avatars.githubusercontent.com/u/76906369?v=4&s=48" width="48" height="48" alt="lutr0" title="lutr0"/></a> <a href="https://github.com/danielz1z"><img src="https://avatars.githubusercontent.com/u/235270390?v=4&s=48" width="48" height="48" alt="danielz1z" title="danielz1z"/></a> <a href="https://github.com/emanuelst"><img src="https://avatars.githubusercontent.com/u/9994339?v=4&s=48" width="48" height="48" alt="emanuelst" title="emanuelst"/></a> <a href="https://github.com/KristijanJovanovski"><img src="https://avatars.githubusercontent.com/u/8942284?v=4&s=48" width="48" height="48" alt="KristijanJovanovski" title="KristijanJovanovski"/></a> <a href="https://github.com/CashWilliams"><img src="https://avatars.githubusercontent.com/u/613573?v=4&s=48" width="48" height="48" alt="CashWilliams" title="CashWilliams"/></a> <a href="https://github.com/rdev"><img src="https://avatars.githubusercontent.com/u/8418866?v=4&s=48" width="48" height="48" alt="rdev" title="rdev"/></a> <a href="https://github.com/osolmaz"><img src="https://avatars.githubusercontent.com/u/2453968?v=4&s=48" width="48" height="48" alt="osolmaz" title="osolmaz"/></a>
-  <a href="https://github.com/joshrad-dev"><img src="https://avatars.githubusercontent.com/u/62785552?v=4&s=48" width="48" height="48" alt="joshrad-dev" title="joshrad-dev"/></a> <a href="https://github.com/kiranjd"><img src="https://avatars.githubusercontent.com/u/25822851?v=4&s=48" width="48" height="48" alt="kiranjd" title="kiranjd"/></a> <a href="https://github.com/adityashaw2"><img src="https://avatars.githubusercontent.com/u/41204444?v=4&s=48" width="48" height="48" alt="adityashaw2" title="adityashaw2"/></a> <a href="https://github.com/search?q=sheeek"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="sheeek" title="sheeek"/></a> <a href="https://github.com/artuskg"><img src="https://avatars.githubusercontent.com/u/11966157?v=4&s=48" width="48" height="48" alt="artuskg" title="artuskg"/></a> <a href="https://github.com/onutc"><img src="https://avatars.githubusercontent.com/u/152018508?v=4&s=48" width="48" height="48" alt="onutc" title="onutc"/></a> <a href="https://github.com/tyler6204"><img src="https://avatars.githubusercontent.com/u/64381258?v=4&s=48" width="48" height="48" alt="tyler6204" title="tyler6204"/></a> <a href="https://github.com/ManuelHettich"><img src="https://avatars.githubusercontent.com/u/17690367?v=4&s=48" width="48" height="48" alt="manuelhettich" title="manuelhettich"/></a> <a href="https://github.com/minghinmatthewlam"><img src="https://avatars.githubusercontent.com/u/14224566?v=4&s=48" width="48" height="48" alt="minghinmatthewlam" title="minghinmatthewlam"/></a> <a href="https://github.com/myfunc"><img src="https://avatars.githubusercontent.com/u/19294627?v=4&s=48" width="48" height="48" alt="myfunc" title="myfunc"/></a>
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+  <a href="https://github.com/jverdi"><img src="https://avatars.githubusercontent.com/u/345050?v=4&s=48" width="48" height="48" alt="jverdi" title="jverdi"/></a> <a href="https://github.com/longmaba"><img src="https://avatars.githubusercontent.com/u/9361500?v=4&s=48" width="48" height="48" alt="longmaba" title="longmaba"/></a> <a href="https://github.com/mickahouan"><img src="https://avatars.githubusercontent.com/u/31423109?v=4&s=48" width="48" height="48" alt="mickahouan" title="mickahouan"/></a> <a href="https://github.com/mjrussell"><img src="https://avatars.githubusercontent.com/u/1641895?v=4&s=48" width="48" height="48" alt="mjrussell" title="mjrussell"/></a> <a href="https://github.com/p6l-richard"><img src="https://avatars.githubusercontent.com/u/18185649?v=4&s=48" width="48" height="48" alt="p6l-richard" title="p6l-richard"/></a> <a href="https://github.com/philipp-spiess"><img src="https://avatars.githubusercontent.com/u/458591?v=4&s=48" width="48" height="48" alt="philipp-spiess" title="philipp-spiess"/></a> <a href="https://github.com/robaxelsen"><img src="https://avatars.githubusercontent.com/u/13132899?v=4&s=48" width="48" height="48" alt="robaxelsen" title="robaxelsen"/></a> <a href="https://github.com/search?q=Sash%20Catanzarite"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Sash Catanzarite" title="Sash Catanzarite"/></a> <a href="https://github.com/T5-AndyML"><img src="https://avatars.githubusercontent.com/u/22801233?v=4&s=48" width="48" height="48" alt="T5-AndyML" title="T5-AndyML"/></a> <a href="https://github.com/search?q=VAC"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="VAC" title="VAC"/></a>
+  <a href="https://github.com/zknicker"><img src="https://avatars.githubusercontent.com/u/1164085?v=4&s=48" width="48" height="48" alt="zknicker" title="zknicker"/></a> <a href="https://github.com/search?q=alejandro%20maza"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="alejandro maza" title="alejandro maza"/></a> <a href="https://github.com/andrewting19"><img src="https://avatars.githubusercontent.com/u/10536704?v=4&s=48" width="48" height="48" alt="andrewting19" title="andrewting19"/></a> <a href="https://github.com/search?q=Andrii"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Andrii" title="Andrii"/></a> <a href="https://github.com/anpoirier"><img src="https://avatars.githubusercontent.com/u/1245729?v=4&s=48" width="48" height="48" alt="anpoirier" title="anpoirier"/></a> <a href="https://github.com/Asleep123"><img src="https://avatars.githubusercontent.com/u/122379135?v=4&s=48" width="48" height="48" alt="Asleep123" title="Asleep123"/></a> <a href="https://github.com/bolismauro"><img src="https://avatars.githubusercontent.com/u/771999?v=4&s=48" width="48" height="48" alt="bolismauro" title="bolismauro"/></a> <a href="https://github.com/conhecendocontato"><img src="https://avatars.githubusercontent.com/u/82890727?v=4&s=48" width="48" height="48" alt="conhecendocontato" title="conhecendocontato"/></a> <a href="https://github.com/czekaj"><img src="https://avatars.githubusercontent.com/u/1464539?v=4&s=48" width="48" height="48" alt="czekaj" title="czekaj"/></a> <a href="https://github.com/search?q=Dimitrios%20Ploutarchos"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Dimitrios Ploutarchos" title="Dimitrios Ploutarchos"/></a>
+  <a href="https://github.com/search?q=Drake%20Thomsen"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Drake Thomsen" title="Drake Thomsen"/></a> <a href="https://github.com/search?q=Felix%20Krause"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Felix Krause" title="Felix Krause"/></a> <a href="https://github.com/gtsifrikas"><img src="https://avatars.githubusercontent.com/u/8904378?v=4&s=48" width="48" height="48" alt="gtsifrikas" title="gtsifrikas"/></a> <a href="https://github.com/HazAT"><img src="https://avatars.githubusercontent.com/u/363802?v=4&s=48" width="48" height="48" alt="HazAT" title="HazAT"/></a> <a href="https://github.com/hrdwdmrbl"><img src="https://avatars.githubusercontent.com/u/554881?v=4&s=48" width="48" height="48" alt="hrdwdmrbl" title="hrdwdmrbl"/></a> <a href="https://github.com/hugobarauna"><img src="https://avatars.githubusercontent.com/u/2719?v=4&s=48" width="48" height="48" alt="hugobarauna" title="hugobarauna"/></a> <a href="https://github.com/search?q=Jamie%20Openshaw"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Jamie Openshaw" title="Jamie Openshaw"/></a> <a href="https://github.com/search?q=Jarvis"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Jarvis" title="Jarvis"/></a> <a href="https://github.com/search?q=Jefferson%20Nunn"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Jefferson Nunn" title="Jefferson Nunn"/></a> <a href="https://github.com/search?q=Kevin%20Lin"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Kevin Lin" title="Kevin Lin"/></a>
+  <a href="https://github.com/kitze"><img src="https://avatars.githubusercontent.com/u/1160594?v=4&s=48" width="48" height="48" alt="kitze" title="kitze"/></a> <a href="https://github.com/levifig"><img src="https://avatars.githubusercontent.com/u/1605?v=4&s=48" width="48" height="48" alt="levifig" title="levifig"/></a> <a href="https://github.com/search?q=Lloyd"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Lloyd" title="Lloyd"/></a> <a href="https://github.com/loukotal"><img src="https://avatars.githubusercontent.com/u/18210858?v=4&s=48" width="48" height="48" alt="loukotal" title="loukotal"/></a> <a href="https://github.com/martinpucik"><img src="https://avatars.githubusercontent.com/u/5503097?v=4&s=48" width="48" height="48" alt="martinpucik" title="martinpucik"/></a> <a href="https://github.com/search?q=Miles"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Miles" title="Miles"/></a> <a href="https://github.com/mrdbstn"><img src="https://avatars.githubusercontent.com/u/58957632?v=4&s=48" width="48" height="48" alt="mrdbstn" title="mrdbstn"/></a> <a href="https://github.com/MSch"><img src="https://avatars.githubusercontent.com/u/7475?v=4&s=48" width="48" height="48" alt="MSch" title="MSch"/></a> <a href="https://github.com/search?q=Mustafa%20Tag%20Eldeen"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Mustafa Tag Eldeen" title="Mustafa Tag Eldeen"/></a> <a href="https://github.com/ndraiman"><img src="https://avatars.githubusercontent.com/u/12609607?v=4&s=48" width="48" height="48" alt="ndraiman" title="ndraiman"/></a>
+  <a href="https://github.com/nexty5870"><img src="https://avatars.githubusercontent.com/u/3869659?v=4&s=48" width="48" height="48" alt="nexty5870" title="nexty5870"/></a> <a href="https://github.com/odysseus0"><img src="https://avatars.githubusercontent.com/u/8635094?v=4&s=48" width="48" height="48" alt="odysseus0" title="odysseus0"/></a> <a href="https://github.com/prathamdby"><img src="https://avatars.githubusercontent.com/u/134331217?v=4&s=48" width="48" height="48" alt="prathamdby" title="prathamdby"/></a> <a href="https://github.com/ptn1411"><img src="https://avatars.githubusercontent.com/u/57529765?v=4&s=48" width="48" height="48" alt="ptn1411" title="ptn1411"/></a> <a href="https://github.com/reeltimeapps"><img src="https://avatars.githubusercontent.com/u/637338?v=4&s=48" width="48" height="48" alt="reeltimeapps" title="reeltimeapps"/></a> <a href="https://github.com/RLTCmpe"><img src="https://avatars.githubusercontent.com/u/10762242?v=4&s=48" width="48" height="48" alt="RLTCmpe" title="RLTCmpe"/></a> <a href="https://github.com/rodrigouroz"><img src="https://avatars.githubusercontent.com/u/384037?v=4&s=48" width="48" height="48" alt="rodrigouroz" title="rodrigouroz"/></a> <a href="https://github.com/search?q=Rolf%20Fredheim"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Rolf Fredheim" title="Rolf Fredheim"/></a> <a href="https://github.com/search?q=Rony%20Kelner"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Rony Kelner" title="Rony Kelner"/></a> <a href="https://github.com/search?q=Samrat%20Jha"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Samrat Jha" title="Samrat Jha"/></a>
+  <a href="https://github.com/siraht"><img src="https://avatars.githubusercontent.com/u/73152895?v=4&s=48" width="48" height="48" alt="siraht" title="siraht"/></a> <a href="https://github.com/snopoke"><img src="https://avatars.githubusercontent.com/u/249606?v=4&s=48" width="48" height="48" alt="snopoke" title="snopoke"/></a> <a href="https://github.com/search?q=The%20Admiral"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="The Admiral" title="The Admiral"/></a> <a href="https://github.com/thesash"><img src="https://avatars.githubusercontent.com/u/1166151?v=4&s=48" width="48" height="48" alt="thesash" title="thesash"/></a> <a href="https://github.com/search?q=Ubuntu"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Ubuntu" title="Ubuntu"/></a> <a href="https://github.com/voidserf"><img src="https://avatars.githubusercontent.com/u/477673?v=4&s=48" width="48" height="48" alt="voidserf" title="voidserf"/></a> <a href="https://github.com/search?q=Vultr-Clawd%20Admin"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Vultr-Clawd Admin" title="Vultr-Clawd Admin"/></a> <a href="https://github.com/search?q=Wimmie"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Wimmie" title="Wimmie"/></a> <a href="https://github.com/wstock"><img src="https://avatars.githubusercontent.com/u/1394687?v=4&s=48" width="48" height="48" alt="wstock" title="wstock"/></a> <a href="https://github.com/yazinsai"><img src="https://avatars.githubusercontent.com/u/1846034?v=4&s=48" width="48" height="48" alt="yazinsai" title="yazinsai"/></a>
+  <a href="https://github.com/search?q=Zach%20Knickerbocker"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Zach Knickerbocker" title="Zach Knickerbocker"/></a> <a href="https://github.com/Alphonse-arianee"><img src="https://avatars.githubusercontent.com/u/254457365?v=4&s=48" width="48" height="48" alt="Alphonse-arianee" title="Alphonse-arianee"/></a> <a href="https://github.com/search?q=Azade"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Azade" title="Azade"/></a> <a href="https://github.com/carlulsoe"><img src="https://avatars.githubusercontent.com/u/34673973?v=4&s=48" width="48" height="48" alt="carlulsoe" title="carlulsoe"/></a> <a href="https://github.com/search?q=ddyo"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="ddyo" title="ddyo"/></a> <a href="https://github.com/search?q=Erik"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Erik" title="Erik"/></a> <a href="https://github.com/latitudeki5223"><img src="https://avatars.githubusercontent.com/u/119656367?v=4&s=48" width="48" height="48" alt="latitudeki5223" title="latitudeki5223"/></a> <a href="https://github.com/search?q=Manuel%20Maly"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Manuel Maly" title="Manuel Maly"/></a> <a href="https://github.com/search?q=Mourad%20Boustani"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Mourad Boustani" title="Mourad Boustani"/></a> <a href="https://github.com/odrobnik"><img src="https://avatars.githubusercontent.com/u/333270?v=4&s=48" width="48" height="48" alt="odrobnik" title="odrobnik"/></a>
+  <a href="https://github.com/pcty-nextgen-ios-builder"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="pcty-nextgen-ios-builder" title="pcty-nextgen-ios-builder"/></a> <a href="https://github.com/search?q=Quentin"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Quentin" title="Quentin"/></a> <a href="https://github.com/search?q=Randy%20Torres"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="Randy Torres" title="Randy Torres"/></a> <a href="https://github.com/rhjoh"><img src="https://avatars.githubusercontent.com/u/105699450?v=4&s=48" width="48" height="48" alt="rhjoh" title="rhjoh"/></a> <a href="https://github.com/ronak-guliani"><img src="https://avatars.githubusercontent.com/u/23518228?v=4&s=48" width="48" height="48" alt="ronak-guliani" title="ronak-guliani"/></a> <a href="https://github.com/search?q=William%20Stock"><img src="assets/avatar-placeholder.svg" width="48" height="48" alt="William Stock" title="William Stock"/></a>
 </p>

appcast.xml

@@ -3,13 +3,13 @@
     <channel>
         <title>Clawdbot</title>
         <item>
-            <title>2026.1.20</title>
+            <title>2026.1.21</title>
             <pubDate>Wed, 21 Jan 2026 08:18:22 +0000</pubDate>
             <link>https://raw.githubusercontent.com/clawdbot/clawdbot/main/appcast.xml</link>
             <sparkle:version>7116</sparkle:version>
-            <sparkle:shortVersionString>2026.1.20</sparkle:shortVersionString>
+            <sparkle:shortVersionString>2026.1.21</sparkle:shortVersionString>
             <sparkle:minimumSystemVersion>15.0</sparkle:minimumSystemVersion>
-            <description><![CDATA[<h2>Clawdbot 2026.1.20</h2>
+            <description><![CDATA[<h2>Clawdbot 2026.1.21</h2>
 <h3>Changes</h3>
 <ul>
 <li>Control UI: add copy-as-markdown with error feedback. (#1345) https://docs.clawd.bot/web/control-ui</li>
@@ -190,7 +190,7 @@
 Thanks @AlexMikhalev, @CoreyH, @John-Rood, @KrauseFx, @MaudeBot, @Nachx639, @NicholaiVogel, @RyanLisse, @ThePickle31, @VACInc, @Whoaa512, @YuriNachos, @aaronveklabs, @abdaraxus, @alauppe, @ameno-, @artuskg, @austinm911, @bradleypriest, @cheeeee, @dougvk, @fogboots, @gnarco, @gumadeiras, @jdrhyne, @joelklabo, @longmaba, @mukhtharcm, @odysseus0, @oscargavin, @rhjoh, @sebslight, @sibbl, @sleontenko, @steipete, @suminhthanh, @thewilloftheshadow, @tyler6204, @vignesh07, @visionik, @ysqander, @zerone0x.
 <p><a href="https://github.com/clawdbot/clawdbot/blob/main/CHANGELOG.md">View full changelog</a></p>
 ]]></description>
-            <enclosure url="https://github.com/clawdbot/clawdbot/releases/download/v2026.1.20/Clawdbot-2026.1.20.zip" length="12208102" type="application/octet-stream" sparkle:edSignature="hU495Eii8O3qmmUnxYFhXyEGv+qan6KL+GpeuBhPIXf+7B5F/gBh5Oz9cHaqaAPoZ4/3Bo6xgvic0HTkbz6gDw=="/>
+            <enclosure url="https://github.com/clawdbot/clawdbot/releases/download/v2026.1.21/Clawdbot-2026.1.21.zip" length="12208102" type="application/octet-stream" sparkle:edSignature="hU495Eii8O3qmmUnxYFhXyEGv+qan6KL+GpeuBhPIXf+7B5F/gBh5Oz9cHaqaAPoZ4/3Bo6xgvic0HTkbz6gDw=="/>
         </item>
         <item>
             <title>2026.1.16-2</title>
@@ -290,4 +290,4 @@ Thanks @AlexMikhalev, @CoreyH, @John-Rood, @KrauseFx, @MaudeBot, @Nachx639, @Nic
             <enclosure url="https://github.com/clawdbot/clawdbot/releases/download/v2026.1.15/Clawdbot-2026.1.15.zip" length="12127276" type="application/octet-stream" sparkle:edSignature="o79vwTbtW/d91NQFRVfUDhsv6D4zIw7IkhY0N1iLImMu94BURgLcecA6z7Smy3bMobPwOyzN8yfm6mA/Rt8FCA=="/>
         </item>
     </channel>
-</rss>
+</rss>

apps/android/app/build.gradle.kts

@@ -21,8 +21,8 @@ android {
     applicationId = "com.clawdbot.android"
     minSdk = 31
     targetSdk = 36
-    versionCode = 202601200
-    versionName = "2026.1.20"
+    versionCode = 202601210
+    versionName = "2026.1.21"
   }
 
   buildTypes {

apps/ios/Sources/Info.plist

@@ -19,9 +19,9 @@
 	<key>CFBundlePackageType</key>
 	<string>APPL</string>
 	<key>CFBundleShortVersionString</key>
-	<string>2026.1.20</string>
+	<string>2026.1.21</string>
 	<key>CFBundleVersion</key>
-	<string>20260120</string>
+	<string>20260121</string>
 	<key>NSAppTransportSecurity</key>
 	<dict>
 		<key>NSAllowsArbitraryLoadsInWebContent</key>

apps/ios/Tests/Info.plist

@@ -17,8 +17,8 @@
 	<key>CFBundlePackageType</key>
 	<string>BNDL</string>
 	<key>CFBundleShortVersionString</key>
-	<string>2026.1.20</string>
+	<string>2026.1.21</string>
 	<key>CFBundleVersion</key>
-	<string>20260120</string>
+	<string>20260121</string>
 </dict>
 </plist>

apps/ios/project.yml

@@ -81,8 +81,8 @@ targets:
       properties:
         CFBundleDisplayName: Clawdbot
         CFBundleIconName: AppIcon
-        CFBundleShortVersionString: "2026.1.20"
-        CFBundleVersion: "20260120"
+        CFBundleShortVersionString: "2026.1.21"
+        CFBundleVersion: "20260121"
         UILaunchScreen: {}
         UIApplicationSceneManifest:
           UIApplicationSupportsMultipleScenes: false
@@ -130,5 +130,5 @@ targets:
       path: Tests/Info.plist
       properties:
         CFBundleDisplayName: ClawdbotTests
-        CFBundleShortVersionString: "2026.1.20"
-        CFBundleVersion: "20260120"
+        CFBundleShortVersionString: "2026.1.21"
+        CFBundleVersion: "20260121"

apps/macos/Sources/Clawdbot/ConnectionModeCoordinator.swift

@@ -6,15 +6,20 @@ final class ConnectionModeCoordinator {
     static let shared = ConnectionModeCoordinator()
 
     private let logger = Logger(subsystem: "com.clawdbot", category: "connection")
+    private var lastMode: AppState.ConnectionMode?
 
     /// Apply the requested connection mode by starting/stopping local gateway,
     /// managing the control-channel SSH tunnel, and cleaning up chat windows/panels.
     func apply(mode: AppState.ConnectionMode, paused: Bool) async {
+        if let lastMode = self.lastMode, lastMode != mode {
+            GatewayProcessManager.shared.clearLastFailure()
+            NodesStore.shared.lastError = nil
+        }
+        self.lastMode = mode
         switch mode {
         case .unconfigured:
-            if let error = await NodeServiceManager.stop() {
-                NodesStore.shared.lastError = "Node service stop failed: \(error)"
-            }
+            _ = await NodeServiceManager.stop()
+            NodesStore.shared.lastError = nil
             await RemoteTunnelManager.shared.stopAll()
             WebChatManager.shared.resetTunnels()
             GatewayProcessManager.shared.stop()
@@ -23,9 +28,8 @@ final class ConnectionModeCoordinator {
             Task.detached { await PortGuardian.shared.sweep(mode: .unconfigured) }
 
         case .local:
-            if let error = await NodeServiceManager.stop() {
-                NodesStore.shared.lastError = "Node service stop failed: \(error)"
-            }
+            _ = await NodeServiceManager.stop()
+            NodesStore.shared.lastError = nil
             await RemoteTunnelManager.shared.stopAll()
             WebChatManager.shared.resetTunnels()
             let shouldStart = GatewayAutostartPolicy.shouldStartGateway(mode: .local, paused: paused)
@@ -56,6 +60,7 @@ final class ConnectionModeCoordinator {
             WebChatManager.shared.resetTunnels()
 
             do {
+                NodesStore.shared.lastError = nil
                 if let error = await NodeServiceManager.start() {
                     NodesStore.shared.lastError = "Node service start failed: \(error)"
                 }

apps/macos/Sources/Clawdbot/ExecApprovals.swift

@@ -149,6 +149,7 @@ struct ExecApprovalsResolvedDefaults {
 
 enum ExecApprovalsStore {
     private static let logger = Logger(subsystem: "com.clawdbot", category: "exec-approvals")
+    private static let defaultAgentId = "main"
     private static let defaultSecurity: ExecSecurity = .deny
     private static let defaultAsk: ExecAsk = .onMiss
     private static let defaultAskFallback: ExecSecurity = .deny
@@ -165,13 +166,22 @@ enum ExecApprovalsStore {
     static func normalizeIncoming(_ file: ExecApprovalsFile) -> ExecApprovalsFile {
         let socketPath = file.socket?.path?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
         let token = file.socket?.token?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
+        var agents = file.agents ?? [:]
+        if let legacyDefault = agents["default"] {
+            if let main = agents[self.defaultAgentId] {
+                agents[self.defaultAgentId] = self.mergeAgents(current: main, legacy: legacyDefault)
+            } else {
+                agents[self.defaultAgentId] = legacyDefault
+            }
+            agents.removeValue(forKey: "default")
+        }
         return ExecApprovalsFile(
             version: 1,
             socket: ExecApprovalsSocketConfig(
                 path: socketPath.isEmpty ? nil : socketPath,
                 token: token.isEmpty ? nil : token),
             defaults: file.defaults,
-            agents: file.agents)
+            agents: agents)
     }
 
     static func readSnapshot() -> ExecApprovalsSnapshot {
@@ -272,16 +282,16 @@ enum ExecApprovalsStore {
             ask: defaults.ask ?? self.defaultAsk,
             askFallback: defaults.askFallback ?? self.defaultAskFallback,
             autoAllowSkills: defaults.autoAllowSkills ?? self.defaultAutoAllowSkills)
-        let key = (agentId?.trimmingCharacters(in: .whitespacesAndNewlines).isEmpty == false)
-            ? agentId!.trimmingCharacters(in: .whitespacesAndNewlines)
-            : "default"
+        let key = self.agentKey(agentId)
         let agentEntry = file.agents?[key] ?? ExecApprovalsAgent()
         let wildcardEntry = file.agents?["*"] ?? ExecApprovalsAgent()
         let resolvedAgent = ExecApprovalsResolvedDefaults(
             security: agentEntry.security ?? wildcardEntry.security ?? resolvedDefaults.security,
             ask: agentEntry.ask ?? wildcardEntry.ask ?? resolvedDefaults.ask,
-            askFallback: agentEntry.askFallback ?? wildcardEntry.askFallback ?? resolvedDefaults.askFallback,
-            autoAllowSkills: agentEntry.autoAllowSkills ?? wildcardEntry.autoAllowSkills ?? resolvedDefaults.autoAllowSkills)
+            askFallback: agentEntry.askFallback ?? wildcardEntry.askFallback
+                ?? resolvedDefaults.askFallback,
+            autoAllowSkills: agentEntry.autoAllowSkills ?? wildcardEntry.autoAllowSkills
+                ?? resolvedDefaults.autoAllowSkills)
         let allowlist = ((wildcardEntry.allowlist ?? []) + (agentEntry.allowlist ?? []))
             .map { entry in
                 ExecAllowlistEntry(
@@ -455,7 +465,36 @@ enum ExecApprovalsStore {
 
     private static func agentKey(_ agentId: String?) -> String {
         let trimmed = agentId?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
-        return trimmed.isEmpty ? "default" : trimmed
+        return trimmed.isEmpty ? self.defaultAgentId : trimmed
+    }
+
+    private static func normalizedPattern(_ pattern: String?) -> String? {
+        let trimmed = pattern?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
+        return trimmed.isEmpty ? nil : trimmed.lowercased()
+    }
+
+    private static func mergeAgents(
+        current: ExecApprovalsAgent,
+        legacy: ExecApprovalsAgent
+    ) -> ExecApprovalsAgent {
+        var seen = Set<String>()
+        var allowlist: [ExecAllowlistEntry] = []
+        func append(_ entry: ExecAllowlistEntry) {
+            guard let key = self.normalizedPattern(entry.pattern), !seen.contains(key) else {
+                return
+            }
+            seen.insert(key)
+            allowlist.append(entry)
+        }
+        for entry in current.allowlist ?? [] { append(entry) }
+        for entry in legacy.allowlist ?? [] { append(entry) }
+
+        return ExecApprovalsAgent(
+            security: current.security ?? legacy.security,
+            ask: current.ask ?? legacy.ask,
+            askFallback: current.askFallback ?? legacy.askFallback,
+            autoAllowSkills: current.autoAllowSkills ?? legacy.autoAllowSkills,
+            allowlist: allowlist.isEmpty ? nil : allowlist)
     }
 }
 
@@ -554,6 +593,30 @@ enum ExecCommandFormatter {
     }
 }
 
+enum ExecApprovalHelpers {
+    static func parseDecision(_ raw: String?) -> ExecApprovalDecision? {
+        let trimmed = raw?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
+        guard !trimmed.isEmpty else { return nil }
+        return ExecApprovalDecision(rawValue: trimmed)
+    }
+
+    static func requiresAsk(
+        ask: ExecAsk,
+        security: ExecSecurity,
+        allowlistMatch: ExecAllowlistEntry?,
+        skillAllow: Bool) -> Bool
+    {
+        if ask == .always { return true }
+        if ask == .onMiss, security == .allowlist, allowlistMatch == nil, !skillAllow { return true }
+        return false
+    }
+
+    static func allowlistPattern(command: [String], resolution: ExecCommandResolution?) -> String? {
+        let pattern = resolution?.resolvedPath ?? resolution?.rawExecutable ?? command.first ?? ""
+        return pattern.isEmpty ? nil : pattern
+    }
+}
+
 enum ExecAllowlistMatcher {
     static func match(entries: [ExecAllowlistEntry], resolution: ExecCommandResolution?) -> ExecAllowlistEntry? {
         guard let resolution, !entries.isEmpty else { return nil }

apps/macos/Sources/Clawdbot/ExecApprovalsSocket.swift

@@ -314,7 +314,7 @@ private enum ExecHostExecutor {
         }
 
         var approvedByAsk = approvalDecision != nil
-        if self.requiresAsk(
+        if ExecApprovalHelpers.requiresAsk(
             ask: context.ask,
             security: context.security,
             allowlistMatch: context.allowlistMatch,
@@ -417,36 +417,20 @@ private enum ExecHostExecutor {
             skillAllow: skillAllow)
     }
 
-    private static func requiresAsk(
-        ask: ExecAsk,
-        security: ExecSecurity,
-        allowlistMatch: ExecAllowlistEntry?,
-        skillAllow: Bool) -> Bool
-    {
-        if ask == .always { return true }
-        if ask == .onMiss, security == .allowlist, allowlistMatch == nil, !skillAllow { return true }
-        return false
-    }
-
     private static func persistAllowlistEntry(
         decision: ExecApprovalDecision?,
         context: ExecApprovalContext)
     {
         guard decision == .allowAlways, context.security == .allowlist else { return }
-        guard let pattern = self.allowlistPattern(command: context.command, resolution: context.resolution) else {
+        guard let pattern = ExecApprovalHelpers.allowlistPattern(
+            command: context.command,
+            resolution: context.resolution)
+        else {
             return
         }
         ExecApprovalsStore.addAllowlistEntry(agentId: context.trimmedAgent, pattern: pattern)
     }
 
-    private static func allowlistPattern(
-        command: [String],
-        resolution: ExecCommandResolution?) -> String?
-    {
-        let pattern = resolution?.resolvedPath ?? resolution?.rawExecutable ?? command.first ?? ""
-        return pattern.isEmpty ? nil : pattern
-    }
-
     private static func ensureScreenRecordingAccess(_ needsScreenRecording: Bool?) async -> ExecHostResponse? {
         guard needsScreenRecording == true else { return nil }
         let authorized = await PermissionManager

apps/macos/Sources/Clawdbot/GatewayProcessManager.swift

@@ -42,10 +42,20 @@ final class GatewayProcessManager {
     private var environmentRefreshTask: Task<Void, Never>?
     private var lastEnvironmentRefresh: Date?
     private var logRefreshTask: Task<Void, Never>?
+    #if DEBUG
+    private var testingConnection: GatewayConnection?
+    #endif
     private let logger = Logger(subsystem: "com.clawdbot", category: "gateway.process")
 
     private let logLimit = 20000 // characters to keep in-memory
     private let environmentRefreshMinInterval: TimeInterval = 30
+    private var connection: GatewayConnection {
+        #if DEBUG
+        return self.testingConnection ?? .shared
+        #else
+        return .shared
+        #endif
+    }
 
     func setActive(_ active: Bool) {
         // Remote mode should never spawn a local gateway; treat as stopped.
@@ -126,6 +136,10 @@ final class GatewayProcessManager {
         }
     }
 
+    func clearLastFailure() {
+        self.lastFailureReason = nil
+    }
+
     func refreshEnvironmentStatus(force: Bool = false) {
         let now = Date()
         if !force {
@@ -178,7 +192,7 @@ final class GatewayProcessManager {
         let hasListener = instance != nil
 
         let attemptAttach = {
-            try await GatewayConnection.shared.requestRaw(method: .health, timeoutMs: 2000)
+            try await self.connection.requestRaw(method: .health, timeoutMs: 2000)
         }
 
         for attempt in 0..<(hasListener ? 3 : 1) {
@@ -187,6 +201,7 @@ final class GatewayProcessManager {
                 let snap = decodeHealthSnapshot(from: data)
                 let details = self.describe(details: instanceText, port: port, snap: snap)
                 self.existingGatewayDetails = details
+                self.clearLastFailure()
                 self.status = .attachedExisting(details: details)
                 self.appendLog("[gateway] using existing instance: \(details)\n")
                 self.logger.info("gateway using existing instance details=\(details)")
@@ -310,9 +325,10 @@ final class GatewayProcessManager {
         while Date() < deadline {
             if !self.desiredActive { return }
             do {
-                _ = try await GatewayConnection.shared.requestRaw(method: .health, timeoutMs: 1500)
+                _ = try await self.connection.requestRaw(method: .health, timeoutMs: 1500)
                 let instance = await PortGuardian.shared.describe(port: port)
                 let details = instance.map { "pid \($0.pid)" }
+                self.clearLastFailure()
                 self.status = .running(details: details)
                 self.logger.info("gateway started details=\(details ?? "ok")")
                 self.refreshControlChannelIfNeeded(reason: "gateway started")
@@ -352,7 +368,8 @@ final class GatewayProcessManager {
         while Date() < deadline {
             if !self.desiredActive { return false }
             do {
-                _ = try await GatewayConnection.shared.requestRaw(method: .health, timeoutMs: 1500)
+                _ = try await self.connection.requestRaw(method: .health, timeoutMs: 1500)
+                self.clearLastFailure()
                 return true
             } catch {
                 try? await Task.sleep(nanoseconds: 300_000_000)
@@ -385,3 +402,19 @@ final class GatewayProcessManager {
         return String(text.suffix(limit))
     }
 }
+
+#if DEBUG
+extension GatewayProcessManager {
+    func setTestingConnection(_ connection: GatewayConnection?) {
+        self.testingConnection = connection
+    }
+
+    func setTestingDesiredActive(_ active: Bool) {
+        self.desiredActive = active
+    }
+
+    func setTestingLastFailureReason(_ reason: String?) {
+        self.lastFailureReason = reason
+    }
+}
+#endif

apps/macos/Sources/Clawdbot/GeneralSettings.swift

@@ -191,7 +191,6 @@ struct GeneralSettings: View {
             if self.state.connectionMode == .remote {
                 self.remoteCard
             }
-
         }
     }
 

apps/macos/Sources/Clawdbot/NodeMode/MacNodeRuntime.swift

@@ -480,26 +480,26 @@ actor MacNodeRuntime {
                 message: "SYSTEM_RUN_DISABLED: security=deny")
         }
 
-        let requiresAsk: Bool = {
-            if ask == .always { return true }
-            if ask == .onMiss, security == .allowlist, allowlistMatch == nil, !skillAllow { return true }
-            return false
-        }()
-
-        let approvedByAsk = params.approved == true
-        if requiresAsk, !approvedByAsk {
-            await self.emitExecEvent(
-                "exec.denied",
-                payload: ExecEventPayload(
-                    sessionKey: sessionKey,
-                    runId: runId,
-                    host: "node",
-                    command: displayCommand,
-                    reason: "approval-required"))
-            return Self.errorResponse(
-                req,
-                code: .unavailable,
-                message: "SYSTEM_RUN_DENIED: approval required")
+        let approval = await self.resolveSystemRunApproval(
+            req: req,
+            params: params,
+            context: ExecRunContext(
+                displayCommand: displayCommand,
+                security: security,
+                ask: ask,
+                agentId: agentId,
+                resolution: resolution,
+                allowlistMatch: allowlistMatch,
+                skillAllow: skillAllow,
+                sessionKey: sessionKey,
+                runId: runId))
+        if let response = approval.response { return response }
+        let approvedByAsk = approval.approvedByAsk
+        let persistAllowlist = approval.persistAllowlist
+        if persistAllowlist, security == .allowlist,
+           let pattern = ExecApprovalHelpers.allowlistPattern(command: command, resolution: resolution)
+        {
+            ExecApprovalsStore.addAllowlistEntry(agentId: agentId, pattern: pattern)
         }
 
         if security == .allowlist, allowlistMatch == nil, !skillAllow, !approvedByAsk {
@@ -619,6 +619,99 @@ actor MacNodeRuntime {
         return BridgeInvokeResponse(id: req.id, ok: true, payloadJSON: payload)
     }
 
+    private struct ExecApprovalOutcome {
+        var approvedByAsk: Bool
+        var persistAllowlist: Bool
+        var response: BridgeInvokeResponse?
+    }
+
+    private struct ExecRunContext {
+        var displayCommand: String
+        var security: ExecSecurity
+        var ask: ExecAsk
+        var agentId: String?
+        var resolution: ExecCommandResolution?
+        var allowlistMatch: ExecAllowlistEntry?
+        var skillAllow: Bool
+        var sessionKey: String
+        var runId: String
+    }
+
+    private func resolveSystemRunApproval(
+        req: BridgeInvokeRequest,
+        params: ClawdbotSystemRunParams,
+        context: ExecRunContext) async -> ExecApprovalOutcome
+    {
+        let requiresAsk = ExecApprovalHelpers.requiresAsk(
+            ask: context.ask,
+            security: context.security,
+            allowlistMatch: context.allowlistMatch,
+            skillAllow: context.skillAllow)
+
+        let decisionFromParams = ExecApprovalHelpers.parseDecision(params.approvalDecision)
+        var approvedByAsk = params.approved == true || decisionFromParams != nil
+        var persistAllowlist = decisionFromParams == .allowAlways
+        if decisionFromParams == .deny {
+            await self.emitExecEvent(
+                "exec.denied",
+                payload: ExecEventPayload(
+                    sessionKey: context.sessionKey,
+                    runId: context.runId,
+                    host: "node",
+                    command: context.displayCommand,
+                    reason: "user-denied"))
+            return ExecApprovalOutcome(
+                approvedByAsk: approvedByAsk,
+                persistAllowlist: persistAllowlist,
+                response: Self.errorResponse(
+                    req,
+                    code: .unavailable,
+                    message: "SYSTEM_RUN_DENIED: user denied"))
+        }
+
+        if requiresAsk, !approvedByAsk {
+            let decision = await MainActor.run {
+                ExecApprovalsPromptPresenter.prompt(
+                    ExecApprovalPromptRequest(
+                        command: context.displayCommand,
+                        cwd: params.cwd,
+                        host: "node",
+                        security: context.security.rawValue,
+                        ask: context.ask.rawValue,
+                        agentId: context.agentId,
+                        resolvedPath: context.resolution?.resolvedPath))
+            }
+            switch decision {
+            case .deny:
+                await self.emitExecEvent(
+                    "exec.denied",
+                    payload: ExecEventPayload(
+                        sessionKey: context.sessionKey,
+                        runId: context.runId,
+                        host: "node",
+                        command: context.displayCommand,
+                        reason: "user-denied"))
+                return ExecApprovalOutcome(
+                    approvedByAsk: approvedByAsk,
+                    persistAllowlist: persistAllowlist,
+                    response: Self.errorResponse(
+                        req,
+                        code: .unavailable,
+                        message: "SYSTEM_RUN_DENIED: user denied"))
+            case .allowAlways:
+                approvedByAsk = true
+                persistAllowlist = true
+            case .allowOnce:
+                approvedByAsk = true
+            }
+        }
+
+        return ExecApprovalOutcome(
+            approvedByAsk: approvedByAsk,
+            persistAllowlist: persistAllowlist,
+            response: nil)
+    }
+
     private func handleSystemExecApprovalsGet(_ req: BridgeInvokeRequest) async throws -> BridgeInvokeResponse {
         _ = ExecApprovalsStore.ensureFile()
         let snapshot = ExecApprovalsStore.readSnapshot()

apps/macos/Sources/Clawdbot/PermissionsSettings.swift

@@ -47,7 +47,6 @@ struct PermissionStatusList: View {
             .font(.footnote)
             .padding(.top, 2)
             .help("Refresh status")
-
         }
     }
 

apps/macos/Sources/Clawdbot/Resources/Info.plist

@@ -15,9 +15,9 @@
     <key>CFBundlePackageType</key>
     <string>APPL</string>
     <key>CFBundleShortVersionString</key>
-    <string>2026.1.20</string>
+    <string>2026.1.21</string>
     <key>CFBundleVersion</key>
-    <string>202601200</string>
+    <string>202601210</string>
     <key>CFBundleIconFile</key>
     <string>Clawdbot</string>
     <key>CFBundleURLTypes</key>

apps/macos/Sources/Clawdbot/TailscaleService.swift

@@ -221,6 +221,6 @@ final class TailscaleService {
     }
 
     nonisolated static func fallbackTailnetIPv4() -> String? {
-        Self.detectTailnetIPv4()
+        self.detectTailnetIPv4()
     }
 }

apps/macos/Sources/ClawdbotProtocol/GatewayModels.swift

@@ -18,6 +18,7 @@ public struct ConnectParams: Codable, Sendable {
     public let caps: [String]?
     public let commands: [String]?
     public let permissions: [String: AnyCodable]?
+    public let pathenv: String?
     public let role: String?
     public let scopes: [String]?
     public let device: [String: AnyCodable]?
@@ -32,6 +33,7 @@ public struct ConnectParams: Codable, Sendable {
         caps: [String]?,
         commands: [String]?,
         permissions: [String: AnyCodable]?,
+        pathenv: String?,
         role: String?,
         scopes: [String]?,
         device: [String: AnyCodable]?,
@@ -45,6 +47,7 @@ public struct ConnectParams: Codable, Sendable {
         self.caps = caps
         self.commands = commands
         self.permissions = permissions
+        self.pathenv = pathenv
         self.role = role
         self.scopes = scopes
         self.device = device
@@ -59,6 +62,7 @@ public struct ConnectParams: Codable, Sendable {
         case caps
         case commands
         case permissions
+        case pathenv = "pathEnv"
         case role
         case scopes
         case device
@@ -1904,6 +1908,7 @@ public struct ExecApprovalsSnapshot: Codable, Sendable {
 }
 
 public struct ExecApprovalRequestParams: Codable, Sendable {
+    public let id: String?
     public let command: String
     public let cwd: String?
     public let host: String?
@@ -1915,6 +1920,7 @@ public struct ExecApprovalRequestParams: Codable, Sendable {
     public let timeoutms: Int?
 
     public init(
+        id: String?,
         command: String,
         cwd: String?,
         host: String?,
@@ -1925,6 +1931,7 @@ public struct ExecApprovalRequestParams: Codable, Sendable {
         sessionkey: String?,
         timeoutms: Int?
     ) {
+        self.id = id
         self.command = command
         self.cwd = cwd
         self.host = host
@@ -1936,6 +1943,7 @@ public struct ExecApprovalRequestParams: Codable, Sendable {
         self.timeoutms = timeoutms
     }
     private enum CodingKeys: String, CodingKey {
+        case id
         case command
         case cwd
         case host

apps/macos/Tests/ClawdbotIPCTests/ExecApprovalHelpersTests.swift

@@ -0,0 +1,60 @@
+import Foundation
+import Testing
+@testable import Clawdbot
+
+@Suite struct ExecApprovalHelpersTests {
+    @Test func parseDecisionTrimsAndRejectsInvalid() {
+        #expect(ExecApprovalHelpers.parseDecision("allow-once") == .allowOnce)
+        #expect(ExecApprovalHelpers.parseDecision(" allow-always ") == .allowAlways)
+        #expect(ExecApprovalHelpers.parseDecision("deny") == .deny)
+        #expect(ExecApprovalHelpers.parseDecision("") == nil)
+        #expect(ExecApprovalHelpers.parseDecision("nope") == nil)
+    }
+
+    @Test func allowlistPatternPrefersResolution() {
+        let resolved = ExecCommandResolution(
+            rawExecutable: "rg",
+            resolvedPath: "/opt/homebrew/bin/rg",
+            executableName: "rg",
+            cwd: nil)
+        #expect(ExecApprovalHelpers.allowlistPattern(command: ["rg"], resolution: resolved) == resolved.resolvedPath)
+
+        let rawOnly = ExecCommandResolution(
+            rawExecutable: "rg",
+            resolvedPath: nil,
+            executableName: "rg",
+            cwd: nil)
+        #expect(ExecApprovalHelpers.allowlistPattern(command: ["rg"], resolution: rawOnly) == "rg")
+        #expect(ExecApprovalHelpers.allowlistPattern(command: ["rg"], resolution: nil) == "rg")
+        #expect(ExecApprovalHelpers.allowlistPattern(command: [], resolution: nil) == nil)
+    }
+
+    @Test func requiresAskMatchesPolicy() {
+        let entry = ExecAllowlistEntry(pattern: "/bin/ls", lastUsedAt: nil, lastUsedCommand: nil, lastResolvedPath: nil)
+        #expect(ExecApprovalHelpers.requiresAsk(
+            ask: .always,
+            security: .deny,
+            allowlistMatch: nil,
+            skillAllow: false))
+        #expect(ExecApprovalHelpers.requiresAsk(
+            ask: .onMiss,
+            security: .allowlist,
+            allowlistMatch: nil,
+            skillAllow: false))
+        #expect(!ExecApprovalHelpers.requiresAsk(
+            ask: .onMiss,
+            security: .allowlist,
+            allowlistMatch: entry,
+            skillAllow: false))
+        #expect(!ExecApprovalHelpers.requiresAsk(
+            ask: .onMiss,
+            security: .allowlist,
+            allowlistMatch: nil,
+            skillAllow: true))
+        #expect(!ExecApprovalHelpers.requiresAsk(
+            ask: .off,
+            security: .allowlist,
+            allowlistMatch: nil,
+            skillAllow: false))
+    }
+}

apps/macos/Tests/ClawdbotIPCTests/GatewayEnvironmentTests.swift

@@ -48,7 +48,10 @@ import Testing
 
     @Test func expectedGatewayVersionFromStringUsesParser() {
         #expect(GatewayEnvironment.expectedGatewayVersion(from: "v9.1.2") == Semver(major: 9, minor: 1, patch: 2))
-        #expect(GatewayEnvironment.expectedGatewayVersion(from: "2026.1.11-4") == Semver(major: 2026, minor: 1, patch: 11))
+        #expect(GatewayEnvironment.expectedGatewayVersion(from: "2026.1.11-4") == Semver(
+            major: 2026,
+            minor: 1,
+            patch: 11))
         #expect(GatewayEnvironment.expectedGatewayVersion(from: nil) == nil)
     }
 }

apps/macos/Tests/ClawdbotIPCTests/GatewayProcessManagerTests.swift

@@ -0,0 +1,146 @@
+import Foundation
+import os
+import Testing
+@testable import Clawdbot
+
+@Suite(.serialized)
+@MainActor
+struct GatewayProcessManagerTests {
+    private final class FakeWebSocketTask: WebSocketTasking, @unchecked Sendable {
+        private let connectRequestID = OSAllocatedUnfairLock<String?>(initialState: nil)
+        private let pendingReceiveHandler =
+            OSAllocatedUnfairLock<(@Sendable (Result<URLSessionWebSocketTask.Message, Error>)
+                    -> Void)?>(initialState: nil)
+        private let cancelCount = OSAllocatedUnfairLock(initialState: 0)
+        private let sendCount = OSAllocatedUnfairLock(initialState: 0)
+
+        var state: URLSessionTask.State = .suspended
+
+        func resume() {
+            self.state = .running
+        }
+
+        func cancel(with closeCode: URLSessionWebSocketTask.CloseCode, reason: Data?) {
+            _ = (closeCode, reason)
+            self.state = .canceling
+            self.cancelCount.withLock { $0 += 1 }
+            let handler = self.pendingReceiveHandler.withLock { handler in
+                defer { handler = nil }
+                return handler
+            }
+            handler?(Result<URLSessionWebSocketTask.Message, Error>.failure(URLError(.cancelled)))
+        }
+
+        func send(_ message: URLSessionWebSocketTask.Message) async throws {
+            let currentSendCount = self.sendCount.withLock { count in
+                defer { count += 1 }
+                return count
+            }
+
+            if currentSendCount == 0 {
+                guard case let .data(data) = message else { return }
+                if let obj = try? JSONSerialization.jsonObject(with: data) as? [String: Any],
+                   (obj["type"] as? String) == "req",
+                   (obj["method"] as? String) == "connect",
+                   let id = obj["id"] as? String
+                {
+                    self.connectRequestID.withLock { $0 = id }
+                }
+                return
+            }
+
+            guard case let .data(data) = message else { return }
+            guard
+                let obj = try? JSONSerialization.jsonObject(with: data) as? [String: Any],
+                (obj["type"] as? String) == "req",
+                let id = obj["id"] as? String
+            else {
+                return
+            }
+
+            let response = Self.responseData(id: id)
+            let handler = self.pendingReceiveHandler.withLock { $0 }
+            handler?(Result<URLSessionWebSocketTask.Message, Error>.success(.data(response)))
+        }
+
+        func receive() async throws -> URLSessionWebSocketTask.Message {
+            let id = self.connectRequestID.withLock { $0 } ?? "connect"
+            return .data(Self.connectOkData(id: id))
+        }
+
+        func receive(
+            completionHandler: @escaping @Sendable (Result<URLSessionWebSocketTask.Message, Error>) -> Void)
+        {
+            self.pendingReceiveHandler.withLock { $0 = completionHandler }
+        }
+
+        private static func connectOkData(id: String) -> Data {
+            let json = """
+            {
+              "type": "res",
+              "id": "\(id)",
+              "ok": true,
+              "payload": {
+                "type": "hello-ok",
+                "protocol": 2,
+                "server": { "version": "test", "connId": "test" },
+                "features": { "methods": [], "events": [] },
+                "snapshot": {
+                  "presence": [ { "ts": 1 } ],
+                  "health": {},
+                  "stateVersion": { "presence": 0, "health": 0 },
+                  "uptimeMs": 0
+                },
+                "policy": { "maxPayload": 1, "maxBufferedBytes": 1, "tickIntervalMs": 30000 }
+              }
+            }
+            """
+            return Data(json.utf8)
+        }
+
+        private static func responseData(id: String) -> Data {
+            let json = """
+            {
+              "type": "res",
+              "id": "\(id)",
+              "ok": true,
+              "payload": { "ok": true }
+            }
+            """
+            return Data(json.utf8)
+        }
+    }
+
+    private final class FakeWebSocketSession: WebSocketSessioning, @unchecked Sendable {
+        private let tasks = OSAllocatedUnfairLock(initialState: [FakeWebSocketTask]())
+
+        func makeWebSocketTask(url: URL) -> WebSocketTaskBox {
+            _ = url
+            let task = FakeWebSocketTask()
+            self.tasks.withLock { $0.append(task) }
+            return WebSocketTaskBox(task: task)
+        }
+    }
+
+    @Test func clearsLastFailureWhenHealthSucceeds() async {
+        let session = FakeWebSocketSession()
+        let url = URL(string: "ws://example.invalid")!
+        let connection = GatewayConnection(
+            configProvider: { (url: url, token: nil, password: nil) },
+            sessionBox: WebSocketSessionBox(session: session))
+
+        let manager = GatewayProcessManager.shared
+        manager.setTestingConnection(connection)
+        manager.setTestingDesiredActive(true)
+        manager.setTestingLastFailureReason("health failed")
+        defer {
+            manager.setTestingConnection(nil)
+            manager.setTestingDesiredActive(false)
+            manager.setTestingLastFailureReason(nil)
+        }
+
+        let ready = await manager.waitForGatewayReady(timeout: 0.5)
+        #expect(ready)
+        #expect(manager.lastFailureReason == nil)
+    }
+}

apps/shared/ClawdbotKit/Sources/ClawdbotKit/GatewayChannel.swift

@@ -571,7 +571,14 @@ public actor GatewayChannelActor {
             id: id,
             method: method,
             params: paramsObject)
-        let data = try self.encoder.encode(frame)
+        let data: Data
+        do {
+            data = try self.encoder.encode(frame)
+        } catch {
+            self.logger.error(
+                "gateway request encode failed \(method, privacy: .public) error=\(error.localizedDescription, privacy: .public)")
+            throw error
+        }
         let response = try await withCheckedThrowingContinuation { (cont: CheckedContinuation<GatewayFrame, Error>) in
             self.pending[id] = cont
             Task { [weak self] in

apps/shared/ClawdbotKit/Sources/ClawdbotKit/GatewayNodeSession.swift

@@ -219,8 +219,8 @@ public actor GatewayNodeSession {
         }
         if let error = response.error {
             params["error"] = AnyCodable([
-                "code": AnyCodable(error.code.rawValue),
-                "message": AnyCodable(error.message),
+                "code": error.code.rawValue,
+                "message": error.message,
             ])
         }
         do {

apps/shared/ClawdbotKit/Sources/ClawdbotKit/SystemCommands.swift

@@ -30,6 +30,7 @@ public struct ClawdbotSystemRunParams: Codable, Sendable, Equatable {
     public var agentId: String?
     public var sessionKey: String?
     public var approved: Bool?
+    public var approvalDecision: String?
 
     public init(
         command: [String],
@@ -40,7 +41,8 @@ public struct ClawdbotSystemRunParams: Codable, Sendable, Equatable {
         needsScreenRecording: Bool? = nil,
         agentId: String? = nil,
         sessionKey: String? = nil,
-        approved: Bool? = nil)
+        approved: Bool? = nil,
+        approvalDecision: String? = nil)
     {
         self.command = command
         self.rawCommand = rawCommand
@@ -51,6 +53,7 @@ public struct ClawdbotSystemRunParams: Codable, Sendable, Equatable {
         self.agentId = agentId
         self.sessionKey = sessionKey
         self.approved = approved
+        self.approvalDecision = approvalDecision
     }
 }
 

apps/shared/ClawdbotKit/Sources/ClawdbotProtocol/GatewayModels.swift

@@ -18,6 +18,7 @@ public struct ConnectParams: Codable, Sendable {
     public let caps: [String]?
     public let commands: [String]?
     public let permissions: [String: AnyCodable]?
+    public let pathenv: String?
     public let role: String?
     public let scopes: [String]?
     public let device: [String: AnyCodable]?
@@ -32,6 +33,7 @@ public struct ConnectParams: Codable, Sendable {
         caps: [String]?,
         commands: [String]?,
         permissions: [String: AnyCodable]?,
+        pathenv: String?,
         role: String?,
         scopes: [String]?,
         device: [String: AnyCodable]?,
@@ -45,6 +47,7 @@ public struct ConnectParams: Codable, Sendable {
         self.caps = caps
         self.commands = commands
         self.permissions = permissions
+        self.pathenv = pathenv
         self.role = role
         self.scopes = scopes
         self.device = device
@@ -59,6 +62,7 @@ public struct ConnectParams: Codable, Sendable {
         case caps
         case commands
         case permissions
+        case pathenv = "pathEnv"
         case role
         case scopes
         case device
@@ -1904,6 +1908,7 @@ public struct ExecApprovalsSnapshot: Codable, Sendable {
 }
 
 public struct ExecApprovalRequestParams: Codable, Sendable {
+    public let id: String?
     public let command: String
     public let cwd: String?
     public let host: String?
@@ -1915,6 +1920,7 @@ public struct ExecApprovalRequestParams: Codable, Sendable {
     public let timeoutms: Int?
 
     public init(
+        id: String?,
         command: String,
         cwd: String?,
         host: String?,
@@ -1925,6 +1931,7 @@ public struct ExecApprovalRequestParams: Codable, Sendable {
         sessionkey: String?,
         timeoutms: Int?
     ) {
+        self.id = id
         self.command = command
         self.cwd = cwd
         self.host = host
@@ -1936,6 +1943,7 @@ public struct ExecApprovalRequestParams: Codable, Sendable {
         self.timeoutms = timeoutms
     }
     private enum CodingKeys: String, CodingKey {
+        case id
         case command
         case cwd
         case host

docs/channels/msteams.md

@@ -8,9 +8,9 @@ read_when:
 > "Abandon all hope, ye who enter here."
 
 
-Updated: 2026-01-16
+Updated: 2026-01-21
 
-Status: text + DM attachments are supported; channel/group attachments require Microsoft Graph permissions. Polls are sent via Adaptive Cards.
+Status: text + DM attachments are supported; channel/group file sending requires `sharePointSiteId` + Graph permissions (see [Sending files in group chats](#sending-files-in-group-chats)). Polls are sent via Adaptive Cards.
 
 ## Plugin required
 Microsoft Teams ships as a plugin and is not bundled with the core install.
@@ -403,7 +403,7 @@ Clawdbot handles this by returning quickly and sending replies proactively, but
 Teams markdown is more limited than Slack or Discord:
 - Basic formatting works: **bold**, *italic*, `code`, links
 - Complex markdown (tables, nested lists) may not render correctly
-- Adaptive Cards are used for polls; other card types are not yet supported
+- Adaptive Cards are supported for polls and arbitrary card sends (see below)
 
 ## Configuration
 Key settings (see `/gateway/configuration` for shared channel patterns):
@@ -422,6 +422,7 @@ Key settings (see `/gateway/configuration` for shared channel patterns):
 - `channels.msteams.teams.<teamId>.requireMention`: per-team override.
 - `channels.msteams.teams.<teamId>.channels.<conversationId>.replyStyle`: per-channel override.
 - `channels.msteams.teams.<teamId>.channels.<conversationId>.requireMention`: per-channel override.
+- `channels.msteams.sharePointSiteId`: SharePoint site ID for file uploads in group chats/channels (see [Sending files in group chats](#sending-files-in-group-chats)).
 
 ## Routing & Sessions
 - Session keys follow the standard agent format (see [/concepts/session](/concepts/session)):
@@ -471,6 +472,75 @@ Teams recently introduced two channel UI styles over the same underlying data mo
 Without Graph permissions, channel messages with images will be received as text-only (the image content is not accessible to the bot).
 By default, Clawdbot only downloads media from Microsoft/Teams hostnames. Override with `channels.msteams.mediaAllowHosts` (use `["*"]` to allow any host).
 
+## Sending files in group chats
+
+Bots can send files in DMs using the FileConsentCard flow (built-in). However, **sending files in group chats/channels** requires additional setup:
+
+| Context | How files are sent | Setup needed |
+|---------|-------------------|--------------|
+| **DMs** | FileConsentCard → user accepts → bot uploads | Works out of the box |
+| **Group chats/channels** | Upload to SharePoint → share link | Requires `sharePointSiteId` + Graph permissions |
+| **Images (any context)** | Base64-encoded inline | Works out of the box |
+
+### Why group chats need SharePoint
+
+Bots don't have a personal OneDrive drive (the `/me/drive` Graph API endpoint doesn't work for application identities). To send files in group chats/channels, the bot uploads to a **SharePoint site** and creates a sharing link.
+
+### Setup
+
+1. **Add Graph API permissions** in Entra ID (Azure AD) → App Registration:
+   - `Sites.ReadWrite.All` (Application) - upload files to SharePoint
+   - `Chat.Read.All` (Application) - optional, enables per-user sharing links
+
+2. **Grant admin consent** for the tenant.
+
+3. **Get your SharePoint site ID:**
+   ```bash
+   # Via Graph Explorer or curl with a valid token:
+   curl -H "Authorization: Bearer $TOKEN" \
+     "https://graph.microsoft.com/v1.0/sites/{hostname}:/{site-path}"
+
+   # Example: for a site at "contoso.sharepoint.com/sites/BotFiles"
+   curl -H "Authorization: Bearer $TOKEN" \
+     "https://graph.microsoft.com/v1.0/sites/contoso.sharepoint.com:/sites/BotFiles"
+
+   # Response includes: "id": "contoso.sharepoint.com,guid1,guid2"
+   ```
+
+4. **Configure Clawdbot:**
+   ```json5
+   {
+     channels: {
+       msteams: {
+         // ... other config ...
+         sharePointSiteId: "contoso.sharepoint.com,guid1,guid2"
+       }
+     }
+   }
+   ```
+
+### Sharing behavior
+
+| Permission | Sharing behavior |
+|------------|------------------|
+| `Sites.ReadWrite.All` only | Organization-wide sharing link (anyone in org can access) |
+| `Sites.ReadWrite.All` + `Chat.Read.All` | Per-user sharing link (only chat members can access) |
+
+Per-user sharing is more secure as only the chat participants can access the file. If `Chat.Read.All` permission is missing, the bot falls back to organization-wide sharing.
+
+### Fallback behavior
+
+| Scenario | Result |
+|----------|--------|
+| Group chat + file + `sharePointSiteId` configured | Upload to SharePoint, send sharing link |
+| Group chat + file + no `sharePointSiteId` | Attempt OneDrive upload (may fail), send text only |
+| Personal chat + file | FileConsentCard flow (works without SharePoint) |
+| Any context + image | Base64-encoded inline (works without SharePoint) |
+
+### Files stored location
+
+Uploaded files are stored in a `/ClawdbotShared/` folder in the configured SharePoint site's default document library.
+
 ## Polls (Adaptive Cards)
 Clawdbot sends Teams polls as Adaptive Cards (there is no native Teams poll API).
 
@@ -479,6 +549,82 @@ Clawdbot sends Teams polls as Adaptive Cards (there is no native Teams poll API)
 - The gateway must stay online to record votes.
 - Polls do not auto-post result summaries yet (inspect the store file if needed).
 
+## Adaptive Cards (arbitrary)
+Send any Adaptive Card JSON to Teams users or conversations using the `message` tool or CLI.
+
+The `card` parameter accepts an Adaptive Card JSON object. When `card` is provided, the message text is optional.
+
+**Agent tool:**
+```json
+{
+  "action": "send",
+  "channel": "msteams",
+  "target": "user:<id>",
+  "card": {
+    "type": "AdaptiveCard",
+    "version": "1.5",
+    "body": [{"type": "TextBlock", "text": "Hello!"}]
+  }
+}
+```
+
+**CLI:**
+```bash
+clawdbot message send --channel msteams \
+  --target "conversation:19:abc...@thread.tacv2" \
+  --card '{"type":"AdaptiveCard","version":"1.5","body":[{"type":"TextBlock","text":"Hello!"}]}'
+```
+
+See [Adaptive Cards documentation](https://adaptivecards.io/) for card schema and examples. For target format details, see [Target formats](#target-formats) below.
+
+## Target formats
+
+MSTeams targets use prefixes to distinguish between users and conversations:
+
+| Target type | Format | Example |
+|-------------|--------|---------|
+| User (by ID) | `user:<aad-object-id>` | `user:40a1a0ed-4ff2-4164-a219-55518990c197` |
+| User (by name) | `user:<display-name>` | `user:John Smith` (requires Graph API) |
+| Group/channel | `conversation:<conversation-id>` | `conversation:19:abc123...@thread.tacv2` |
+| Group/channel (raw) | `<conversation-id>` | `19:abc123...@thread.tacv2` (if contains `@thread`) |
+
+**CLI examples:**
+```bash
+# Send to a user by ID
+clawdbot message send --channel msteams --target "user:40a1a0ed-..." --message "Hello"
+
+# Send to a user by display name (triggers Graph API lookup)
+clawdbot message send --channel msteams --target "user:John Smith" --message "Hello"
+
+# Send to a group chat or channel
+clawdbot message send --channel msteams --target "conversation:19:abc...@thread.tacv2" --message "Hello"
+
+# Send an Adaptive Card to a conversation
+clawdbot message send --channel msteams --target "conversation:19:abc...@thread.tacv2" \
+  --card '{"type":"AdaptiveCard","version":"1.5","body":[{"type":"TextBlock","text":"Hello"}]}'
+```
+
+**Agent tool examples:**
+```json
+{
+  "action": "send",
+  "channel": "msteams",
+  "target": "user:John Smith",
+  "message": "Hello!"
+}
+```
+
+```json
+{
+  "action": "send",
+  "channel": "msteams",
+  "target": "conversation:19:abc...@thread.tacv2",
+  "card": {"type": "AdaptiveCard", "version": "1.5", "body": [{"type": "TextBlock", "text": "Hello"}]}
+}
+```
+
+Note: Without the `user:` prefix, names default to group/team resolution. Always use `user:` when targeting people by display name.
+
 ## Proactive messaging
 - Proactive messages are only possible **after** a user has interacted, because we store conversation references at that point.
 - See `/gateway/configuration` for `dmPolicy` and allowlist gating.

docs/channels/signal.md

@@ -100,6 +100,11 @@ Groups:
 - Use `channels.signal.ignoreAttachments` to skip downloading media.
 - Group history context uses `channels.signal.historyLimit` (or `channels.signal.accounts.*.historyLimit`), falling back to `messages.groupChat.historyLimit`. Set `0` to disable (default 50).
 
+## Typing + read receipts
+- **Typing indicators**: Clawdbot sends typing signals via `signal-cli sendTyping` and refreshes them while a reply is running.
+- **Read receipts**: when `channels.signal.sendReadReceipts` is true, Clawdbot forwards read receipts for allowed DMs.
+- Signal-cli does not expose read receipts for groups.
+
 ## Delivery targets (CLI/cron)
 - DMs: `signal:+15551234567` (or plain E.164).
 - Groups: `signal:group:<groupId>`.

docs/channels/whatsapp.md

@@ -334,6 +334,7 @@ WhatsApp sends audio as **voice notes** (PTT bubble).
 - `agents.defaults.heartbeat.model` (optional override)
 - `agents.defaults.heartbeat.target`
 - `agents.defaults.heartbeat.to`
+- `agents.defaults.heartbeat.session`
 - `agents.list[].heartbeat.*` (per-agent overrides)
 - `session.*` (scope, idle, store, mainKey)
 - `web.enabled` (disable channel startup when false)

docs/concepts/model-providers.md

@@ -38,7 +38,7 @@ Clawdbot ships with the pi‑ai catalog. These providers require **no**
 - Provider: `anthropic`
 - Auth: `ANTHROPIC_API_KEY` or `claude setup-token`
 - Example model: `anthropic/claude-opus-4-5`
-- CLI: `clawdbot onboard --auth-choice setup-token`
+- CLI: `clawdbot onboard --auth-choice token` (paste setup-token) or `clawdbot models auth paste-token --provider anthropic`
 
 ```json5
 {

docs/concepts/timezone.md

@@ -9,15 +9,15 @@ read_when:
 
 Clawdbot standardizes timestamps so the model sees a **single reference time**.
 
-## Message envelopes (UTC by default)
+## Message envelopes (local by default)
 
 Inbound messages are wrapped in an envelope like:
 
 ```
-[Provider ... 2026-01-05T21:26Z] message text
+[Provider ... 2026-01-05 16:26 PST] message text
 ```
 
-The timestamp in the envelope is **UTC by default**, with minutes precision.
+The timestamp in the envelope is **host-local by default**, with minutes precision.
 
 You can override this with:
 
@@ -25,7 +25,7 @@ You can override this with:
 {
   agents: {
     defaults: {
-      envelopeTimezone: "user", // "utc" | "local" | "user" | IANA timezone
+      envelopeTimezone: "local", // "utc" | "local" | "user" | IANA timezone
       envelopeTimestamp: "on", // "on" | "off"
       envelopeElapsed: "on" // "on" | "off"
     }
@@ -33,6 +33,7 @@ You can override this with:
 }
 ```
 
+- `envelopeTimezone: "utc"` uses UTC.
 - `envelopeTimezone: "user"` uses `agents.defaults.userTimezone` (falls back to host timezone).
 - Use an explicit IANA timezone (e.g., `"Europe/Vienna"`) for a fixed offset.
 - `envelopeTimestamp: "off"` removes absolute timestamps from envelope headers.
@@ -40,10 +41,10 @@ You can override this with:
 
 ### Examples
 
-**UTC (default):**
+**Local (default):**
 
 ```
-[Signal Alice +1555 2026-01-18T05:19Z] hello
+[Signal Alice +1555 2026-01-18 00:19 PST] hello
 ```
 
 **Fixed timezone:**

docs/date-time.md

@@ -7,18 +7,18 @@ read_when:
 
 # Date & Time
 
-Clawdbot defaults to **UTC for transport timestamps** and **user-local time only in the system prompt**.
+Clawdbot defaults to **host-local time for transport timestamps** and **user-local time only in the system prompt**.
 Provider timestamps are preserved so tools keep their native semantics.
 
-## Message envelopes (UTC by default)
+## Message envelopes (local by default)
 
-Inbound messages are wrapped with a UTC timestamp (minute precision):
+Inbound messages are wrapped with a timestamp (minute precision):
 
 ```
-[Provider ... 2026-01-05T21:26Z] message text
+[Provider ... 2026-01-05 16:26 PST] message text
 ```
 
-This envelope timestamp is **UTC by default**, regardless of the host timezone.
+This envelope timestamp is **host-local by default**, regardless of the provider timezone.
 
 You can override this behavior:
 
@@ -26,7 +26,7 @@ You can override this behavior:
 {
   agents: {
     defaults: {
-      envelopeTimezone: "utc", // "utc" | "local" | "user" | IANA timezone
+      envelopeTimezone: "local", // "utc" | "local" | "user" | IANA timezone
       envelopeTimestamp: "on", // "on" | "off"
       envelopeElapsed: "on" // "on" | "off"
     }
@@ -34,6 +34,7 @@ You can override this behavior:
 }
 ```
 
+- `envelopeTimezone: "utc"` uses UTC.
 - `envelopeTimezone: "local"` uses the host timezone.
 - `envelopeTimezone: "user"` uses `agents.defaults.userTimezone` (falls back to host timezone).
 - Use an explicit IANA timezone (e.g., `"America/Chicago"`) for a fixed zone.
@@ -42,10 +43,10 @@ You can override this behavior:
 
 ### Examples
 
-**UTC (default):**
+**Local (default):**
 
 ```
-[WhatsApp +1555 2026-01-18T05:19Z] hello
+[WhatsApp +1555 2026-01-18 00:19 PST] hello
 ```
 
 **User timezone:**
@@ -73,12 +74,13 @@ Time format: 12-hour
 If only the timezone is known, we still include the section and instruct the model
 to assume UTC for unknown time references.
 
-## System event lines (UTC)
+## System event lines (local by default)
 
-Queued system events inserted into agent context are prefixed with a UTC timestamp:
+Queued system events inserted into agent context are prefixed with a timestamp using the
+same timezone selection as message envelopes (default: host-local).
 
 ```
-System: [2026-01-12T20:19:17Z] Model switched.
+System: [2026-01-12 12:19:17 PST] Model switched.
 ```
 
 ### Configure user timezone + format

docs/gateway/bridge-protocol.md

@@ -58,8 +58,8 @@ Exact allowlist is enforced in `src/gateway/server-bridge.ts`.
 
 ## Exec lifecycle events
 
-Nodes can emit `exec.started`, `exec.finished`, or `exec.denied` events to surface
-system.run activity. These are mapped to system events in the gateway.
+Nodes can emit `exec.finished` or `exec.denied` events to surface system.run activity.
+These are mapped to system events in the gateway. (Legacy nodes may still emit `exec.started`.)
 
 Payload fields (all optional unless noted):
 - `sessionKey` (required): agent session to receive the system event.

docs/gateway/configuration.md

@@ -24,7 +24,7 @@ Unknown keys, malformed types, or invalid values cause the Gateway to **refuse t
 
 When validation fails:
 - The Gateway does not boot.
-- Only diagnostic commands are allowed (for example: `clawdbot doctor`, `clawdbot logs`, `clawdbot health`, `clawdbot status`, `clawdbot gateway status`, `clawdbot gateway probe`, `clawdbot help`).
+- Only diagnostic commands are allowed (for example: `clawdbot doctor`, `clawdbot logs`, `clawdbot health`, `clawdbot status`, `clawdbot service`, `clawdbot help`).
 - Run `clawdbot doctor` to see the exact issues.
 - Run `clawdbot doctor --fix` (or `--yes`) to apply migrations/repairs.
 
@@ -1414,7 +1414,7 @@ Each `agents.defaults.models` entry can include:
 - `alias` (optional model shortcut, e.g. `/opus`).
 - `params` (optional provider-specific API params passed through to the model request).
 
-`params` is also applied to streaming runs (embedded agent + compaction). Supported keys today: `temperature`, `maxTokens`, `cacheControlTtl` (`"5m"` or `"1h"`, Anthropic API + OpenRouter Anthropic models only; ignored for Anthropic OAuth/Claude Code tokens). These merge with call-time options; caller-supplied values win. `temperature` is an advanced knob—leave unset unless you know the model’s defaults and need a change. Clawdbot includes the `extended-cache-ttl-2025-04-11` beta flag for Anthropic API; keep it if you override provider headers.
+`params` is also applied to streaming runs (embedded agent + compaction). Supported keys today: `temperature`, `maxTokens`. These merge with call-time options; caller-supplied values win. `temperature` is an advanced knob—leave unset unless you know the model’s defaults and need a change.
 
 Example:
 
@@ -1569,7 +1569,7 @@ Example:
 }
 ```
 
-#### `agents.defaults.contextPruning` (TTL-aware tool-result pruning)
+#### `agents.defaults.contextPruning` (tool-result pruning)
 
 `agents.defaults.contextPruning` prunes **old tool results** from the in-memory context right before a request is sent to the LLM.
 It does **not** modify the session history on disk (`*.jsonl` remains complete).
@@ -1580,9 +1580,11 @@ High level:
 - Never touches user/assistant messages.
 - Protects the last `keepLastAssistants` assistant messages (no tool results after that point are pruned).
 - Protects the bootstrap prefix (nothing before the first user message is pruned).
-- Mode:
-  - `cache-ttl`: pruning only runs when the last Anthropic call for the session is **older** than `ttl`.
-    When it runs, it uses the same soft-trim + hard-clear behavior as before.
+- Modes:
+  - `adaptive`: soft-trims oversized tool results (keep head/tail) when the estimated context ratio crosses `softTrimRatio`.
+    Then hard-clears the oldest eligible tool results when the estimated context ratio crosses `hardClearRatio` **and**
+    there’s enough prunable tool-result bulk (`minPrunableToolChars`).
+  - `aggressive`: always replaces eligible tool results before the cutoff with the `hardClear.placeholder` (no ratio checks).
 
 Soft vs hard pruning (what changes in the context sent to the LLM):
 - **Soft-trim**: only for *oversized* tool results. Keeps the beginning + end and inserts `...` in the middle.
@@ -1596,41 +1598,44 @@ Notes / current limitations:
 - Tool results containing **image blocks are skipped** (never trimmed/cleared) right now.
 - The estimated “context ratio” is based on **characters** (approximate), not exact tokens.
 - If the session doesn’t contain at least `keepLastAssistants` assistant messages yet, pruning is skipped.
-- `cache-ttl` only activates for Anthropic API calls (and OpenRouter Anthropic models).
-- After a prune, the TTL window resets so subsequent requests keep cache until `ttl` expires again.
-- For best results, match `contextPruning.ttl` to the model `cacheControlTtl` you set in `agents.defaults.models.*.params`.
+- In `aggressive` mode, `hardClear.enabled` is ignored (eligible tool results are always replaced with `hardClear.placeholder`).
 
-Default (off, unless Anthropic auth profiles are detected):
+Default (adaptive):
+```json5
+{
+  agents: { defaults: { contextPruning: { mode: "adaptive" } } }
+}
+```
+
+To disable:
 ```json5
 {
   agents: { defaults: { contextPruning: { mode: "off" } } }
 }
 ```
 
-Enable TTL-aware pruning:
+Defaults (when `mode` is `"adaptive"` or `"aggressive"`):
+- `keepLastAssistants`: `3`
+- `softTrimRatio`: `0.3` (adaptive only)
+- `hardClearRatio`: `0.5` (adaptive only)
+- `minPrunableToolChars`: `50000` (adaptive only)
+- `softTrim`: `{ maxChars: 4000, headChars: 1500, tailChars: 1500 }` (adaptive only)
+- `hardClear`: `{ enabled: true, placeholder: "[Old tool result content cleared]" }`
+
+Example (aggressive, minimal):
 ```json5
 {
-  agents: { defaults: { contextPruning: { mode: "cache-ttl" } } }
+  agents: { defaults: { contextPruning: { mode: "aggressive" } } }
 }
 ```
 
-Defaults (when `mode` is `"cache-ttl"`):
-- `ttl`: `"5m"`
-- `keepLastAssistants`: `3`
-- `softTrimRatio`: `0.3`
-- `hardClearRatio`: `0.5`
-- `minPrunableToolChars`: `50000`
-- `softTrim`: `{ maxChars: 4000, headChars: 1500, tailChars: 1500 }`
-- `hardClear`: `{ enabled: true, placeholder: "[Old tool result content cleared]" }`
-
-Example (cache-ttl tuned):
+Example (adaptive tuned):
 ```json5
 {
   agents: {
     defaults: {
       contextPruning: {
-        mode: "cache-ttl",
-        ttl: "5m",
+        mode: "adaptive",
         keepLastAssistants: 3,
         softTrimRatio: 0.3,
         hardClearRatio: 0.5,
@@ -1737,12 +1742,9 @@ Z.AI models are available as `zai/<model>` (e.g. `zai/glm-4.7`) and require
   `30m`. Set `0m` to disable.
 - `model`: optional override model for heartbeat runs (`provider/model`).
 - `includeReasoning`: when `true`, heartbeats will also deliver the separate `Reasoning:` message when available (same shape as `/reasoning on`). Default: `false`.
-- `activeHours`: optional local-time window that controls when heartbeats run.
-  - `start`: start time (HH:MM, 24h). Inclusive.
-  - `end`: end time (HH:MM, 24h). Exclusive. Use `"24:00"` for end-of-day.
-  - `timezone`: `"user"` (default), `"local"`, or an IANA timezone id.
-- `target`: optional delivery channel (`last`, `whatsapp`, `telegram`, `discord`, `slack`, `signal`, `imessage`, `none`). Default: `last`.
+- `session`: optional session key to control which session the heartbeat runs in. Default: `main`.
 - `to`: optional recipient override (channel-specific id, e.g. E.164 for WhatsApp, chat id for Telegram).
+- `target`: optional delivery channel (`last`, `whatsapp`, `telegram`, `discord`, `slack`, `msteams`, `signal`, `imessage`, `none`). Default: `last`.
 - `prompt`: optional override for the heartbeat body (default: `Read HEARTBEAT.md if it exists (workspace context). Follow it strictly. Do not infer or repeat old tasks from prior chats. If nothing needs attention, reply HEARTBEAT_OK.`). Overrides are sent verbatim; include a `Read HEARTBEAT.md` line if you still want the file read.
 - `ackMaxChars`: max chars allowed after `HEARTBEAT_OK` before delivery (default: 300).
 
@@ -1773,7 +1775,6 @@ Note: `applyPatch` is only under `tools.exec`.
 - `tools.web.fetch.maxChars` (default 50000)
 - `tools.web.fetch.timeoutSeconds` (default 30)
 - `tools.web.fetch.cacheTtlMinutes` (default 15)
-- `tools.web.fetch.maxRedirects` (default 3)
 - `tools.web.fetch.userAgent` (optional override)
 - `tools.web.fetch.readability` (default true; disable to use basic HTML cleanup only)
 - `tools.web.fetch.firecrawl.enabled` (default true when an API key is set)
@@ -1840,7 +1841,7 @@ Example:
 
 `agents.defaults.subagents` configures sub-agent defaults:
 - `model`: default model for spawned sub-agents (string or `{ primary, fallbacks }`). If omitted, sub-agents inherit the caller’s model unless overridden per agent or per call.
-- `maxConcurrent`: max concurrent sub-agent runs (default 8)
+- `maxConcurrent`: max concurrent sub-agent runs (default 1)
 - `archiveAfterMinutes`: auto-archive sub-agent sessions after N minutes (default 60; set `0` to disable)
 - Per-subagent tool policy: `tools.subagents.tools.allow` / `tools.subagents.tools.deny` (deny wins)
 
@@ -1974,7 +1975,7 @@ Notes:
 
 `agents.defaults.maxConcurrent` sets the maximum number of embedded agent runs that can
 execute in parallel across sessions. Each session is still serialized (one run
-per session key at a time). Default: 4.
+per session key at a time). Default: 1.
 
 ### `agents.defaults.sandbox`
 
@@ -2452,9 +2453,6 @@ Controls session scoping, reset policy, reset triggers, and where the session st
       dm: { mode: "idle", idleMinutes: 240 },
       group: { mode: "idle", idleMinutes: 120 }
     },
-    resetByChannel: {
-      discord: { mode: "idle", idleMinutes: 10080 }
-    },
     resetTriggers: ["/new", "/reset"],
     // Default is already per-agent under ~/.clawdbot/agents/<agentId>/sessions/sessions.json
     // You can override with {agentId} templating:
@@ -2490,7 +2488,7 @@ Fields:
   - `idleMinutes`: sliding idle window in minutes. When daily + idle are both configured, whichever expires first wins.
 - `resetByType`: per-session overrides for `dm`, `group`, and `thread`.
   - If you only set legacy `session.idleMinutes` without any `reset`/`resetByType`, Clawdbot stays in idle-only mode for backward compatibility.
-- `resetByChannel`: channel-specific reset policy overrides (keyed by channel id, applies to all session types for that channel; overrides `reset`/`resetByType`).
+- `heartbeatIdleMinutes`: optional idle override for heartbeat checks (daily reset still applies when enabled).
 - `agentToAgent.maxPingPongTurns`: max reply-back turns between requester/target (0–5, default 5).
 - `sendPolicy.default`: `allow` or `deny` fallback when no rule matches.
 - `sendPolicy.rules[]`: match by `channel`, `chatType` (`direct|group|room`), or `keyPrefix` (e.g. `cron:`). First deny wins; otherwise allow.
@@ -2617,13 +2615,10 @@ Defaults:
     // noSandbox: false,
     // executablePath: "/Applications/Brave Browser.app/Contents/MacOS/Brave Browser",
     // attachOnly: false, // set true when tunneling a remote CDP to localhost
-    // snapshotDefaults: { mode: "efficient" }, // tool/CLI default snapshot preset
   }
 }
 ```
 
-Note: `browser.snapshotDefaults` only affects Clawdbot's browser tool + CLI. Direct HTTP clients must pass `mode` explicitly.
-
 ### `ui` (Appearance)
 
 Optional accent color used by the native apps for UI chrome (e.g. Talk Mode bubble tint).
@@ -2647,13 +2642,6 @@ Defaults:
 - bind: `loopback`
 - port: `18789` (single port for WS + HTTP)
 
-Bind modes:
-- `loopback`: `127.0.0.1` (local-only)
-- `lan`: `0.0.0.0` (all interfaces)
-- `tailnet`: Tailscale IPv4 address (100.64.0.0/10)
-- `auto`: prefer loopback, fall back to LAN if loopback cannot bind
-- `custom`: `gateway.customBindHost` (IPv4), fallback to LAN if unavailable
-
 ```json5
 {
   gateway: {
@@ -2671,6 +2659,8 @@ Control UI base path:
 - `gateway.controlUi.basePath` sets the URL prefix where the Control UI is served.
 - Examples: `"/ui"`, `"/clawdbot"`, `"/apps/clawdbot"`.
 - Default: root (`/`) (unchanged).
+- `gateway.controlUi.allowInsecureAuth` allows token-only auth over **HTTP** (no device identity).
+  Default: `false`. Prefer HTTPS (Tailscale Serve) or `127.0.0.1`.
 
 Related docs:
 - [Control UI](/web/control-ui)
@@ -2682,15 +2672,14 @@ Notes:
 - `clawdbot gateway` refuses to start unless `gateway.mode` is set to `local` (or you pass the override flag).
 - `gateway.port` controls the single multiplexed port used for WebSocket + HTTP (control UI, hooks, A2UI).
 - OpenAI Chat Completions endpoint: **disabled by default**; enable with `gateway.http.endpoints.chatCompletions.enabled: true`.
-- OpenResponses endpoint: **disabled by default**; enable with `gateway.http.endpoints.responses.enabled: true`.
 - Precedence: `--port` > `CLAWDBOT_GATEWAY_PORT` > `gateway.port` > default `18789`.
-- Non-loopback binds (`lan`/`tailnet`/`custom`, or `auto` when loopback is unavailable) require auth. Use `gateway.auth.token` (or `CLAWDBOT_GATEWAY_TOKEN`).
+- Non-loopback binds (`lan`/`tailnet`/`auto`) require auth. Use `gateway.auth.token` (or `CLAWDBOT_GATEWAY_TOKEN`).
 - The onboarding wizard generates a gateway token by default (even on loopback).
 - `gateway.remote.token` is **only** for remote CLI calls; it does not enable local gateway auth. `gateway.token` is ignored.
 
 Auth and Tailscale:
 - `gateway.auth.mode` sets the handshake requirements (`token` or `password`).
-- `gateway.auth.token` stores the shared token for token auth (used by the CLI on the same machine and as the bootstrap credential for device pairing).
+- `gateway.auth.token` stores the shared token for token auth (used by the CLI on the same machine).
 - When `gateway.auth.mode` is set, only that method is accepted (plus optional Tailscale headers).
 - `gateway.auth.password` can be set here, or via `CLAWDBOT_GATEWAY_PASSWORD` (recommended).
 - `gateway.auth.allowTailscale` allows Tailscale Serve identity headers
@@ -2699,9 +2688,6 @@ Auth and Tailscale:
   `true`, Serve requests do not need a token/password; set `false` to require
   explicit credentials. Defaults to `true` when `tailscale.mode = "serve"` and
   auth mode is not `password`.
-- After pairing, the Gateway issues **device tokens** scoped to the device role + scopes.
-  These are returned in `hello-ok.auth.deviceToken`; clients should persist and reuse them
-  instead of the shared token. Rotate/revoke via `device.token.rotate`/`device.token.revoke`.
 - `gateway.tailscale.mode: "serve"` uses Tailscale Serve (tailnet only, loopback bind).
 - `gateway.tailscale.mode: "funnel"` exposes the dashboard publicly; requires auth.
 - `gateway.tailscale.resetOnExit` resets Serve/Funnel config on shutdown.
@@ -2710,7 +2696,6 @@ Remote client defaults (CLI):
 - `gateway.remote.url` sets the default Gateway WebSocket URL for CLI calls when `gateway.mode = "remote"`.
 - `gateway.remote.token` supplies the token for remote calls (leave unset for no auth).
 - `gateway.remote.password` supplies the password for remote calls (leave unset for no auth).
-- `gateway.remote.tlsFingerprint` pins the gateway TLS cert fingerprint (sha256).
 
 macOS app behavior:
 - Clawdbot.app watches `~/.clawdbot/clawdbot.json` and switches modes live when `gateway.mode` or `gateway.remote.url` changes.
@@ -2724,36 +2709,12 @@ macOS app behavior:
     remote: {
       url: "ws://gateway.tailnet:18789",
       token: "your-token",
-      password: "your-password",
-      tlsFingerprint: "sha256:ab12cd34..."
+      password: "your-password"
     }
   }
 }
 ```
 
-### `gateway.nodes` (Node command allowlist)
-
-The Gateway enforces a per-platform command allowlist for `node.invoke`. Nodes must both
-**declare** a command and have it **allowed** by the Gateway to run it.
-
-Use this section to extend or deny commands:
-
-```json5
-{
-  gateway: {
-    nodes: {
-      allowCommands: ["custom.vendor.command"], // extra commands beyond defaults
-      denyCommands: ["sms.send"]      // block a command even if declared
-    }
-  }
-}
-```
-
-Notes:
-- `allowCommands` extends the built-in per-platform defaults.
-- `denyCommands` always wins (even if the node claims the command).
-- `node.invoke` rejects commands that are not declared by the node.
-
 ### `gateway.reload` (Config hot reload)
 
 The Gateway watches `~/.clawdbot/clawdbot.json` (or `CLAWDBOT_CONFIG_PATH`) and applies changes automatically.
@@ -3001,7 +2962,7 @@ Auto-generated certs require `openssl` on PATH; if generation fails, the bridge
 
 ### `discovery.wideArea` (Wide-Area Bonjour / unicast DNS‑SD)
 
-When enabled, the Gateway writes a unicast DNS-SD zone for `_clawdbot-gw._tcp` under `~/.clawdbot/dns/` using the standard discovery domain `clawdbot.internal.`
+When enabled, the Gateway writes a unicast DNS-SD zone for `_clawdbot-bridge._tcp` under `~/.clawdbot/dns/` using the standard discovery domain `clawdbot.internal.`
 
 To make iOS/Android discover across networks (Vienna ⇄ London), pair this with:
 - a DNS server on the gateway host serving `clawdbot.internal.` (CoreDNS is recommended)
@@ -3031,9 +2992,6 @@ Template placeholders are expanded in `tools.media.*.models[].args` and `tools.m
 | `{{From}}` | Sender identifier (E.164 for WhatsApp; may differ per channel) |
 | `{{To}}` | Destination identifier |
 | `{{MessageSid}}` | Channel message id (when available) |
-| `{{MessageSidFull}}` | Provider-specific full message id when `MessageSid` is shortened |
-| `{{ReplyToId}}` | Reply-to message id (when available) |
-| `{{ReplyToIdFull}}` | Provider-specific full reply-to id when `ReplyToId` is shortened |
 | `{{SessionId}}` | Current session UUID |
 | `{{IsNewSession}}` | `"true"` when a new session was created |
 | `{{MediaUrl}}` | Inbound media pseudo-URL (if present) |

docs/gateway/heartbeat.md

@@ -127,18 +127,26 @@ Example: two agents, only the second agent runs heartbeats.
 - `every`: heartbeat interval (duration string; default unit = minutes).
 - `model`: optional model override for heartbeat runs (`provider/model`).
 - `includeReasoning`: when enabled, also deliver the separate `Reasoning:` message when available (same shape as `/reasoning on`).
+- `session`: optional session key for heartbeat runs.
+  - `main` (default): agent main session.
+  - Explicit session key (copy from `clawdbot sessions --json` or the [sessions CLI](/cli/sessions)).
+  - Session key formats: see [Sessions](/concepts/session) and [Groups](/concepts/groups).
 - `target`:
   - `last` (default): deliver to the last used external channel.
-  - explicit channel: `whatsapp` / `telegram` / `discord` / `slack` / `signal` / `imessage`.
+  - explicit channel: `whatsapp` / `telegram` / `discord` / `slack` / `msteams` / `signal` / `imessage`.
   - `none`: run the heartbeat but **do not deliver** externally.
-- `to`: optional recipient override (E.164 for WhatsApp, chat id for Telegram, etc.).
+- `to`: optional recipient override (channel-specific id, e.g. E.164 for WhatsApp or a Telegram chat id).
 - `prompt`: overrides the default prompt body (not merged).
 - `ackMaxChars`: max chars allowed after `HEARTBEAT_OK` before delivery.
 
 ## Delivery behavior
 
-- Heartbeats run in each agent’s **main session** (`agent:<id>:<mainKey>`), or `global`
-  when `session.scope = "global"`.
+- Heartbeats run in the agent’s main session by default (`agent:<id>:<mainKey>`),
+  or `global` when `session.scope = "global"`. Set `session` to override to a
+  specific channel session (Discord/WhatsApp/etc.).
+- `session` only affects the run context; delivery is controlled by `target` and `to`.
+- To deliver to a specific channel/recipient, set `target` + `to`. With
+  `target: "last"`, delivery uses the last external channel for that session.
 - If the main queue is busy, the heartbeat is skipped and retried later.
 - If `target` resolves to no external destination, the run still happens but no
   outbound message is sent.

docs/gateway/protocol.md

@@ -198,6 +198,7 @@ The Gateway treats these as **claims** and enforces server-side allowlists.
 - **Local** connects include loopback and the gateway host’s own tailnet address
   (so same‑host tailnet binds can still auto‑approve).
 - All WS clients must include `device` identity during `connect` (operator + node).
+  Control UI can omit it **only** when `gateway.controlUi.allowInsecureAuth` is enabled.
 - Non-local connections must sign the server-provided `connect.challenge` nonce.
 
 ## TLS + pinning

docs/gateway/security.md

@@ -52,6 +52,15 @@ When the audit prints findings, treat this as a priority order:
 5. **Plugins/extensions**: only load what you explicitly trust.
 6. **Model choice**: prefer modern, instruction-hardened models for any bot with tools.
 
+## Control UI over HTTP
+
+The Control UI needs a **secure context** (HTTPS or localhost) to generate device
+identity. If you enable `gateway.controlUi.allowInsecureAuth`, the UI falls back
+to **token-only auth** on plain HTTP and skips device pairing. This is a security
+downgrade—prefer HTTPS (Tailscale Serve) or open the UI on `127.0.0.1`.
+
+`clawdbot security audit` warns when this setting is enabled.
+
 ## Local session logs live on disk
 
 Clawdbot stores session transcripts on disk under `~/.clawdbot/agents/<agentId>/sessions/*.jsonl`.

docs/gateway/troubleshooting.md

@@ -31,6 +31,19 @@ See also: [Health checks](/gateway/health) and [Logging](/logging).
 
 ## Common Issues
 
+### Control UI fails on HTTP ("device identity required" / "connect failed")
+
+If you open the dashboard over plain HTTP (e.g. `http://<lan-ip>:18789/` or
+`http://<tailscale-ip>:18789/`), the browser runs in a **non-secure context** and
+blocks WebCrypto, so device identity can’t be generated.
+
+**Fix:**
+- Prefer HTTPS via [Tailscale Serve](/gateway/tailscale).
+- Or open locally on the gateway host: `http://127.0.0.1:18789/`.
+- If you must stay on HTTP, enable `gateway.controlUi.allowInsecureAuth: true` and
+  use a gateway token (token-only; no device identity/pairing). See
+  [Control UI](/web/control-ui#insecure-http).
+
 ### CI Secrets Scan Failed
 
 This means `detect-secrets` found new candidates not yet in the baseline.
@@ -69,6 +82,34 @@ Doctor/service will show runtime state (PID/last exit) and log hints.
 
 See [/logging](/logging) for a full overview of formats, config, and access.
 
+### "Gateway start blocked: set gateway.mode=local"
+
+This means the config exists but `gateway.mode` is unset (or not `local`), so the
+Gateway refuses to start.
+
+**Fix (recommended):**
+- Run the wizard and set the Gateway run mode to **Local**:
+  ```bash
+  clawdbot configure
+  ```
+- Or set it directly:
+  ```bash
+  clawdbot config set gateway.mode local
+  ```
+
+**If you meant to run a remote Gateway instead:**
+- Set a remote URL and keep `gateway.mode=remote`:
+  ```bash
+  clawdbot config set gateway.mode remote
+  clawdbot config set gateway.remote.url "wss://gateway.example.com"
+  ```
+
+**Ad-hoc/dev only:** pass `--allow-unconfigured` to start the gateway without
+`gateway.mode=local`.
+
+**No config file yet?** Run `clawdbot setup` to create a starter config, then rerun
+the gateway.
+
 ### Service Environment (PATH + runtime)
 
 The gateway service runs with a **minimal PATH** to avoid shell/manager cruft:

docs/help/troubleshooting.md

@@ -38,6 +38,11 @@ Almost always a Node/npm PATH issue. Start here:
 - [Gateway troubleshooting](/gateway/troubleshooting)
 - [Gateway authentication](/gateway/authentication)
 
+### Control UI fails on HTTP (device identity required)
+
+- [Gateway troubleshooting](/gateway/troubleshooting)
+- [Control UI](/web/control-ui#insecure-http)
+
 ### Service says running, but RPC probe fails
 
 - [Gateway troubleshooting](/gateway/troubleshooting)

docs/platforms/mac/release.md

@@ -24,22 +24,23 @@ This app now ships Sparkle auto-updates. Release builds must be Developer ID–s
 Notes:
 - `APP_BUILD` maps to `CFBundleVersion`/`sparkle:version`; keep it numeric + monotonic (no `-beta`), or Sparkle compares it as equal.
 - Defaults to the current architecture (`$(uname -m)`). For release/universal builds, set `BUILD_ARCHS="arm64 x86_64"` (or `BUILD_ARCHS=all`).
+- Use `scripts/package-mac-dist.sh` for release artifacts (zip + DMG + notarization). Use `scripts/package-mac-app.sh` for local/dev packaging.
 
 ```bash
 # From repo root; set release IDs so Sparkle feed is enabled.
 # APP_BUILD must be numeric + monotonic for Sparkle compare.
 BUNDLE_ID=com.clawdbot.mac \
-APP_VERSION=2026.1.20 \
+APP_VERSION=2026.1.21 \
 APP_BUILD="$(git rev-list --count HEAD)" \
 BUILD_CONFIG=release \
 SIGN_IDENTITY="Developer ID Application: <Developer Name> (<TEAMID>)" \
 scripts/package-mac-app.sh
 
 # Zip for distribution (includes resource forks for Sparkle delta support)
-ditto -c -k --sequesterRsrc --keepParent dist/Clawdbot.app dist/Clawdbot-2026.1.20.zip
+ditto -c -k --sequesterRsrc --keepParent dist/Clawdbot.app dist/Clawdbot-2026.1.21.zip
 
 # Optional: also build a styled DMG for humans (drag to /Applications)
-scripts/create-dmg.sh dist/Clawdbot.app dist/Clawdbot-2026.1.20.dmg
+scripts/create-dmg.sh dist/Clawdbot.app dist/Clawdbot-2026.1.21.dmg
 
 # Recommended: build + notarize/staple zip + DMG
 # First, create a keychain profile once:
@@ -47,26 +48,26 @@ scripts/create-dmg.sh dist/Clawdbot.app dist/Clawdbot-2026.1.20.dmg
 #     --apple-id "<apple-id>" --team-id "<team-id>" --password "<app-specific-password>"
 NOTARIZE=1 NOTARYTOOL_PROFILE=clawdbot-notary \
 BUNDLE_ID=com.clawdbot.mac \
-APP_VERSION=2026.1.20 \
+APP_VERSION=2026.1.21 \
 APP_BUILD="$(git rev-list --count HEAD)" \
 BUILD_CONFIG=release \
 SIGN_IDENTITY="Developer ID Application: <Developer Name> (<TEAMID>)" \
 scripts/package-mac-dist.sh
 
 # Optional: ship dSYM alongside the release
-ditto -c -k --keepParent apps/macos/.build/release/Clawdbot.app.dSYM dist/Clawdbot-2026.1.20.dSYM.zip
+ditto -c -k --keepParent apps/macos/.build/release/Clawdbot.app.dSYM dist/Clawdbot-2026.1.21.dSYM.zip
 ```
 
 ## Appcast entry
 Use the release note generator so Sparkle renders formatted HTML notes:
 ```bash
-SPARKLE_PRIVATE_KEY_FILE=/path/to/ed25519-private-key scripts/make_appcast.sh dist/Clawdbot-2026.1.20.zip https://raw.githubusercontent.com/clawdbot/clawdbot/main/appcast.xml
+SPARKLE_PRIVATE_KEY_FILE=/path/to/ed25519-private-key scripts/make_appcast.sh dist/Clawdbot-2026.1.21.zip https://raw.githubusercontent.com/clawdbot/clawdbot/main/appcast.xml
 ```
 Generates HTML release notes from `CHANGELOG.md` (via [`scripts/changelog-to-html.sh`](https://github.com/clawdbot/clawdbot/blob/main/scripts/changelog-to-html.sh)) and embeds them in the appcast entry.
 Commit the updated `appcast.xml` alongside the release assets (zip + dSYM) when publishing.
 
 ## Publish & verify
-- Upload `Clawdbot-2026.1.20.zip` (and `Clawdbot-2026.1.20.dSYM.zip`) to the GitHub release for tag `v2026.1.20`.
+- Upload `Clawdbot-2026.1.21.zip` (and `Clawdbot-2026.1.21.dSYM.zip`) to the GitHub release for tag `v2026.1.21`.
 - Ensure the raw appcast URL matches the baked feed: `https://raw.githubusercontent.com/clawdbot/clawdbot/main/appcast.xml`.
 - Sanity checks:
   - `curl -I https://raw.githubusercontent.com/clawdbot/clawdbot/main/appcast.xml` returns 200.

docs/providers/anthropic.md

@@ -70,11 +70,9 @@ Setup-tokens are created by the **Claude Code CLI**, not the Anthropic Console.
 claude setup-token
 ```
 
-Paste the token into Clawdbot (wizard: **Anthropic token (paste setup-token)**), or let Clawdbot run the command locally:
+Paste the token into Clawdbot (wizard: **Anthropic token (paste setup-token)**), or run it on the gateway host:
 
 ```bash
-clawdbot onboard --auth-choice setup-token
-# or
 clawdbot models auth setup-token --provider anthropic
 ```
 
@@ -87,9 +85,6 @@ clawdbot models auth paste-token --provider anthropic
 ### CLI setup
 
 ```bash
-# Run setup-token locally (wizard can run it for you)
-clawdbot onboard --auth-choice setup-token
-
 # Reuse Claude Code CLI OAuth credentials if already logged in
 clawdbot onboard --auth-choice claude-cli
 ```
@@ -104,7 +99,7 @@ clawdbot onboard --auth-choice claude-cli
 
 ## Notes
 
-- The wizard can run `claude setup-token` locally and store the token, or you can paste a token generated elsewhere.
+- Generate the setup-token with `claude setup-token` and paste it, or run `clawdbot models auth setup-token` on the gateway host.
 - Clawdbot writes `auth.profiles["anthropic:claude-cli"].mode` as `"oauth"` so the profile
   accepts both OAuth and setup-token credentials. Older configs using `"token"` are
   auto-migrated on load.

docs/start/faq.md

@@ -241,7 +241,7 @@ It also warns if your configured model is unknown or missing auth.
 
 ### How does Anthropic "setup-token" auth work?
 
-`claude setup-token` generates a **token string** via the Claude Code CLI (it is not available in the web console). You can run it on **any machine**. If you run it on the gateway host, the wizard can auto-detect the CLI credentials. If you run it elsewhere, choose **Anthropic token (paste setup-token)** and paste the string. The token is stored as an auth profile for the **anthropic** provider and used like an API key or OAuth profile. More detail: [OAuth](/concepts/oauth).
+`claude setup-token` generates a **token string** via the Claude Code CLI (it is not available in the web console). You can run it on **any machine**. If Claude Code CLI credentials are present on the gateway host, Clawdbot can reuse them; otherwise choose **Anthropic token (paste setup-token)** and paste the string. The token is stored as an auth profile for the **anthropic** provider and used like an API key or OAuth profile. More detail: [OAuth](/concepts/oauth).
 
 Clawdbot keeps `auth.profiles["anthropic:claude-cli"].mode` set to `"oauth"` so
 the profile accepts both OAuth and setup-token credentials; older `"token"` mode
@@ -255,11 +255,11 @@ It is **not** in the Anthropic Console. The setup-token is generated by the **Cl
 claude setup-token
 ```
 
-Copy the token it prints, then choose **Anthropic token (paste setup-token)** in the wizard. If you want Clawdbot to run the command for you, use `clawdbot onboard --auth-choice setup-token` or `clawdbot models auth setup-token --provider anthropic`. If you ran `claude setup-token` elsewhere, paste it on the gateway host with `clawdbot models auth paste-token --provider anthropic`. See [Anthropic](/providers/anthropic).
+Copy the token it prints, then choose **Anthropic token (paste setup-token)** in the wizard. If you want to run it on the gateway host, use `clawdbot models auth setup-token --provider anthropic`. If you ran `claude setup-token` elsewhere, paste it on the gateway host with `clawdbot models auth paste-token --provider anthropic`. See [Anthropic](/providers/anthropic).
 
 ### Do you support Claude subscription auth (Claude Code OAuth)?
 
-Yes. Clawdbot can **reuse Claude Code CLI credentials** (OAuth) and also supports **setup-token**. If you have a Claude subscription, we recommend **setup-token** for long‑running setups (requires Claude Pro/Max + the `claude` CLI). You can generate it anywhere and paste it on the gateway host, or run it locally on the gateway so it auto-syncs. OAuth reuse is supported, but avoid logging in separately via Clawdbot and Claude Code to prevent token conflicts. See [Anthropic](/providers/anthropic) and [OAuth](/concepts/oauth).
+Yes. Clawdbot can **reuse Claude Code CLI credentials** (OAuth) and also supports **setup-token**. If you have a Claude subscription, we recommend **setup-token** for long‑running setups (requires Claude Pro/Max + the `claude` CLI). You can generate it anywhere and paste it on the gateway host. OAuth reuse is supported, but avoid logging in separately via Clawdbot and Claude Code to prevent token conflicts. See [Anthropic](/providers/anthropic) and [OAuth](/concepts/oauth).
 
 Note: Claude subscription access is governed by Anthropic’s terms. For production or multi‑user workloads, API keys are usually the safer choice.
 

docs/start/wizard.md

@@ -45,7 +45,7 @@ The wizard starts with **QuickStart** (defaults) vs **Advanced** (full control).
 ## What the wizard does
 
 **Local mode (default)** walks you through:
-  - Model/auth (OpenAI Code (Codex) subscription OAuth, Anthropic API key (recommended) or `claude setup-token`, plus MiniMax/GLM/Moonshot/AI Gateway options)
+  - Model/auth (OpenAI Code (Codex) subscription OAuth, Anthropic API key (recommended) or setup-token (paste), plus MiniMax/GLM/Moonshot/AI Gateway options)
 - Workspace location + bootstrap files
 - Gateway settings (port/bind/auth/tailscale)
 - Providers (Telegram, WhatsApp, Discord, Signal)
@@ -79,9 +79,8 @@ Tip: `--json` does **not** imply non-interactive mode. Use `--non-interactive` (
 
 2) **Model/Auth**
    - **Anthropic API key (recommended)**: uses `ANTHROPIC_API_KEY` if present or prompts for a key, then saves it for daemon use.
-   - **Anthropic token (setup-token)**: run `claude setup-token` locally (the wizard can run it for you and reuse the token) or run it elsewhere and paste the token.
    - **Anthropic OAuth (Claude Code CLI)**: on macOS the wizard checks Keychain item "Claude Code-credentials" (choose "Always Allow" so launchd starts don't block); on Linux/Windows it reuses `~/.claude/.credentials.json` if present.
-   - **Anthropic token (paste setup-token)**: run `claude setup-token` in your terminal, then paste the token (you can name it; blank = default).
+   - **Anthropic token (paste setup-token)**: run `claude setup-token` on any machine, then paste the token (you can name it; blank = default).
    - **OpenAI Code (Codex) subscription (Codex CLI)**: if `~/.codex/auth.json` exists, the wizard can reuse it.
    - **OpenAI Code (Codex) subscription (OAuth)**: browser flow; paste the `code#state`.
      - Sets `agents.defaults.model` to `openai-codex/gpt-5.2` when model is unset or `openai/*`.

docs/tools/exec-approvals.md

@@ -87,6 +87,8 @@ If a prompt is required but no UI is reachable, fallback decides:
 
 Allowlists are **per agent**. If multiple agents exist, switch which agent you’re
 editing in the macOS app. Patterns are **case-insensitive glob matches**.
+Patterns should resolve to **binary paths** (basename-only entries are ignored).
+Legacy `agents.default` entries are migrated to `agents.main` on load.
 
 Examples:
 - `~/Projects/**/bin/bird`
@@ -104,6 +106,15 @@ When **Auto-allow skill CLIs** is enabled, executables referenced by known skill
 are treated as allowlisted on nodes (macOS node or headless node host). This uses the Bridge RPC to ask the
 gateway for the skill bin list. Disable this if you want strict manual allowlists.
 
+## Safe bins (stdin-only)
+
+`tools.exec.safeBins` defines a small list of **stdin-only** binaries (for example `jq`)
+that can run in allowlist mode **without** explicit allowlist entries. Safe bins reject
+positional file args and path-like tokens, so they can only operate on the incoming stream.
+Shell chaining and redirections are not auto-allowed in allowlist mode.
+
+Default safe bins: `jq`, `grep`, `cut`, `sort`, `uniq`, `head`, `tail`, `tr`, `wc`.
+
 ## Control UI editing
 
 Use the **Control UI → Nodes → Exec approvals** card to edit defaults, per‑agent
@@ -124,6 +135,10 @@ When a prompt is required, the gateway broadcasts `exec.approval.requested` to o
 The Control UI and macOS app resolve it via `exec.approval.resolve`, then the gateway forwards the
 approved request to the node host.
 
+When approvals are required, the exec tool returns immediately with an approval id. Use that id to
+correlate later system events (`Exec finished` / `Exec denied`). If no decision arrives before the
+timeout, the request is treated as an approval timeout and surfaced as a denial reason.
+
 The confirmation dialog includes:
 - command + args
 - cwd
@@ -152,11 +167,13 @@ Security notes:
 ## System events
 
 Exec lifecycle is surfaced as system messages:
-- `exec.started`
-- `exec.finished`
-- `exec.denied`
+- `Exec running` (only if the command exceeds the running notice threshold)
+- `Exec finished`
+- `Exec denied`
 
 These are posted to the agent’s session after the node reports the event.
+Gateway-host exec approvals emit the same lifecycle events when the command finishes (and optionally when running longer than the threshold).
+Approval-gated execs reuse the approval id as the `runId` in these messages for easy correlation.
 
 ## Implications
 

docs/tools/exec.md

@@ -38,11 +38,13 @@ Notes:
 ## Config
 
 - `tools.exec.notifyOnExit` (default: true): when true, backgrounded exec sessions enqueue a system event and request a heartbeat on exit.
+- `tools.exec.approvalRunningNoticeMs` (default: 10000): emit a single “running” notice when an approval-gated exec runs longer than this (0 disables).
 - `tools.exec.host` (default: `sandbox`)
 - `tools.exec.security` (default: `deny` for sandbox, `allowlist` for gateway + node when unset)
 - `tools.exec.ask` (default: `on-miss`)
 - `tools.exec.node` (default: unset)
 - `tools.exec.pathPrepend`: list of directories to prepend to `PATH` for exec runs.
+- `tools.exec.safeBins`: stdin-only safe binaries that can run without explicit allowlist entries.
 
 Example:
 ```json5
@@ -64,7 +66,8 @@ Example:
 - `host=sandbox`: runs `sh -lc` (login shell) inside the container, so `/etc/profile` may reset `PATH`.
   Clawdbot prepends `env.PATH` after profile sourcing; `tools.exec.pathPrepend` applies here too.
 - `host=node`: only env overrides you pass are sent to the node. `tools.exec.pathPrepend` only applies
-  if the exec call already sets `env.PATH`.
+  if the exec call already sets `env.PATH`. Node PATH overrides are accepted only when they prepend
+  the node host PATH (no replacement).
 
 Per-agent node binding (use the agent list index in config):
 
@@ -90,6 +93,18 @@ Example:
 Sandboxed agents can require per-request approval before `exec` runs on the gateway or node host.
 See [Exec approvals](/tools/exec-approvals) for the policy, allowlist, and UI flow.
 
+When approvals are required, the exec tool returns immediately with
+`status: "approval-pending"` and an approval id. Once approved (or denied / timed out),
+the Gateway emits system events (`Exec finished` / `Exec denied`). If the command is still
+running after `tools.exec.approvalRunningNoticeMs`, a single `Exec running` notice is emitted.
+
+## Allowlist + safe bins
+
+Allowlist enforcement matches **resolved binary paths only** (no basename matches). When
+`security=allowlist`, shell commands are auto-allowed only if every pipeline segment is
+allowlisted or a safe bin. Chaining (`;`, `&&`, `||`) and redirections are rejected in
+allowlist mode.
+
 ## Examples
 
 Foreground:

docs/tools/index.md

@@ -154,6 +154,9 @@ See [Plugins](/plugin) for install + config, and [Skills](/tools/skills) for how
 tool usage guidance is injected into prompts. Some plugins ship their own skills
 alongside tools (for example, the voice-call plugin).
 
+Optional plugin tools:
+- [Lobster](/tools/lobster): typed workflow runtime with resumable approvals (requires the Lobster CLI on the gateway host).
+
 ## Tool inventory
 
 ### `apply_patch`
@@ -319,7 +322,7 @@ Notes:
 Send messages and channel actions across Discord/Slack/Telegram/WhatsApp/Signal/iMessage/MS Teams.
 
 Core actions:
-- `send` (text + optional media)
+- `send` (text + optional media; MS Teams also supports `card` for Adaptive Cards)
 - `poll` (WhatsApp/Discord/MS Teams polls)
 - `react` / `reactions` / `read` / `edit` / `delete`
 - `pin` / `unpin` / `list-pins`

docs/tools/lobster.md

@@ -0,0 +1,171 @@
+---
+title: Lobster
+summary: "Typed workflow runtime for Clawdbot with resumable approval gates."
+description: Typed workflow runtime for Clawdbot — composable pipelines with approval gates.
+read_when:
+  - You want deterministic multi-step workflows with explicit approvals
+  - You need to resume a workflow without re-running earlier steps
+---
+
+# Lobster
+
+Lobster is a workflow shell that lets Clawdbot run multi-step tool sequences as a single, deterministic operation with explicit approval checkpoints.
+
+## Why
+
+Today, complex workflows require many back-and-forth tool calls. Each call costs tokens, and the LLM has to orchestrate every step. Lobster moves that orchestration into a typed runtime:
+
+- **One call instead of many**: Clawdbot runs one Lobster tool call and gets a structured result.
+- **Approvals built in**: Side effects (send email, post comment) halt the workflow until explicitly approved.
+- **Resumable**: Halted workflows return a token; approve and resume without re-running everything.
+
+## How it works
+
+Clawdbot launches the local `lobster` CLI in **tool mode** and parses a JSON envelope from stdout.
+If the pipeline pauses for approval, the tool returns a `resumeToken` so you can continue later.
+
+## Install Lobster
+
+Install the Lobster CLI on the **same host** that runs the Clawdbot Gateway (see the [Lobster repo](https://github.com/vignesh07/lobster)), and ensure `lobster` is on `PATH`.
+If you want to use a custom binary location, pass an **absolute** `lobsterPath` in the tool call.
+
+## Enable the tool
+
+Lobster is an **optional** plugin tool (not enabled by default). Allow it per agent:
+
+```json
+{
+  "agents": {
+    "list": [
+      {
+        "id": "main",
+        "tools": {
+          "allow": ["lobster"]
+        }
+      }
+    ]
+  }
+}
+```
+
+You can also allow it globally with `tools.allow` if every agent should see it.
+
+## Example: Email triage
+
+Without Lobster:
+```
+User: "Check my email and draft replies"
+→ clawd calls gmail.list
+→ LLM summarizes
+→ User: "draft replies to #2 and #5"
+→ LLM drafts
+→ User: "send #2"
+→ clawd calls gmail.send
+(repeat daily, no memory of what was triaged)
+```
+
+With Lobster:
+```json
+{
+  "action": "run",
+  "pipeline": "email.triage --limit 20",
+  "timeoutMs": 30000
+}
+```
+
+Returns a JSON envelope (truncated):
+```json
+{
+  "ok": true,
+  "status": "needs_approval",
+  "output": [{ "summary": "5 need replies, 2 need action" }],
+  "requiresApproval": {
+    "type": "approval_request",
+    "prompt": "Send 2 draft replies?",
+    "items": [],
+    "resumeToken": "..."
+  }
+}
+```
+
+User approves → resume:
+```json
+{
+  "action": "resume",
+  "token": "<resumeToken>",
+  "approve": true
+}
+```
+
+One workflow. Deterministic. Safe.
+
+## Tool parameters
+
+### `run`
+
+Run a pipeline in tool mode.
+
+```json
+{
+  "action": "run",
+  "pipeline": "gog.gmail.search --query 'newer_than:1d' | email.triage",
+  "cwd": "/path/to/workspace",
+  "timeoutMs": 30000,
+  "maxStdoutBytes": 512000
+}
+```
+
+### `resume`
+
+Continue a halted workflow after approval.
+
+```json
+{
+  "action": "resume",
+  "token": "<resumeToken>",
+  "approve": true
+}
+```
+
+### Optional inputs
+
+- `lobsterPath`: Absolute path to the Lobster binary (omit to use `PATH`).
+- `cwd`: Working directory for the pipeline (defaults to the current process working directory).
+- `timeoutMs`: Kill the subprocess if it exceeds this duration (default: 20000).
+- `maxStdoutBytes`: Kill the subprocess if stdout exceeds this size (default: 512000).
+
+## Output envelope
+
+Lobster returns a JSON envelope with one of three statuses:
+
+- `ok` → finished successfully
+- `needs_approval` → paused; `requiresApproval.resumeToken` is required to resume
+- `cancelled` → explicitly denied or cancelled
+
+The tool surfaces the envelope in both `content` (pretty JSON) and `details` (raw object).
+
+## Approvals
+
+If `requiresApproval` is present, inspect the prompt and decide:
+
+- `approve: true` → resume and continue side effects
+- `approve: false` → cancel and finalize the workflow
+
+## Safety
+
+- **Local subprocess only** — no network calls from the plugin itself.
+- **No secrets** — Lobster doesn't manage OAuth; it calls clawd tools that do.
+- **Sandbox-aware** — disabled when the tool context is sandboxed.
+- **Hardened** — `lobsterPath` must be absolute if specified; timeouts and output caps enforced.
+
+## Troubleshooting
+
+- **`lobster subprocess timed out`** → increase `timeoutMs`, or split a long pipeline.
+- **`lobster output exceeded maxStdoutBytes`** → raise `maxStdoutBytes` or reduce output size.
+- **`lobster returned invalid JSON`** → ensure the pipeline runs in tool mode and prints only JSON.
+- **`lobster failed (code …)`** → run the same pipeline in a terminal to inspect stderr.
+
+## Learn more
+
+- [Plugins](/plugin)
+- [Plugin tool authoring](/plugins/agent-tools)

docs/web/control-ui.md

@@ -86,6 +86,33 @@ Then open:
 
 Paste the token into the UI settings (sent as `connect.params.auth.token`).
 
+## Insecure HTTP
+
+If you open the dashboard over plain HTTP (`http://<lan-ip>` or `http://<tailscale-ip>`),
+the browser runs in a **non-secure context** and blocks WebCrypto. By default,
+Clawdbot **blocks** Control UI connections without device identity.
+
+**Recommended fix:** use HTTPS (Tailscale Serve) or open the UI locally:
+- `https://<magicdns>/` (Serve)
+- `http://127.0.0.1:18789/` (on the gateway host)
+
+**Downgrade example (token-only over HTTP):**
+
+```json5
+{
+  gateway: {
+    controlUi: { allowInsecureAuth: true },
+    bind: "tailnet",
+    auth: { mode: "token", token: "replace-me" }
+  }
+}
+```
+
+This disables device identity + pairing for the Control UI. Use only if you
+trust the network.
+
+See [Tailscale](/gateway/tailscale) for HTTPS setup guidance.
+
 ## Building the UI
 
 The Gateway serves static files from `dist/control-ui`. Build them with:

extensions/bluebubbles/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/bluebubbles",
-  "version": "2026.1.21-1",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot BlueBubbles channel plugin",
   "clawdbot": {

extensions/copilot-proxy/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/copilot-proxy",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Copilot Proxy provider plugin",
   "clawdbot": {

extensions/diagnostics-otel/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/diagnostics-otel",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot diagnostics OpenTelemetry exporter",
   "clawdbot": {
@@ -10,15 +10,15 @@
   },
   "dependencies": {
     "@opentelemetry/api": "^1.9.0",
-    "@opentelemetry/api-logs": "^0.210.0",
-    "@opentelemetry/exporter-logs-otlp-http": "^0.210.0",
-    "@opentelemetry/exporter-metrics-otlp-http": "^0.210.0",
-    "@opentelemetry/exporter-trace-otlp-http": "^0.210.0",
-    "@opentelemetry/resources": "^2.4.0",
-    "@opentelemetry/sdk-logs": "^0.210.0",
-    "@opentelemetry/sdk-metrics": "^2.4.0",
-    "@opentelemetry/sdk-node": "^0.210.0",
-    "@opentelemetry/sdk-trace-base": "^2.4.0",
+    "@opentelemetry/api-logs": "^0.211.0",
+    "@opentelemetry/exporter-logs-otlp-http": "^0.211.0",
+    "@opentelemetry/exporter-metrics-otlp-http": "^0.211.0",
+    "@opentelemetry/exporter-trace-otlp-http": "^0.211.0",
+    "@opentelemetry/resources": "^2.5.0",
+    "@opentelemetry/sdk-logs": "^0.211.0",
+    "@opentelemetry/sdk-metrics": "^2.5.0",
+    "@opentelemetry/sdk-node": "^0.211.0",
+    "@opentelemetry/sdk-trace-base": "^2.5.0",
     "@opentelemetry/semantic-conventions": "^1.39.0"
   }
 }

extensions/discord/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/discord",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Discord channel plugin",
   "clawdbot": {

extensions/google-antigravity-auth/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/google-antigravity-auth",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Google Antigravity OAuth provider plugin",
   "clawdbot": {

extensions/google-gemini-cli-auth/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/google-gemini-cli-auth",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Gemini CLI OAuth provider plugin",
   "clawdbot": {

extensions/imessage/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/imessage",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot iMessage channel plugin",
   "clawdbot": {

extensions/lobster/README.md

@@ -0,0 +1,38 @@
+# Lobster (plugin)
+
+Adds the `lobster` agent tool as an **optional** plugin tool.
+
+## What this is
+
+- Lobster is a standalone workflow shell (typed JSON-first pipelines + approvals/resume).
+- This plugin integrates Lobster with Clawdbot *without core changes*.
+
+## Enable
+
+Because this tool can trigger side effects (via workflows), it is registered with `optional: true`.
+
+Enable it in an agent allowlist:
+
+```json
+{
+  "agents": {
+    "list": [
+      {
+        "id": "main",
+        "tools": {
+          "allow": [
+            "lobster" // plugin id (enables all tools from this plugin)
+          ]
+        }
+      }
+    ]
+  }
+}
+```
+
+## Security
+
+- Runs the `lobster` executable as a local subprocess.
+- Does not manage OAuth/tokens.
+- Uses timeouts, stdout caps, and strict JSON envelope parsing.
+- Prefer an absolute `lobsterPath` in production to avoid PATH hijack.

extensions/lobster/SKILL.md

@@ -0,0 +1,90 @@
+# Lobster
+
+Lobster executes multi-step workflows with approval checkpoints. Use it when:
+
+- User wants a repeatable automation (triage, monitor, sync)
+- Actions need human approval before executing (send, post, delete)
+- Multiple tool calls should run as one deterministic operation
+
+## When to use Lobster
+
+| User intent | Use Lobster? |
+|-------------|--------------|
+| "Triage my email" | Yes — multi-step, may send replies |
+| "Send a message" | No — single action, use message tool directly |
+| "Check my email every morning and ask before replying" | Yes — scheduled workflow with approval |
+| "What's the weather?" | No — simple query |
+| "Monitor this PR and notify me of changes" | Yes — stateful, recurring |
+
+## Basic usage
+
+### Run a pipeline
+
+```json
+{
+  "action": "run",
+  "pipeline": "gog.gmail.search --query 'newer_than:1d' --max 20 | email.triage"
+}
+```
+
+Returns structured result:
+```json
+{
+  "protocolVersion": 1,
+  "ok": true,
+  "status": "ok",
+  "output": [{ "summary": {...}, "items": [...] }],
+  "requiresApproval": null
+}
+```
+
+### Handle approval
+
+If the workflow needs approval:
+```json
+{
+  "status": "needs_approval",
+  "output": [],
+  "requiresApproval": {
+    "prompt": "Send 3 draft replies?",
+    "items": [...],
+    "resumeToken": "..."
+  }
+}
+```
+
+Present the prompt to the user. If they approve:
+```json
+{
+  "action": "resume",
+  "token": "<resumeToken>",
+  "approve": true
+}
+```
+
+## Example workflows
+
+### Email triage
+```
+gog.gmail.search --query 'newer_than:1d' --max 20 | email.triage
+```
+Fetches recent emails, classifies into buckets (needs_reply, needs_action, fyi).
+
+### Email triage with approval gate
+```
+gog.gmail.search --query 'newer_than:1d' | email.triage | approve --prompt 'Process these?'
+```
+Same as above, but halts for approval before returning.
+
+## Key behaviors
+
+- **Deterministic**: Same input → same output (no LLM variance in pipeline execution)
+- **Approval gates**: `approve` command halts execution, returns token
+- **Resumable**: Use `resume` action with token to continue
+- **Structured output**: Always returns JSON envelope with `protocolVersion`
+
+## Don't use Lobster for
+
+- Simple single-action requests (just use the tool directly)
+- Queries that need LLM interpretation mid-flow
+- One-off tasks that won't be repeated

extensions/lobster/clawdbot.plugin.json

@@ -0,0 +1,10 @@
+{
+  "id": "lobster",
+  "name": "Lobster",
+  "description": "Typed workflow tool with resumable approvals.",
+  "configSchema": {
+    "type": "object",
+    "additionalProperties": false,
+    "properties": {}
+  }
+}

extensions/lobster/index.ts

@@ -0,0 +1,13 @@
+import type { ClawdbotPluginApi } from "../../src/plugins/types.js";
+
+import { createLobsterTool } from "./src/lobster-tool.js";
+
+export default function register(api: ClawdbotPluginApi) {
+  api.registerTool(
+    (ctx) => {
+      if (ctx.sandboxed) return null;
+      return createLobsterTool(api);
+    },
+    { optional: true },
+  );
+}

extensions/lobster/package.json

@@ -0,0 +1,9 @@
+{
+  "name": "@clawdbot/lobster",
+  "version": "2026.1.17-1",
+  "type": "module",
+  "description": "Lobster workflow tool plugin (typed pipelines + resumable approvals)",
+  "clawdbot": {
+    "extensions": ["./index.ts"]
+  }
+}

extensions/lobster/src/lobster-tool.test.ts

@@ -0,0 +1,123 @@
+import fs from "node:fs/promises";
+import os from "node:os";
+import path from "node:path";
+
+import { describe, expect, it } from "vitest";
+
+import type { ClawdbotPluginApi, ClawdbotPluginToolContext } from "../../../src/plugins/types.js";
+import { createLobsterTool } from "./lobster-tool.js";
+
+async function writeFakeLobsterScript(scriptBody: string, prefix = "clawdbot-lobster-plugin-") {
+  const dir = await fs.mkdtemp(path.join(os.tmpdir(), prefix));
+  const isWindows = process.platform === "win32";
+
+  if (isWindows) {
+    const scriptPath = path.join(dir, "lobster.js");
+    const cmdPath = path.join(dir, "lobster.cmd");
+    await fs.writeFile(scriptPath, scriptBody, { encoding: "utf8" });
+    const cmd = `@echo off\r\n"${process.execPath}" "${scriptPath}" %*\r\n`;
+    await fs.writeFile(cmdPath, cmd, { encoding: "utf8" });
+    return { dir, binPath: cmdPath };
+  }
+
+  const binPath = path.join(dir, "lobster");
+  const file = `#!/usr/bin/env node\n${scriptBody}\n`;
+  await fs.writeFile(binPath, file, { encoding: "utf8", mode: 0o755 });
+  return { dir, binPath };
+}
+
+async function writeFakeLobster(params: { payload: unknown }) {
+  const scriptBody =
+    `const payload = ${JSON.stringify(params.payload)};\n` +
+    `process.stdout.write(JSON.stringify(payload));\n`;
+  return await writeFakeLobsterScript(scriptBody);
+}
+
+function fakeApi(): ClawdbotPluginApi {
+  return {
+    id: "lobster",
+    name: "lobster",
+    source: "test",
+    config: {} as any,
+    runtime: { version: "test" } as any,
+    logger: { info() {}, warn() {}, error() {}, debug() {} },
+    registerTool() {},
+    registerHttpHandler() {},
+    registerChannel() {},
+    registerGatewayMethod() {},
+    registerCli() {},
+    registerService() {},
+    registerProvider() {},
+    resolvePath: (p) => p,
+  };
+}
+
+function fakeCtx(overrides: Partial<ClawdbotPluginToolContext> = {}): ClawdbotPluginToolContext {
+  return {
+    config: {} as any,
+    workspaceDir: "/tmp",
+    agentDir: "/tmp",
+    agentId: "main",
+    sessionKey: "main",
+    messageChannel: undefined,
+    agentAccountId: undefined,
+    sandboxed: false,
+    ...overrides,
+  };
+}
+
+describe("lobster plugin tool", () => {
+  it("runs lobster and returns parsed envelope in details", async () => {
+    const fake = await writeFakeLobster({
+      payload: { ok: true, status: "ok", output: [{ hello: "world" }], requiresApproval: null },
+    });
+
+    const tool = createLobsterTool(fakeApi());
+    const res = await tool.execute("call1", {
+      action: "run",
+      pipeline: "noop",
+      lobsterPath: fake.binPath,
+      timeoutMs: 1000,
+    });
+
+    expect(res.details).toMatchObject({ ok: true, status: "ok" });
+  });
+
+  it("requires absolute lobsterPath when provided", async () => {
+    const tool = createLobsterTool(fakeApi());
+    await expect(
+      tool.execute("call2", {
+        action: "run",
+        pipeline: "noop",
+        lobsterPath: "./lobster",
+      }),
+    ).rejects.toThrow(/absolute path/);
+  });
+
+  it("rejects invalid JSON from lobster", async () => {
+    const { binPath } = await writeFakeLobsterScript(
+      `process.stdout.write("nope");\n`,
+      "clawdbot-lobster-plugin-bad-",
+    );
+
+    const tool = createLobsterTool(fakeApi());
+    await expect(
+      tool.execute("call3", {
+        action: "run",
+        pipeline: "noop",
+        lobsterPath: binPath,
+      }),
+    ).rejects.toThrow(/invalid JSON/);
+  });
+
+  it("can be gated off in sandboxed contexts", async () => {
+    const api = fakeApi();
+    const factoryTool = (ctx: ClawdbotPluginToolContext) => {
+      if (ctx.sandboxed) return null;
+      return createLobsterTool(api);
+    };
+
+    expect(factoryTool(fakeCtx({ sandboxed: true }))).toBeNull();
+    expect(factoryTool(fakeCtx({ sandboxed: false }))?.name).toBe("lobster");
+  });
+});

extensions/lobster/src/lobster-tool.ts

@@ -0,0 +1,188 @@
+import { Type } from "@sinclair/typebox";
+import { spawn } from "node:child_process";
+import path from "node:path";
+
+import type { ClawdbotPluginApi } from "../../../src/plugins/types.js";
+
+type LobsterEnvelope =
+  | {
+      ok: true;
+      status: "ok" | "needs_approval" | "cancelled";
+      output: unknown[];
+      requiresApproval: null | {
+        type: "approval_request";
+        prompt: string;
+        items: unknown[];
+        resumeToken?: string;
+      };
+    }
+  | {
+      ok: false;
+      error: { type?: string; message: string };
+    };
+
+function resolveExecutablePath(lobsterPathRaw: string | undefined) {
+  const lobsterPath = lobsterPathRaw?.trim() || "lobster";
+  if (lobsterPath !== "lobster" && !path.isAbsolute(lobsterPath)) {
+    throw new Error("lobsterPath must be an absolute path (or omit to use PATH)");
+  }
+  return lobsterPath;
+}
+
+async function runLobsterSubprocess(params: {
+  execPath: string;
+  argv: string[];
+  cwd: string;
+  timeoutMs: number;
+  maxStdoutBytes: number;
+}) {
+  const { execPath, argv, cwd } = params;
+  const timeoutMs = Math.max(200, params.timeoutMs);
+  const maxStdoutBytes = Math.max(1024, params.maxStdoutBytes);
+
+  const env = { ...process.env, LOBSTER_MODE: "tool" } as Record<string, string | undefined>;
+  const nodeOptions = env.NODE_OPTIONS ?? "";
+  if (nodeOptions.includes("--inspect")) {
+    delete env.NODE_OPTIONS;
+  }
+
+  return await new Promise<{ stdout: string }>((resolve, reject) => {
+    const child = spawn(execPath, argv, {
+      cwd,
+      stdio: ["ignore", "pipe", "pipe"],
+      env,
+    });
+
+    let stdout = "";
+    let stdoutBytes = 0;
+    let stderr = "";
+
+    child.stdout?.setEncoding("utf8");
+    child.stderr?.setEncoding("utf8");
+
+    child.stdout?.on("data", (chunk) => {
+      const str = String(chunk);
+      stdoutBytes += Buffer.byteLength(str, "utf8");
+      if (stdoutBytes > maxStdoutBytes) {
+        try {
+          child.kill("SIGKILL");
+        } finally {
+          reject(new Error("lobster output exceeded maxStdoutBytes"));
+        }
+        return;
+      }
+      stdout += str;
+    });
+
+    child.stderr?.on("data", (chunk) => {
+      stderr += String(chunk);
+    });
+
+    const timer = setTimeout(() => {
+      try {
+        child.kill("SIGKILL");
+      } finally {
+        reject(new Error("lobster subprocess timed out"));
+      }
+    }, timeoutMs);
+
+    child.once("error", (err) => {
+      clearTimeout(timer);
+      reject(err);
+    });
+
+    child.once("exit", (code) => {
+      clearTimeout(timer);
+      if (code !== 0) {
+        reject(new Error(`lobster failed (${code ?? "?"}): ${stderr.trim() || stdout.trim()}`));
+        return;
+      }
+      resolve({ stdout });
+    });
+  });
+}
+
+function parseEnvelope(stdout: string): LobsterEnvelope {
+  let parsed: unknown;
+  try {
+    parsed = JSON.parse(stdout);
+  } catch {
+    throw new Error("lobster returned invalid JSON");
+  }
+
+  if (!parsed || typeof parsed !== "object") {
+    throw new Error("lobster returned invalid JSON envelope");
+  }
+
+  const ok = (parsed as { ok?: unknown }).ok;
+  if (ok === true || ok === false) {
+    return parsed as LobsterEnvelope;
+  }
+
+  throw new Error("lobster returned invalid JSON envelope");
+}
+
+export function createLobsterTool(api: ClawdbotPluginApi) {
+  return {
+    name: "lobster",
+    description:
+      "Run Lobster pipelines as a local-first workflow runtime (typed JSON envelope + resumable approvals).",
+    parameters: Type.Object({
+      // NOTE: Prefer string enums in tool schemas; some providers reject unions/anyOf.
+      action: Type.Unsafe<"run" | "resume">({ type: "string", enum: ["run", "resume"] }),
+      pipeline: Type.Optional(Type.String()),
+      token: Type.Optional(Type.String()),
+      approve: Type.Optional(Type.Boolean()),
+      lobsterPath: Type.Optional(Type.String()),
+      cwd: Type.Optional(Type.String()),
+      timeoutMs: Type.Optional(Type.Number()),
+      maxStdoutBytes: Type.Optional(Type.Number()),
+    }),
+    async execute(_id: string, params: Record<string, unknown>) {
+      const action = String(params.action || "").trim();
+      if (!action) throw new Error("action required");
+
+      const execPath = resolveExecutablePath(
+        typeof params.lobsterPath === "string" ? params.lobsterPath : undefined,
+      );
+      const cwd = typeof params.cwd === "string" && params.cwd.trim() ? params.cwd.trim() : process.cwd();
+      const timeoutMs = typeof params.timeoutMs === "number" ? params.timeoutMs : 20_000;
+      const maxStdoutBytes = typeof params.maxStdoutBytes === "number" ? params.maxStdoutBytes : 512_000;
+
+      const argv = (() => {
+        if (action === "run") {
+          const pipeline = typeof params.pipeline === "string" ? params.pipeline : "";
+          if (!pipeline.trim()) throw new Error("pipeline required");
+          return ["run", "--mode", "tool", pipeline];
+        }
+        if (action === "resume") {
+          const token = typeof params.token === "string" ? params.token : "";
+          if (!token.trim()) throw new Error("token required");
+          const approve = params.approve;
+          if (typeof approve !== "boolean") throw new Error("approve required");
+          return ["resume", "--token", token, "--approve", approve ? "yes" : "no"];
+        }
+        throw new Error(`Unknown action: ${action}`);
+      })();
+
+      if (api.runtime?.version && api.logger?.debug) {
+        api.logger.debug(`lobster plugin runtime=${api.runtime.version}`);
+      }
+
+      const { stdout } = await runLobsterSubprocess({
+        execPath,
+        argv,
+        cwd,
+        timeoutMs,
+        maxStdoutBytes,
+      });
+
+      const envelope = parseEnvelope(stdout);
+
+      return {
+        content: [{ type: "text", text: JSON.stringify(envelope, null, 2) }],
+        details: envelope,
+      };
+    },
+  };
+}

extensions/matrix/CHANGELOG.md

@@ -1,6 +1,6 @@
 # Changelog
 
-## 2026.1.20-2
+## 2026.1.21
 
 ### Changes
 - Version alignment with core Clawdbot release numbers.

extensions/matrix/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/matrix",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Matrix channel plugin",
   "clawdbot": {

extensions/memory-core/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/memory-core",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot core memory search plugin",
   "clawdbot": {

extensions/memory-lancedb/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/memory-lancedb",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot LanceDB-backed long-term memory plugin with auto-recall/capture",
   "dependencies": {

extensions/msteams/CHANGELOG.md

@@ -1,6 +1,6 @@
 # Changelog
 
-## 2026.1.20-2
+## 2026.1.21
 
 ### Changes
 - Version alignment with core Clawdbot release numbers.

extensions/msteams/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/msteams",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Microsoft Teams channel plugin",
   "clawdbot": {

extensions/msteams/src/attachments.test.ts

@@ -101,9 +101,9 @@ describe("msteams attachments", () => {
     });
   });
 
-  describe("downloadMSTeamsImageAttachments", () => {
+  describe("downloadMSTeamsAttachments", () => {
     it("downloads and stores image contentUrl attachments", async () => {
-      const { downloadMSTeamsImageAttachments } = await load();
+      const { downloadMSTeamsAttachments } = await load();
       const fetchMock = vi.fn(async () => {
         return new Response(Buffer.from("png"), {
           status: 200,
@@ -111,7 +111,7 @@ describe("msteams attachments", () => {
         });
       });
 
-      const media = await downloadMSTeamsImageAttachments({
+      const media = await downloadMSTeamsAttachments({
         attachments: [{ contentType: "image/png", contentUrl: "https://x/img" }],
         maxBytes: 1024 * 1024,
         allowHosts: ["x"],
@@ -125,7 +125,7 @@ describe("msteams attachments", () => {
     });
 
     it("supports Teams file.download.info downloadUrl attachments", async () => {
-      const { downloadMSTeamsImageAttachments } = await load();
+      const { downloadMSTeamsAttachments } = await load();
       const fetchMock = vi.fn(async () => {
         return new Response(Buffer.from("png"), {
           status: 200,
@@ -133,7 +133,7 @@ describe("msteams attachments", () => {
         });
       });
 
-      const media = await downloadMSTeamsImageAttachments({
+      const media = await downloadMSTeamsAttachments({
         attachments: [
           {
             contentType: "application/vnd.microsoft.teams.file.download.info",
@@ -149,8 +149,35 @@ describe("msteams attachments", () => {
       expect(media).toHaveLength(1);
     });
 
+    it("downloads non-image file attachments (PDF)", async () => {
+      const { downloadMSTeamsAttachments } = await load();
+      const fetchMock = vi.fn(async () => {
+        return new Response(Buffer.from("pdf"), {
+          status: 200,
+          headers: { "content-type": "application/pdf" },
+        });
+      });
+      detectMimeMock.mockResolvedValueOnce("application/pdf");
+      saveMediaBufferMock.mockResolvedValueOnce({
+        path: "/tmp/saved.pdf",
+        contentType: "application/pdf",
+      });
+
+      const media = await downloadMSTeamsAttachments({
+        attachments: [{ contentType: "application/pdf", contentUrl: "https://x/doc.pdf" }],
+        maxBytes: 1024 * 1024,
+        allowHosts: ["x"],
+        fetchFn: fetchMock as unknown as typeof fetch,
+      });
+
+      expect(fetchMock).toHaveBeenCalledWith("https://x/doc.pdf");
+      expect(media).toHaveLength(1);
+      expect(media[0]?.path).toBe("/tmp/saved.pdf");
+      expect(media[0]?.placeholder).toBe("<media:document>");
+    });
+
     it("downloads inline image URLs from html attachments", async () => {
-      const { downloadMSTeamsImageAttachments } = await load();
+      const { downloadMSTeamsAttachments } = await load();
       const fetchMock = vi.fn(async () => {
         return new Response(Buffer.from("png"), {
           status: 200,
@@ -158,7 +185,7 @@ describe("msteams attachments", () => {
         });
       });
 
-      const media = await downloadMSTeamsImageAttachments({
+      const media = await downloadMSTeamsAttachments({
         attachments: [
           {
             contentType: "text/html",
@@ -175,9 +202,9 @@ describe("msteams attachments", () => {
     });
 
     it("stores inline data:image base64 payloads", async () => {
-      const { downloadMSTeamsImageAttachments } = await load();
+      const { downloadMSTeamsAttachments } = await load();
       const base64 = Buffer.from("png").toString("base64");
-      const media = await downloadMSTeamsImageAttachments({
+      const media = await downloadMSTeamsAttachments({
         attachments: [
           {
             contentType: "text/html",
@@ -193,7 +220,7 @@ describe("msteams attachments", () => {
     });
 
     it("retries with auth when the first request is unauthorized", async () => {
-      const { downloadMSTeamsImageAttachments } = await load();
+      const { downloadMSTeamsAttachments } = await load();
       const fetchMock = vi.fn(async (_url: string, opts?: RequestInit) => {
         const hasAuth = Boolean(
           opts &&
@@ -210,7 +237,7 @@ describe("msteams attachments", () => {
         });
       });
 
-      const media = await downloadMSTeamsImageAttachments({
+      const media = await downloadMSTeamsAttachments({
         attachments: [{ contentType: "image/png", contentUrl: "https://x/img" }],
         maxBytes: 1024 * 1024,
         tokenProvider: { getAccessToken: vi.fn(async () => "token") },
@@ -224,9 +251,9 @@ describe("msteams attachments", () => {
     });
 
     it("skips urls outside the allowlist", async () => {
-      const { downloadMSTeamsImageAttachments } = await load();
+      const { downloadMSTeamsAttachments } = await load();
       const fetchMock = vi.fn();
-      const media = await downloadMSTeamsImageAttachments({
+      const media = await downloadMSTeamsAttachments({
         attachments: [{ contentType: "image/png", contentUrl: "https://evil.test/img" }],
         maxBytes: 1024 * 1024,
         allowHosts: ["graph.microsoft.com"],
@@ -236,20 +263,6 @@ describe("msteams attachments", () => {
       expect(media).toHaveLength(0);
       expect(fetchMock).not.toHaveBeenCalled();
     });
-
-    it("ignores non-image attachments", async () => {
-      const { downloadMSTeamsImageAttachments } = await load();
-      const fetchMock = vi.fn();
-      const media = await downloadMSTeamsImageAttachments({
-        attachments: [{ contentType: "application/pdf", contentUrl: "https://x/x.pdf" }],
-        maxBytes: 1024 * 1024,
-        allowHosts: ["x"],
-        fetchFn: fetchMock as unknown as typeof fetch,
-      });
-
-      expect(media).toHaveLength(0);
-      expect(fetchMock).not.toHaveBeenCalled();
-    });
   });
 
   describe("buildMSTeamsGraphMessageUrls", () => {
@@ -324,6 +337,74 @@ describe("msteams attachments", () => {
       expect(fetchMock).toHaveBeenCalled();
       expect(saveMediaBufferMock).toHaveBeenCalled();
     });
+
+    it("merges SharePoint reference attachments with hosted content", async () => {
+      const { downloadMSTeamsGraphMedia } = await load();
+      const hostedBase64 = Buffer.from("png").toString("base64");
+      const shareUrl = "https://contoso.sharepoint.com/site/file";
+      const fetchMock = vi.fn(async (url: string) => {
+        if (url.endsWith("/hostedContents")) {
+          return new Response(
+            JSON.stringify({
+              value: [
+                {
+                  id: "hosted-1",
+                  contentType: "image/png",
+                  contentBytes: hostedBase64,
+                },
+              ],
+            }),
+            { status: 200 },
+          );
+        }
+        if (url.endsWith("/attachments")) {
+          return new Response(
+            JSON.stringify({
+              value: [
+                {
+                  id: "ref-1",
+                  contentType: "reference",
+                  contentUrl: shareUrl,
+                  name: "report.pdf",
+                },
+              ],
+            }),
+            { status: 200 },
+          );
+        }
+        if (url.startsWith("https://graph.microsoft.com/v1.0/shares/")) {
+          return new Response(Buffer.from("pdf"), {
+            status: 200,
+            headers: { "content-type": "application/pdf" },
+          });
+        }
+        if (url.endsWith("/messages/123")) {
+          return new Response(
+            JSON.stringify({
+              attachments: [
+                {
+                  id: "ref-1",
+                  contentType: "reference",
+                  contentUrl: shareUrl,
+                  name: "report.pdf",
+                },
+              ],
+            }),
+            { status: 200 },
+          );
+        }
+        return new Response("not found", { status: 404 });
+      });
+
+      const media = await downloadMSTeamsGraphMedia({
+        messageUrl: "https://graph.microsoft.com/v1.0/chats/19%3Achat/messages/123",
+        tokenProvider: { getAccessToken: vi.fn(async () => "token") },
+        maxBytes: 1024 * 1024,
+        fetchFn: fetchMock as unknown as typeof fetch,
+      });
+
+      expect(media.media).toHaveLength(2);
+    });
   });
 
   describe("buildMSTeamsMediaPayload", () => {

extensions/msteams/src/attachments.ts

@@ -1,4 +1,8 @@
-export { downloadMSTeamsImageAttachments } from "./attachments/download.js";
+export {
+  downloadMSTeamsAttachments,
+  /** @deprecated Use `downloadMSTeamsAttachments` instead. */
+  downloadMSTeamsImageAttachments,
+} from "./attachments/download.js";
 export { buildMSTeamsGraphMessageUrls, downloadMSTeamsGraphMedia } from "./attachments/graph.js";
 export {
   buildMSTeamsAttachmentPlaceholder,

extensions/msteams/src/attachments/download.ts

@@ -2,7 +2,7 @@ import { getMSTeamsRuntime } from "../runtime.js";
 import {
   extractInlineImageCandidates,
   inferPlaceholder,
-  isLikelyImageAttachment,
+  isDownloadableAttachment,
   isRecord,
   isUrlAllowed,
   normalizeContentType,
@@ -102,23 +102,31 @@ async function fetchWithAuthFallback(params: {
   return firstAttempt;
 }
 
-export async function downloadMSTeamsImageAttachments(params: {
+/**
+ * Download all file attachments from a Teams message (images, documents, etc.).
+ * Renamed from downloadMSTeamsImageAttachments to support all file types.
+ */
+export async function downloadMSTeamsAttachments(params: {
   attachments: MSTeamsAttachmentLike[] | undefined;
   maxBytes: number;
   tokenProvider?: MSTeamsAccessTokenProvider;
   allowHosts?: string[];
   fetchFn?: typeof fetch;
+  /** When true, embeds original filename in stored path for later extraction. */
+  preserveFilenames?: boolean;
 }): Promise<MSTeamsInboundMedia[]> {
   const list = Array.isArray(params.attachments) ? params.attachments : [];
   if (list.length === 0) return [];
   const allowHosts = resolveAllowedHosts(params.allowHosts);
 
-  const candidates: DownloadCandidate[] = list
-    .filter(isLikelyImageAttachment)
+  // Download ANY downloadable attachment (not just images)
+  const downloadable = list.filter(isDownloadableAttachment);
+  const candidates: DownloadCandidate[] = downloadable
     .map(resolveDownloadCandidate)
     .filter(Boolean) as DownloadCandidate[];
 
   const inlineCandidates = extractInlineImageCandidates(list);
+
   const seenUrls = new Set<string>();
   for (const inline of inlineCandidates) {
     if (inline.kind === "url") {
@@ -133,7 +141,6 @@ export async function downloadMSTeamsImageAttachments(params: {
       });
     }
   }
-
   if (candidates.length === 0 && inlineCandidates.length === 0) return [];
 
   const out: MSTeamsInboundMedia[] = [];
@@ -141,6 +148,7 @@ export async function downloadMSTeamsImageAttachments(params: {
     if (inline.kind !== "data") continue;
     if (inline.data.byteLength > params.maxBytes) continue;
     try {
+      // Data inline candidates (base64 data URLs) don't have original filenames
       const saved = await getMSTeamsRuntime().channel.media.saveMediaBuffer(
         inline.data,
         inline.contentType,
@@ -172,11 +180,13 @@ export async function downloadMSTeamsImageAttachments(params: {
         headerMime: res.headers.get("content-type"),
         filePath: candidate.fileHint ?? candidate.url,
       });
+      const originalFilename = params.preserveFilenames ? candidate.fileHint : undefined;
       const saved = await getMSTeamsRuntime().channel.media.saveMediaBuffer(
         buffer,
         mime ?? candidate.contentTypeHint,
         "inbound",
         params.maxBytes,
+        originalFilename,
       );
       out.push({
         path: saved.path,
@@ -184,8 +194,13 @@ export async function downloadMSTeamsImageAttachments(params: {
         placeholder: candidate.placeholder,
       });
     } catch {
-      // Ignore download failures and continue.
+      // Ignore download failures and continue with next candidate.
     }
   }
   return out;
 }
+
+/**
+ * @deprecated Use `downloadMSTeamsAttachments` instead (supports all file types).
+ */
+export const downloadMSTeamsImageAttachments = downloadMSTeamsAttachments;

extensions/msteams/src/attachments/graph.ts

@@ -1,6 +1,6 @@
 import { getMSTeamsRuntime } from "../runtime.js";
-import { downloadMSTeamsImageAttachments } from "./download.js";
-import { GRAPH_ROOT, isRecord, normalizeContentType, resolveAllowedHosts } from "./shared.js";
+import { downloadMSTeamsAttachments } from "./download.js";
+import { GRAPH_ROOT, inferPlaceholder, isRecord, normalizeContentType, resolveAllowedHosts } from "./shared.js";
 import type {
   MSTeamsAccessTokenProvider,
   MSTeamsAttachmentLike,
@@ -128,11 +128,16 @@ function normalizeGraphAttachment(att: GraphAttachment): MSTeamsAttachmentLike {
   };
 }
 
-async function downloadGraphHostedImages(params: {
+/**
+ * Download all hosted content from a Teams message (images, documents, etc.).
+ * Renamed from downloadGraphHostedImages to support all file types.
+ */
+async function downloadGraphHostedContent(params: {
   accessToken: string;
   messageUrl: string;
   maxBytes: number;
   fetchFn?: typeof fetch;
+  preserveFilenames?: boolean;
 }): Promise<{ media: MSTeamsInboundMedia[]; status: number; count: number }> {
   const hosted = await fetchGraphCollection<GraphHostedContent>({
     url: `${params.messageUrl}/hostedContents`,
@@ -158,7 +163,7 @@ async function downloadGraphHostedImages(params: {
       buffer,
       headerMime: item.contentType ?? undefined,
     });
-    if (mime && !mime.startsWith("image/")) continue;
+    // Download any file type, not just images
     try {
       const saved = await getMSTeamsRuntime().channel.media.saveMediaBuffer(
         buffer,
@@ -169,7 +174,7 @@ async function downloadGraphHostedImages(params: {
       out.push({
         path: saved.path,
         contentType: saved.contentType,
-        placeholder: "<media:image>",
+        placeholder: inferPlaceholder({ contentType: saved.contentType }),
       });
     } catch {
       // Ignore save failures.
@@ -185,6 +190,8 @@ export async function downloadMSTeamsGraphMedia(params: {
   maxBytes: number;
   allowHosts?: string[];
   fetchFn?: typeof fetch;
+  /** When true, embeds original filename in stored path for later extraction. */
+  preserveFilenames?: boolean;
 }): Promise<MSTeamsGraphMediaResult> {
   if (!params.messageUrl || !params.tokenProvider) return { media: [] };
   const allowHosts = resolveAllowedHosts(params.allowHosts);
@@ -196,11 +203,83 @@ export async function downloadMSTeamsGraphMedia(params: {
     return { media: [], messageUrl, tokenError: true };
   }
 
-  const hosted = await downloadGraphHostedImages({
+  // Fetch the full message to get SharePoint file attachments (for group chats)
+  const fetchFn = params.fetchFn ?? fetch;
+  const sharePointMedia: MSTeamsInboundMedia[] = [];
+  const downloadedReferenceUrls = new Set<string>();
+  try {
+    const msgRes = await fetchFn(messageUrl, {
+      headers: { Authorization: `Bearer ${accessToken}` },
+    });
+    if (msgRes.ok) {
+      const msgData = (await msgRes.json()) as {
+        body?: { content?: string; contentType?: string };
+        attachments?: Array<{
+          id?: string;
+          contentUrl?: string;
+          contentType?: string;
+          name?: string;
+        }>;
+      };
+
+      // Extract SharePoint file attachments (contentType: "reference")
+      // Download any file type, not just images
+      const spAttachments = (msgData.attachments ?? []).filter(
+        (a) => a.contentType === "reference" && a.contentUrl && a.name,
+      );
+      for (const att of spAttachments) {
+        const name = att.name ?? "file";
+
+        try {
+          // SharePoint URLs need to be accessed via Graph shares API
+          const shareUrl = att.contentUrl!;
+          const encodedUrl = Buffer.from(shareUrl).toString("base64url");
+          const sharesUrl = `${GRAPH_ROOT}/shares/u!${encodedUrl}/driveItem/content`;
+
+          const spRes = await fetchFn(sharesUrl, {
+            headers: { Authorization: `Bearer ${accessToken}` },
+            redirect: "follow",
+          });
+
+          if (spRes.ok) {
+            const buffer = Buffer.from(await spRes.arrayBuffer());
+            if (buffer.byteLength <= params.maxBytes) {
+              const mime = await getMSTeamsRuntime().media.detectMime({
+                buffer,
+                headerMime: spRes.headers.get("content-type") ?? undefined,
+                filePath: name,
+              });
+              const originalFilename = params.preserveFilenames ? name : undefined;
+              const saved = await getMSTeamsRuntime().channel.media.saveMediaBuffer(
+                buffer,
+                mime ?? "application/octet-stream",
+                "inbound",
+                params.maxBytes,
+                originalFilename,
+              );
+              sharePointMedia.push({
+                path: saved.path,
+                contentType: saved.contentType,
+                placeholder: inferPlaceholder({ contentType: saved.contentType, fileName: name }),
+              });
+              downloadedReferenceUrls.add(shareUrl);
+            }
+          }
+        } catch {
+          // Ignore SharePoint download failures.
+        }
+      }
+    }
+  } catch {
+    // Ignore message fetch failures.
+  }
+
+  const hosted = await downloadGraphHostedContent({
     accessToken,
     messageUrl,
     maxBytes: params.maxBytes,
     fetchFn: params.fetchFn,
+    preserveFilenames: params.preserveFilenames,
   });
 
   const attachments = await fetchGraphCollection<GraphAttachment>({
@@ -210,18 +289,29 @@ export async function downloadMSTeamsGraphMedia(params: {
   });
 
   const normalizedAttachments = attachments.items.map(normalizeGraphAttachment);
-  const attachmentMedia = await downloadMSTeamsImageAttachments({
-    attachments: normalizedAttachments,
+  const filteredAttachments =
+    sharePointMedia.length > 0
+      ? normalizedAttachments.filter((att) => {
+          const contentType = att.contentType?.toLowerCase();
+          if (contentType !== "reference") return true;
+          const url = typeof att.contentUrl === "string" ? att.contentUrl : "";
+          if (!url) return true;
+          return !downloadedReferenceUrls.has(url);
+        })
+      : normalizedAttachments;
+  const attachmentMedia = await downloadMSTeamsAttachments({
+    attachments: filteredAttachments,
     maxBytes: params.maxBytes,
     tokenProvider: params.tokenProvider,
     allowHosts,
     fetchFn: params.fetchFn,
+    preserveFilenames: params.preserveFilenames,
   });
 
   return {
-    media: [...hosted.media, ...attachmentMedia],
+    media: [...sharePointMedia, ...hosted.media, ...attachmentMedia],
     hostedCount: hosted.count,
-    attachmentCount: attachments.items.length,
+    attachmentCount: filteredAttachments.length + sharePointMedia.length,
     hostedStatus: hosted.status,
     attachmentStatus: attachments.status,
     messageUrl,

extensions/msteams/src/attachments/shared.ts

@@ -37,6 +37,15 @@ export const DEFAULT_MEDIA_HOST_ALLOWLIST = [
   "statics.teams.cdn.office.net",
   "office.com",
   "office.net",
+  // Azure Media Services / Skype CDN for clipboard-pasted images
+  "asm.skype.com",
+  "ams.skype.com",
+  "media.ams.skype.com",
+  // Bot Framework attachment URLs
+  "trafficmanager.net",
+  "blob.core.windows.net",
+  "azureedge.net",
+  "microsoft.com",
 ] as const;
 
 export const GRAPH_ROOT = "https://graph.microsoft.com/v1.0";
@@ -85,6 +94,30 @@ export function isLikelyImageAttachment(att: MSTeamsAttachmentLike): boolean {
   return false;
 }
 
+/**
+ * Returns true if the attachment can be downloaded (any file type).
+ * Used when downloading all files, not just images.
+ */
+export function isDownloadableAttachment(att: MSTeamsAttachmentLike): boolean {
+  const contentType = normalizeContentType(att.contentType) ?? "";
+
+  // Teams file download info always has a downloadUrl
+  if (
+    contentType === "application/vnd.microsoft.teams.file.download.info" &&
+    isRecord(att.content) &&
+    typeof att.content.downloadUrl === "string"
+  ) {
+    return true;
+  }
+
+  // Any attachment with a contentUrl can be downloaded
+  if (typeof att.contentUrl === "string" && att.contentUrl.trim()) {
+    return true;
+  }
+
+  return false;
+}
+
 function isHtmlAttachment(att: MSTeamsAttachmentLike): boolean {
   const contentType = normalizeContentType(att.contentType) ?? "";
   return contentType.startsWith("text/html");

extensions/msteams/src/channel.ts

@@ -17,7 +17,7 @@ import {
   resolveMSTeamsChannelAllowlist,
   resolveMSTeamsUserAllowlist,
 } from "./resolve-allowlist.js";
-import { sendMessageMSTeams } from "./send.js";
+import { sendAdaptiveCardMSTeams, sendMessageMSTeams } from "./send.js";
 import { resolveMSTeamsCredentials } from "./token.js";
 import {
   listMSTeamsDirectoryGroupsLive,
@@ -64,6 +64,19 @@ export const msteamsPlugin: ChannelPlugin<ResolvedMSTeamsAccount> = {
     threads: true,
     media: true,
   },
+  agentPrompt: {
+    messageToolHints: () => [
+      "- Adaptive Cards supported. Use `action=send` with `card={type,version,body}` to send rich cards.",
+      "- MSTeams targeting: omit `target` to reply to the current conversation (auto-inferred). Explicit targets: `user:ID` or `user:Display Name` (requires Graph API) for DMs, `conversation:19:...@thread.tacv2` for groups/channels. Prefer IDs over display names for speed.",
+    ],
+  },
+  threading: {
+    buildToolContext: ({ context, hasRepliedRef }) => ({
+      currentChannelId: context.To?.trim() || undefined,
+      currentThreadTs: context.ReplyToId,
+      hasRepliedRef,
+    }),
+  },
   reload: { configPrefixes: ["channels.msteams"] },
   configSchema: buildChannelConfigSchema(MSTeamsConfigSchema),
   config: {
@@ -137,7 +150,12 @@ export const msteamsPlugin: ChannelPlugin<ResolvedMSTeamsAccount> = {
       looksLikeId: (raw) => {
         const trimmed = raw.trim();
         if (!trimmed) return false;
-        if (/^(conversation:|user:)/i.test(trimmed)) return true;
+        if (/^conversation:/i.test(trimmed)) return true;
+        if (/^user:/i.test(trimmed)) {
+          // Only treat as ID if the value after user: looks like a UUID
+          const id = trimmed.slice("user:".length).trim();
+          return /^[0-9a-fA-F-]{16,}$/.test(id);
+        }
         return trimmed.includes("@thread");
       },
       hint: "<conversationId|user:ID|conversation:ID>",
@@ -320,6 +338,50 @@ export const msteamsPlugin: ChannelPlugin<ResolvedMSTeamsAccount> = {
       if (!enabled) return [];
       return ["poll"] satisfies ChannelMessageActionName[];
     },
+    supportsCards: ({ cfg }) => {
+      return (
+        cfg.channels?.msteams?.enabled !== false &&
+        Boolean(resolveMSTeamsCredentials(cfg.channels?.msteams))
+      );
+    },
+    handleAction: async (ctx) => {
+      // Handle send action with card parameter
+      if (ctx.action === "send" && ctx.params.card) {
+        const card = ctx.params.card as Record<string, unknown>;
+        const to =
+          typeof ctx.params.to === "string"
+            ? ctx.params.to.trim()
+            : typeof ctx.params.target === "string"
+              ? ctx.params.target.trim()
+              : "";
+        if (!to) {
+          return {
+            isError: true,
+            content: [{ type: "text", text: "Card send requires a target (to)." }],
+          };
+        }
+        const result = await sendAdaptiveCardMSTeams({
+          cfg: ctx.cfg,
+          to,
+          card,
+        });
+        return {
+          content: [
+            {
+              type: "text",
+              text: JSON.stringify({
+                ok: true,
+                channel: "msteams",
+                messageId: result.messageId,
+                conversationId: result.conversationId,
+              }),
+            },
+          ],
+        };
+      }
+      // Return null to fall through to default handler
+      return null as never;
+    },
   },
   outbound: msteamsOutbound,
   status: {

extensions/msteams/src/file-consent-helpers.test.ts

@@ -0,0 +1,234 @@
+import { describe, expect, it, vi, beforeEach, afterEach } from "vitest";
+import { prepareFileConsentActivity, requiresFileConsent } from "./file-consent-helpers.js";
+import * as pendingUploads from "./pending-uploads.js";
+
+describe("requiresFileConsent", () => {
+  const thresholdBytes = 4 * 1024 * 1024; // 4MB
+
+  it("returns true for personal chat with non-image", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: "personal",
+        contentType: "application/pdf",
+        bufferSize: 1000,
+        thresholdBytes,
+      }),
+    ).toBe(true);
+  });
+
+  it("returns true for personal chat with large image", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: "personal",
+        contentType: "image/png",
+        bufferSize: 5 * 1024 * 1024, // 5MB
+        thresholdBytes,
+      }),
+    ).toBe(true);
+  });
+
+  it("returns false for personal chat with small image", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: "personal",
+        contentType: "image/png",
+        bufferSize: 1000,
+        thresholdBytes,
+      }),
+    ).toBe(false);
+  });
+
+  it("returns false for group chat with large non-image", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: "groupChat",
+        contentType: "application/pdf",
+        bufferSize: 5 * 1024 * 1024,
+        thresholdBytes,
+      }),
+    ).toBe(false);
+  });
+
+  it("returns false for channel with large non-image", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: "channel",
+        contentType: "application/pdf",
+        bufferSize: 5 * 1024 * 1024,
+        thresholdBytes,
+      }),
+    ).toBe(false);
+  });
+
+  it("handles case-insensitive conversation type", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: "Personal",
+        contentType: "application/pdf",
+        bufferSize: 1000,
+        thresholdBytes,
+      }),
+    ).toBe(true);
+
+    expect(
+      requiresFileConsent({
+        conversationType: "PERSONAL",
+        contentType: "application/pdf",
+        bufferSize: 1000,
+        thresholdBytes,
+      }),
+    ).toBe(true);
+  });
+
+  it("returns false when conversationType is undefined", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: undefined,
+        contentType: "application/pdf",
+        bufferSize: 1000,
+        thresholdBytes,
+      }),
+    ).toBe(false);
+  });
+
+  it("returns true for personal chat when contentType is undefined (non-image)", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: "personal",
+        contentType: undefined,
+        bufferSize: 1000,
+        thresholdBytes,
+      }),
+    ).toBe(true);
+  });
+
+  it("returns true for personal chat with file exactly at threshold", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: "personal",
+        contentType: "image/jpeg",
+        bufferSize: thresholdBytes, // exactly 4MB
+        thresholdBytes,
+      }),
+    ).toBe(true);
+  });
+
+  it("returns false for personal chat with file just below threshold", () => {
+    expect(
+      requiresFileConsent({
+        conversationType: "personal",
+        contentType: "image/jpeg",
+        bufferSize: thresholdBytes - 1, // 4MB - 1 byte
+        thresholdBytes,
+      }),
+    ).toBe(false);
+  });
+});
+
+describe("prepareFileConsentActivity", () => {
+  const mockUploadId = "test-upload-id-123";
+
+  beforeEach(() => {
+    vi.spyOn(pendingUploads, "storePendingUpload").mockReturnValue(mockUploadId);
+  });
+
+  afterEach(() => {
+    vi.restoreAllMocks();
+  });
+
+  it("creates activity with consent card attachment", () => {
+    const result = prepareFileConsentActivity({
+      media: {
+        buffer: Buffer.from("test content"),
+        filename: "test.pdf",
+        contentType: "application/pdf",
+      },
+      conversationId: "conv123",
+      description: "My file",
+    });
+
+    expect(result.uploadId).toBe(mockUploadId);
+    expect(result.activity.type).toBe("message");
+    expect(result.activity.attachments).toHaveLength(1);
+
+    const attachment = (result.activity.attachments as unknown[])[0] as Record<string, unknown>;
+    expect(attachment.contentType).toBe("application/vnd.microsoft.teams.card.file.consent");
+    expect(attachment.name).toBe("test.pdf");
+  });
+
+  it("stores pending upload with correct data", () => {
+    const buffer = Buffer.from("test content");
+    prepareFileConsentActivity({
+      media: {
+        buffer,
+        filename: "test.pdf",
+        contentType: "application/pdf",
+      },
+      conversationId: "conv123",
+      description: "My file",
+    });
+
+    expect(pendingUploads.storePendingUpload).toHaveBeenCalledWith({
+      buffer,
+      filename: "test.pdf",
+      contentType: "application/pdf",
+      conversationId: "conv123",
+    });
+  });
+
+  it("uses default description when not provided", () => {
+    const result = prepareFileConsentActivity({
+      media: {
+        buffer: Buffer.from("test"),
+        filename: "document.docx",
+        contentType: "application/vnd.openxmlformats-officedocument.wordprocessingml.document",
+      },
+      conversationId: "conv456",
+    });
+
+    const attachment = (result.activity.attachments as unknown[])[0] as Record<string, { description: string }>;
+    expect(attachment.content.description).toBe("File: document.docx");
+  });
+
+  it("uses provided description", () => {
+    const result = prepareFileConsentActivity({
+      media: {
+        buffer: Buffer.from("test"),
+        filename: "report.pdf",
+        contentType: "application/pdf",
+      },
+      conversationId: "conv789",
+      description: "Q4 Financial Report",
+    });
+
+    const attachment = (result.activity.attachments as unknown[])[0] as Record<string, { description: string }>;
+    expect(attachment.content.description).toBe("Q4 Financial Report");
+  });
+
+  it("includes uploadId in consent card context", () => {
+    const result = prepareFileConsentActivity({
+      media: {
+        buffer: Buffer.from("test"),
+        filename: "file.txt",
+        contentType: "text/plain",
+      },
+      conversationId: "conv000",
+    });
+
+    const attachment = (result.activity.attachments as unknown[])[0] as Record<string, { acceptContext: { uploadId: string } }>;
+    expect(attachment.content.acceptContext.uploadId).toBe(mockUploadId);
+  });
+
+  it("handles media without contentType", () => {
+    const result = prepareFileConsentActivity({
+      media: {
+        buffer: Buffer.from("binary data"),
+        filename: "unknown.bin",
+      },
+      conversationId: "conv111",
+    });
+
+    expect(result.uploadId).toBe(mockUploadId);
+    expect(result.activity.type).toBe("message");
+  });
+});

extensions/msteams/src/file-consent-helpers.ts

@@ -0,0 +1,73 @@
+/**
+ * Shared helpers for FileConsentCard flow in MSTeams.
+ *
+ * FileConsentCard is required for:
+ * - Personal (1:1) chats with large files (>=4MB)
+ * - Personal chats with non-image files (PDFs, documents, etc.)
+ *
+ * This module consolidates the logic used by both send.ts (proactive sends)
+ * and messenger.ts (reply path) to avoid duplication.
+ */
+
+import { buildFileConsentCard } from "./file-consent.js";
+import { storePendingUpload } from "./pending-uploads.js";
+
+export type FileConsentMedia = {
+  buffer: Buffer;
+  filename: string;
+  contentType?: string;
+};
+
+export type FileConsentActivityResult = {
+  activity: Record<string, unknown>;
+  uploadId: string;
+};
+
+/**
+ * Prepare a FileConsentCard activity for large files or non-images in personal chats.
+ * Returns the activity object and uploadId - caller is responsible for sending.
+ */
+export function prepareFileConsentActivity(params: {
+  media: FileConsentMedia;
+  conversationId: string;
+  description?: string;
+}): FileConsentActivityResult {
+  const { media, conversationId, description } = params;
+
+  const uploadId = storePendingUpload({
+    buffer: media.buffer,
+    filename: media.filename,
+    contentType: media.contentType,
+    conversationId,
+  });
+
+  const consentCard = buildFileConsentCard({
+    filename: media.filename,
+    description: description || `File: ${media.filename}`,
+    sizeInBytes: media.buffer.length,
+    context: { uploadId },
+  });
+
+  const activity: Record<string, unknown> = {
+    type: "message",
+    attachments: [consentCard],
+  };
+
+  return { activity, uploadId };
+}
+
+/**
+ * Check if a file requires FileConsentCard flow.
+ * True for: personal chat AND (large file OR non-image)
+ */
+export function requiresFileConsent(params: {
+  conversationType: string | undefined;
+  contentType: string | undefined;
+  bufferSize: number;
+  thresholdBytes: number;
+}): boolean {
+  const isPersonal = params.conversationType?.toLowerCase() === "personal";
+  const isImage = params.contentType?.startsWith("image/") ?? false;
+  const isLargeFile = params.bufferSize >= params.thresholdBytes;
+  return isPersonal && (isLargeFile || !isImage);
+}

extensions/msteams/src/file-consent.ts

@@ -0,0 +1,122 @@
+/**
+ * FileConsentCard utilities for MS Teams large file uploads (>4MB) in personal chats.
+ *
+ * Teams requires user consent before the bot can upload large files. This module provides
+ * utilities for:
+ * - Building FileConsentCard attachments (to request upload permission)
+ * - Building FileInfoCard attachments (to confirm upload completion)
+ * - Parsing fileConsent/invoke activities
+ */
+
+export interface FileConsentCardParams {
+  filename: string;
+  description?: string;
+  sizeInBytes: number;
+  /** Custom context data to include in the card (passed back in the invoke) */
+  context?: Record<string, unknown>;
+}
+
+export interface FileInfoCardParams {
+  filename: string;
+  contentUrl: string;
+  uniqueId: string;
+  fileType: string;
+}
+
+/**
+ * Build a FileConsentCard attachment for requesting upload permission.
+ * Use this for files >= 4MB in personal (1:1) chats.
+ */
+export function buildFileConsentCard(params: FileConsentCardParams) {
+  return {
+    contentType: "application/vnd.microsoft.teams.card.file.consent",
+    name: params.filename,
+    content: {
+      description: params.description ?? `File: ${params.filename}`,
+      sizeInBytes: params.sizeInBytes,
+      acceptContext: { filename: params.filename, ...params.context },
+      declineContext: { filename: params.filename, ...params.context },
+    },
+  };
+}
+
+/**
+ * Build a FileInfoCard attachment for confirming upload completion.
+ * Send this after successfully uploading the file to the consent URL.
+ */
+export function buildFileInfoCard(params: FileInfoCardParams) {
+  return {
+    contentType: "application/vnd.microsoft.teams.card.file.info",
+    contentUrl: params.contentUrl,
+    name: params.filename,
+    content: {
+      uniqueId: params.uniqueId,
+      fileType: params.fileType,
+    },
+  };
+}
+
+export interface FileConsentUploadInfo {
+  name: string;
+  uploadUrl: string;
+  contentUrl: string;
+  uniqueId: string;
+  fileType: string;
+}
+
+export interface FileConsentResponse {
+  action: "accept" | "decline";
+  uploadInfo?: FileConsentUploadInfo;
+  context?: Record<string, unknown>;
+}
+
+/**
+ * Parse a fileConsent/invoke activity.
+ * Returns null if the activity is not a file consent invoke.
+ */
+export function parseFileConsentInvoke(activity: {
+  name?: string;
+  value?: unknown;
+}): FileConsentResponse | null {
+  if (activity.name !== "fileConsent/invoke") return null;
+
+  const value = activity.value as {
+    type?: string;
+    action?: string;
+    uploadInfo?: FileConsentUploadInfo;
+    context?: Record<string, unknown>;
+  };
+
+  if (value?.type !== "fileUpload") return null;
+
+  return {
+    action: value.action === "accept" ? "accept" : "decline",
+    uploadInfo: value.uploadInfo,
+    context: value.context,
+  };
+}
+
+/**
+ * Upload a file to the consent URL provided by Teams.
+ * The URL is provided in the fileConsent/invoke response after user accepts.
+ */
+export async function uploadToConsentUrl(params: {
+  url: string;
+  buffer: Buffer;
+  contentType?: string;
+  fetchFn?: typeof fetch;
+}): Promise<void> {
+  const fetchFn = params.fetchFn ?? fetch;
+  const res = await fetchFn(params.url, {
+    method: "PUT",
+    headers: {
+      "Content-Type": params.contentType ?? "application/octet-stream",
+      "Content-Range": `bytes 0-${params.buffer.length - 1}/${params.buffer.length}`,
+    },
+    body: new Uint8Array(params.buffer),
+  });
+
+  if (!res.ok) {
+    throw new Error(`File upload to consent URL failed: ${res.status} ${res.statusText}`);
+  }
+}

extensions/msteams/src/graph-chat.ts

@@ -0,0 +1,52 @@
+/**
+ * Native Teams file card attachments for Bot Framework.
+ *
+ * The Bot Framework SDK supports `application/vnd.microsoft.teams.card.file.info`
+ * content type which produces native Teams file cards.
+ *
+ * @see https://learn.microsoft.com/en-us/microsoftteams/platform/bots/how-to/bots-filesv4
+ */
+
+import type { DriveItemProperties } from "./graph-upload.js";
+
+/**
+ * Build a native Teams file card attachment for Bot Framework.
+ *
+ * This uses the `application/vnd.microsoft.teams.card.file.info` content type
+ * which is supported by Bot Framework and produces native Teams file cards
+ * (the same display as when a user manually shares a file).
+ *
+ * @param file - DriveItem properties from getDriveItemProperties()
+ * @returns Attachment object for Bot Framework sendActivity()
+ */
+export function buildTeamsFileInfoCard(file: DriveItemProperties): {
+  contentType: string;
+  contentUrl: string;
+  name: string;
+  content: {
+    uniqueId: string;
+    fileType: string;
+  };
+} {
+  // Extract unique ID from eTag (remove quotes, braces, and version suffix)
+  // Example eTag formats: "{GUID},version" or "\"{GUID},version\""
+  const rawETag = file.eTag;
+  const uniqueId = rawETag
+    .replace(/^["']|["']$/g, "") // Remove outer quotes
+    .replace(/[{}]/g, "") // Remove curly braces
+    .split(",")[0] ?? rawETag; // Take the GUID part before comma
+
+  // Extract file extension from filename
+  const lastDot = file.name.lastIndexOf(".");
+  const fileType = lastDot >= 0 ? file.name.slice(lastDot + 1).toLowerCase() : "";
+
+  return {
+    contentType: "application/vnd.microsoft.teams.card.file.info",
+    contentUrl: file.webDavUrl,
+    name: file.name,
+    content: {
+      uniqueId,
+      fileType,
+    },
+  };
+}

extensions/msteams/src/graph-upload.ts

@@ -0,0 +1,445 @@
+/**
+ * OneDrive/SharePoint upload utilities for MS Teams file sending.
+ *
+ * For group chats and channels, files are uploaded to SharePoint and shared via a link.
+ * This module provides utilities for:
+ * - Uploading files to OneDrive (personal scope - now deprecated for bot use)
+ * - Uploading files to SharePoint (group/channel scope)
+ * - Creating sharing links (organization-wide or per-user)
+ * - Getting chat members for per-user sharing
+ */
+
+import type { MSTeamsAccessTokenProvider } from "./attachments/types.js";
+
+const GRAPH_ROOT = "https://graph.microsoft.com/v1.0";
+const GRAPH_BETA = "https://graph.microsoft.com/beta";
+const GRAPH_SCOPE = "https://graph.microsoft.com/.default";
+
+export interface OneDriveUploadResult {
+  id: string;
+  webUrl: string;
+  name: string;
+}
+
+/**
+ * Upload a file to the user's OneDrive root folder.
+ * For larger files, this uses the simple upload endpoint (up to 4MB).
+ * TODO: For files >4MB, implement resumable upload session.
+ */
+export async function uploadToOneDrive(params: {
+  buffer: Buffer;
+  filename: string;
+  contentType?: string;
+  tokenProvider: MSTeamsAccessTokenProvider;
+  fetchFn?: typeof fetch;
+}): Promise<OneDriveUploadResult> {
+  const fetchFn = params.fetchFn ?? fetch;
+  const token = await params.tokenProvider.getAccessToken(GRAPH_SCOPE);
+
+  // Use "ClawdbotShared" folder to organize bot-uploaded files
+  const uploadPath = `/ClawdbotShared/${encodeURIComponent(params.filename)}`;
+
+  const res = await fetchFn(`${GRAPH_ROOT}/me/drive/root:${uploadPath}:/content`, {
+    method: "PUT",
+    headers: {
+      Authorization: `Bearer ${token}`,
+      "Content-Type": params.contentType ?? "application/octet-stream",
+    },
+    body: new Uint8Array(params.buffer),
+  });
+
+  if (!res.ok) {
+    const body = await res.text().catch(() => "");
+    throw new Error(`OneDrive upload failed: ${res.status} ${res.statusText} - ${body}`);
+  }
+
+  const data = (await res.json()) as {
+    id?: string;
+    webUrl?: string;
+    name?: string;
+  };
+
+  if (!data.id || !data.webUrl || !data.name) {
+    throw new Error("OneDrive upload response missing required fields");
+  }
+
+  return {
+    id: data.id,
+    webUrl: data.webUrl,
+    name: data.name,
+  };
+}
+
+export interface OneDriveSharingLink {
+  webUrl: string;
+}
+
+/**
+ * Create a sharing link for a OneDrive file.
+ * The link allows organization members to view the file.
+ */
+export async function createSharingLink(params: {
+  itemId: string;
+  tokenProvider: MSTeamsAccessTokenProvider;
+  /** Sharing scope: "organization" (default) or "anonymous" */
+  scope?: "organization" | "anonymous";
+  fetchFn?: typeof fetch;
+}): Promise<OneDriveSharingLink> {
+  const fetchFn = params.fetchFn ?? fetch;
+  const token = await params.tokenProvider.getAccessToken(GRAPH_SCOPE);
+
+  const res = await fetchFn(`${GRAPH_ROOT}/me/drive/items/${params.itemId}/createLink`, {
+    method: "POST",
+    headers: {
+      Authorization: `Bearer ${token}`,
+      "Content-Type": "application/json",
+    },
+    body: JSON.stringify({
+      type: "view",
+      scope: params.scope ?? "organization",
+    }),
+  });
+
+  if (!res.ok) {
+    const body = await res.text().catch(() => "");
+    throw new Error(`Create sharing link failed: ${res.status} ${res.statusText} - ${body}`);
+  }
+
+  const data = (await res.json()) as {
+    link?: { webUrl?: string };
+  };
+
+  if (!data.link?.webUrl) {
+    throw new Error("Create sharing link response missing webUrl");
+  }
+
+  return {
+    webUrl: data.link.webUrl,
+  };
+}
+
+/**
+ * Upload a file to OneDrive and create a sharing link.
+ * Convenience function for the common case.
+ */
+export async function uploadAndShareOneDrive(params: {
+  buffer: Buffer;
+  filename: string;
+  contentType?: string;
+  tokenProvider: MSTeamsAccessTokenProvider;
+  scope?: "organization" | "anonymous";
+  fetchFn?: typeof fetch;
+}): Promise<{
+  itemId: string;
+  webUrl: string;
+  shareUrl: string;
+  name: string;
+}> {
+  const uploaded = await uploadToOneDrive({
+    buffer: params.buffer,
+    filename: params.filename,
+    contentType: params.contentType,
+    tokenProvider: params.tokenProvider,
+    fetchFn: params.fetchFn,
+  });
+
+  const shareLink = await createSharingLink({
+    itemId: uploaded.id,
+    tokenProvider: params.tokenProvider,
+    scope: params.scope,
+    fetchFn: params.fetchFn,
+  });
+
+  return {
+    itemId: uploaded.id,
+    webUrl: uploaded.webUrl,
+    shareUrl: shareLink.webUrl,
+    name: uploaded.name,
+  };
+}
+
+// ============================================================================
+// SharePoint upload functions for group chats and channels
+// ============================================================================
+
+/**
+ * Upload a file to a SharePoint site.
+ * This is used for group chats and channels where /me/drive doesn't work for bots.
+ *
+ * @param params.siteId - SharePoint site ID (e.g., "contoso.sharepoint.com,guid1,guid2")
+ */
+export async function uploadToSharePoint(params: {
+  buffer: Buffer;
+  filename: string;
+  contentType?: string;
+  tokenProvider: MSTeamsAccessTokenProvider;
+  siteId: string;
+  fetchFn?: typeof fetch;
+}): Promise<OneDriveUploadResult> {
+  const fetchFn = params.fetchFn ?? fetch;
+  const token = await params.tokenProvider.getAccessToken(GRAPH_SCOPE);
+
+  // Use "ClawdbotShared" folder to organize bot-uploaded files
+  const uploadPath = `/ClawdbotShared/${encodeURIComponent(params.filename)}`;
+
+  const res = await fetchFn(`${GRAPH_ROOT}/sites/${params.siteId}/drive/root:${uploadPath}:/content`, {
+    method: "PUT",
+    headers: {
+      Authorization: `Bearer ${token}`,
+      "Content-Type": params.contentType ?? "application/octet-stream",
+    },
+    body: new Uint8Array(params.buffer),
+  });
+
+  if (!res.ok) {
+    const body = await res.text().catch(() => "");
+    throw new Error(`SharePoint upload failed: ${res.status} ${res.statusText} - ${body}`);
+  }
+
+  const data = (await res.json()) as {
+    id?: string;
+    webUrl?: string;
+    name?: string;
+  };
+
+  if (!data.id || !data.webUrl || !data.name) {
+    throw new Error("SharePoint upload response missing required fields");
+  }
+
+  return {
+    id: data.id,
+    webUrl: data.webUrl,
+    name: data.name,
+  };
+}
+
+export interface ChatMember {
+  aadObjectId: string;
+  displayName?: string;
+}
+
+/**
+ * Properties needed for native Teams file card attachments.
+ * The eTag is used as the attachment ID and webDavUrl as the contentUrl.
+ */
+export interface DriveItemProperties {
+  /** The eTag of the driveItem (used as attachment ID) */
+  eTag: string;
+  /** The WebDAV URL of the driveItem (used as contentUrl for reference attachment) */
+  webDavUrl: string;
+  /** The filename */
+  name: string;
+}
+
+/**
+ * Get driveItem properties needed for native Teams file card attachments.
+ * This fetches the eTag and webDavUrl which are required for "reference" type attachments.
+ *
+ * @param params.siteId - SharePoint site ID
+ * @param params.itemId - The driveItem ID (returned from upload)
+ */
+export async function getDriveItemProperties(params: {
+  siteId: string;
+  itemId: string;
+  tokenProvider: MSTeamsAccessTokenProvider;
+  fetchFn?: typeof fetch;
+}): Promise<DriveItemProperties> {
+  const fetchFn = params.fetchFn ?? fetch;
+  const token = await params.tokenProvider.getAccessToken(GRAPH_SCOPE);
+
+  const res = await fetchFn(
+    `${GRAPH_ROOT}/sites/${params.siteId}/drive/items/${params.itemId}?$select=eTag,webDavUrl,name`,
+    { headers: { Authorization: `Bearer ${token}` } },
+  );
+
+  if (!res.ok) {
+    const body = await res.text().catch(() => "");
+    throw new Error(`Get driveItem properties failed: ${res.status} ${res.statusText} - ${body}`);
+  }
+
+  const data = (await res.json()) as {
+    eTag?: string;
+    webDavUrl?: string;
+    name?: string;
+  };
+
+  if (!data.eTag || !data.webDavUrl || !data.name) {
+    throw new Error("DriveItem response missing required properties (eTag, webDavUrl, or name)");
+  }
+
+  return {
+    eTag: data.eTag,
+    webDavUrl: data.webDavUrl,
+    name: data.name,
+  };
+}
+
+/**
+ * Get members of a Teams chat for per-user sharing.
+ * Used to create sharing links scoped to only the chat participants.
+ */
+export async function getChatMembers(params: {
+  chatId: string;
+  tokenProvider: MSTeamsAccessTokenProvider;
+  fetchFn?: typeof fetch;
+}): Promise<ChatMember[]> {
+  const fetchFn = params.fetchFn ?? fetch;
+  const token = await params.tokenProvider.getAccessToken(GRAPH_SCOPE);
+
+  const res = await fetchFn(`${GRAPH_ROOT}/chats/${params.chatId}/members`, {
+    headers: { Authorization: `Bearer ${token}` },
+  });
+
+  if (!res.ok) {
+    const body = await res.text().catch(() => "");
+    throw new Error(`Get chat members failed: ${res.status} ${res.statusText} - ${body}`);
+  }
+
+  const data = (await res.json()) as {
+    value?: Array<{
+      userId?: string;
+      displayName?: string;
+    }>;
+  };
+
+  return (data.value ?? [])
+    .map((m) => ({
+      aadObjectId: m.userId ?? "",
+      displayName: m.displayName,
+    }))
+    .filter((m) => m.aadObjectId);
+}
+
+/**
+ * Create a sharing link for a SharePoint drive item.
+ * For organization scope (default), uses v1.0 API.
+ * For per-user scope, uses beta API with recipients.
+ */
+export async function createSharePointSharingLink(params: {
+  siteId: string;
+  itemId: string;
+  tokenProvider: MSTeamsAccessTokenProvider;
+  /** Sharing scope: "organization" (default) or "users" (per-user with recipients) */
+  scope?: "organization" | "users";
+  /** Required when scope is "users": AAD object IDs of recipients */
+  recipientObjectIds?: string[];
+  fetchFn?: typeof fetch;
+}): Promise<OneDriveSharingLink> {
+  const fetchFn = params.fetchFn ?? fetch;
+  const token = await params.tokenProvider.getAccessToken(GRAPH_SCOPE);
+  const scope = params.scope ?? "organization";
+
+  // Per-user sharing requires beta API
+  const apiRoot = scope === "users" ? GRAPH_BETA : GRAPH_ROOT;
+
+  const body: Record<string, unknown> = {
+    type: "view",
+    scope: scope === "users" ? "users" : "organization",
+  };
+
+  // Add recipients for per-user sharing
+  if (scope === "users" && params.recipientObjectIds?.length) {
+    body.recipients = params.recipientObjectIds.map((id) => ({ objectId: id }));
+  }
+
+  const res = await fetchFn(`${apiRoot}/sites/${params.siteId}/drive/items/${params.itemId}/createLink`, {
+    method: "POST",
+    headers: {
+      Authorization: `Bearer ${token}`,
+      "Content-Type": "application/json",
+    },
+    body: JSON.stringify(body),
+  });
+
+  if (!res.ok) {
+    const respBody = await res.text().catch(() => "");
+    throw new Error(`Create SharePoint sharing link failed: ${res.status} ${res.statusText} - ${respBody}`);
+  }
+
+  const data = (await res.json()) as {
+    link?: { webUrl?: string };
+  };
+
+  if (!data.link?.webUrl) {
+    throw new Error("Create SharePoint sharing link response missing webUrl");
+  }
+
+  return {
+    webUrl: data.link.webUrl,
+  };
+}
+
+/**
+ * Upload a file to SharePoint and create a sharing link.
+ *
+ * For group chats, this creates a per-user sharing link scoped to chat members.
+ * For channels, this creates an organization-wide sharing link.
+ *
+ * @param params.siteId - SharePoint site ID
+ * @param params.chatId - Optional chat ID for per-user sharing (group chats)
+ * @param params.usePerUserSharing - Whether to use per-user sharing (requires beta API + Chat.Read.All)
+ */
+export async function uploadAndShareSharePoint(params: {
+  buffer: Buffer;
+  filename: string;
+  contentType?: string;
+  tokenProvider: MSTeamsAccessTokenProvider;
+  siteId: string;
+  chatId?: string;
+  usePerUserSharing?: boolean;
+  fetchFn?: typeof fetch;
+}): Promise<{
+  itemId: string;
+  webUrl: string;
+  shareUrl: string;
+  name: string;
+}> {
+  // 1. Upload file to SharePoint
+  const uploaded = await uploadToSharePoint({
+    buffer: params.buffer,
+    filename: params.filename,
+    contentType: params.contentType,
+    tokenProvider: params.tokenProvider,
+    siteId: params.siteId,
+    fetchFn: params.fetchFn,
+  });
+
+  // 2. Determine sharing scope
+  let scope: "organization" | "users" = "organization";
+  let recipientObjectIds: string[] | undefined;
+
+  if (params.usePerUserSharing && params.chatId) {
+    try {
+      const members = await getChatMembers({
+        chatId: params.chatId,
+        tokenProvider: params.tokenProvider,
+        fetchFn: params.fetchFn,
+      });
+
+      if (members.length > 0) {
+        scope = "users";
+        recipientObjectIds = members.map((m) => m.aadObjectId);
+      }
+    } catch {
+      // Fall back to organization scope if we can't get chat members
+      // (e.g., missing Chat.Read.All permission)
+    }
+  }
+
+  // 3. Create sharing link
+  const shareLink = await createSharePointSharingLink({
+    siteId: params.siteId,
+    itemId: uploaded.id,
+    tokenProvider: params.tokenProvider,
+    scope,
+    recipientObjectIds,
+    fetchFn: params.fetchFn,
+  });
+
+  return {
+    itemId: uploaded.id,
+    webUrl: uploaded.webUrl,
+    shareUrl: shareLink.webUrl,
+    name: uploaded.name,
+  };
+}

extensions/msteams/src/media-helpers.test.ts

@@ -0,0 +1,186 @@
+import { describe, expect, it } from "vitest";
+
+import { extractFilename, extractMessageId, getMimeType, isLocalPath } from "./media-helpers.js";
+
+describe("msteams media-helpers", () => {
+  describe("getMimeType", () => {
+    it("detects png from URL", async () => {
+      expect(await getMimeType("https://example.com/image.png")).toBe("image/png");
+    });
+
+    it("detects jpeg from URL (both extensions)", async () => {
+      expect(await getMimeType("https://example.com/photo.jpg")).toBe("image/jpeg");
+      expect(await getMimeType("https://example.com/photo.jpeg")).toBe("image/jpeg");
+    });
+
+    it("detects gif from URL", async () => {
+      expect(await getMimeType("https://example.com/anim.gif")).toBe("image/gif");
+    });
+
+    it("detects webp from URL", async () => {
+      expect(await getMimeType("https://example.com/modern.webp")).toBe("image/webp");
+    });
+
+    it("handles URLs with query strings", async () => {
+      expect(await getMimeType("https://example.com/image.png?v=123")).toBe("image/png");
+    });
+
+    it("handles data URLs", async () => {
+      expect(await getMimeType("data:image/png;base64,iVBORw0KGgo=")).toBe("image/png");
+      expect(await getMimeType("data:image/jpeg;base64,/9j/4AAQ")).toBe("image/jpeg");
+      expect(await getMimeType("data:image/gif;base64,R0lGOD")).toBe("image/gif");
+    });
+
+    it("handles data URLs without base64", async () => {
+      expect(await getMimeType("data:image/svg+xml,%3Csvg")).toBe("image/svg+xml");
+    });
+
+    it("handles local paths", async () => {
+      expect(await getMimeType("/tmp/image.png")).toBe("image/png");
+      expect(await getMimeType("/Users/test/photo.jpg")).toBe("image/jpeg");
+    });
+
+    it("handles tilde paths", async () => {
+      expect(await getMimeType("~/Downloads/image.gif")).toBe("image/gif");
+    });
+
+    it("defaults to application/octet-stream for unknown extensions", async () => {
+      expect(await getMimeType("https://example.com/image")).toBe("application/octet-stream");
+      expect(await getMimeType("https://example.com/image.unknown")).toBe("application/octet-stream");
+    });
+
+    it("is case-insensitive", async () => {
+      expect(await getMimeType("https://example.com/IMAGE.PNG")).toBe("image/png");
+      expect(await getMimeType("https://example.com/Photo.JPEG")).toBe("image/jpeg");
+    });
+
+    it("detects document types", async () => {
+      expect(await getMimeType("https://example.com/doc.pdf")).toBe("application/pdf");
+      expect(await getMimeType("https://example.com/doc.docx")).toBe(
+        "application/vnd.openxmlformats-officedocument.wordprocessingml.document",
+      );
+      expect(await getMimeType("https://example.com/spreadsheet.xlsx")).toBe(
+        "application/vnd.openxmlformats-officedocument.spreadsheetml.sheet",
+      );
+    });
+  });
+
+  describe("extractFilename", () => {
+    it("extracts filename from URL with extension", async () => {
+      expect(await extractFilename("https://example.com/photo.jpg")).toBe("photo.jpg");
+    });
+
+    it("extracts filename from URL with path", async () => {
+      expect(await extractFilename("https://example.com/images/2024/photo.png")).toBe("photo.png");
+    });
+
+    it("handles URLs without extension by deriving from MIME", async () => {
+      // Now defaults to application/octet-stream → .bin fallback
+      expect(await extractFilename("https://example.com/images/photo")).toBe("photo.bin");
+    });
+
+    it("handles data URLs", async () => {
+      expect(await extractFilename("data:image/png;base64,iVBORw0KGgo=")).toBe("image.png");
+      expect(await extractFilename("data:image/jpeg;base64,/9j/4AAQ")).toBe("image.jpg");
+    });
+
+    it("handles document data URLs", async () => {
+      expect(await extractFilename("data:application/pdf;base64,JVBERi0")).toBe("file.pdf");
+    });
+
+    it("handles local paths", async () => {
+      expect(await extractFilename("/tmp/screenshot.png")).toBe("screenshot.png");
+      expect(await extractFilename("/Users/test/photo.jpg")).toBe("photo.jpg");
+    });
+
+    it("handles tilde paths", async () => {
+      expect(await extractFilename("~/Downloads/image.gif")).toBe("image.gif");
+    });
+
+    it("returns fallback for empty URL", async () => {
+      expect(await extractFilename("")).toBe("file.bin");
+    });
+
+    it("extracts original filename from embedded pattern", async () => {
+      // Pattern: {original}---{uuid}.{ext}
+      expect(
+        await extractFilename("/media/inbound/report---a1b2c3d4-e5f6-7890-abcd-ef1234567890.pdf"),
+      ).toBe("report.pdf");
+    });
+
+    it("extracts original filename with uppercase UUID", async () => {
+      expect(
+        await extractFilename("/media/inbound/Document---A1B2C3D4-E5F6-7890-ABCD-EF1234567890.docx"),
+      ).toBe("Document.docx");
+    });
+
+    it("falls back to UUID filename for legacy paths", async () => {
+      // UUID-only filename (legacy format, no embedded name)
+      expect(
+        await extractFilename("/media/inbound/a1b2c3d4-e5f6-7890-abcd-ef1234567890.pdf"),
+      ).toBe("a1b2c3d4-e5f6-7890-abcd-ef1234567890.pdf");
+    });
+
+    it("handles --- in filename without valid UUID pattern", async () => {
+      // foo---bar.txt (bar is not a valid UUID)
+      expect(await extractFilename("/media/inbound/foo---bar.txt")).toBe("foo---bar.txt");
+    });
+  });
+
+  describe("isLocalPath", () => {
+    it("returns true for file:// URLs", () => {
+      expect(isLocalPath("file:///tmp/image.png")).toBe(true);
+      expect(isLocalPath("file://localhost/tmp/image.png")).toBe(true);
+    });
+
+    it("returns true for absolute paths", () => {
+      expect(isLocalPath("/tmp/image.png")).toBe(true);
+      expect(isLocalPath("/Users/test/photo.jpg")).toBe(true);
+    });
+
+    it("returns true for tilde paths", () => {
+      expect(isLocalPath("~/Downloads/image.png")).toBe(true);
+    });
+
+    it("returns false for http URLs", () => {
+      expect(isLocalPath("http://example.com/image.png")).toBe(false);
+      expect(isLocalPath("https://example.com/image.png")).toBe(false);
+    });
+
+    it("returns false for data URLs", () => {
+      expect(isLocalPath("data:image/png;base64,iVBORw0KGgo=")).toBe(false);
+    });
+  });
+
+  describe("extractMessageId", () => {
+    it("extracts id from valid response", () => {
+      expect(extractMessageId({ id: "msg123" })).toBe("msg123");
+    });
+
+    it("returns null for missing id", () => {
+      expect(extractMessageId({ foo: "bar" })).toBeNull();
+    });
+
+    it("returns null for empty id", () => {
+      expect(extractMessageId({ id: "" })).toBeNull();
+    });
+
+    it("returns null for non-string id", () => {
+      expect(extractMessageId({ id: 123 })).toBeNull();
+      expect(extractMessageId({ id: null })).toBeNull();
+    });
+
+    it("returns null for null response", () => {
+      expect(extractMessageId(null)).toBeNull();
+    });
+
+    it("returns null for undefined response", () => {
+      expect(extractMessageId(undefined)).toBeNull();
+    });
+
+    it("returns null for non-object response", () => {
+      expect(extractMessageId("string")).toBeNull();
+      expect(extractMessageId(123)).toBeNull();
+    });
+  });
+});

extensions/msteams/src/media-helpers.ts

@@ -0,0 +1,77 @@
+/**
+ * MIME type detection and filename extraction for MSTeams media attachments.
+ */
+
+import path from "node:path";
+
+import {
+  detectMime,
+  extensionForMime,
+  extractOriginalFilename,
+  getFileExtension,
+} from "clawdbot/plugin-sdk";
+
+/**
+ * Detect MIME type from URL extension or data URL.
+ * Uses shared MIME detection for consistency with core handling.
+ */
+export async function getMimeType(url: string): Promise<string> {
+  // Handle data URLs: data:image/png;base64,...
+  if (url.startsWith("data:")) {
+    const match = url.match(/^data:([^;,]+)/);
+    if (match?.[1]) return match[1];
+  }
+
+  // Use shared MIME detection (extension-based for URLs)
+  const detected = await detectMime({ filePath: url });
+  return detected ?? "application/octet-stream";
+}
+
+/**
+ * Extract filename from URL or local path.
+ * For local paths, extracts original filename if stored with embedded name pattern.
+ * Falls back to deriving the extension from MIME type when no extension present.
+ */
+export async function extractFilename(url: string): Promise<string> {
+  // Handle data URLs: derive extension from MIME
+  if (url.startsWith("data:")) {
+    const mime = await getMimeType(url);
+    const ext = extensionForMime(mime) ?? ".bin";
+    const prefix = mime.startsWith("image/") ? "image" : "file";
+    return `${prefix}${ext}`;
+  }
+
+  // Try to extract from URL pathname
+  try {
+    const pathname = new URL(url).pathname;
+    const basename = path.basename(pathname);
+    const existingExt = getFileExtension(pathname);
+    if (basename && existingExt) return basename;
+    // No extension in URL, derive from MIME
+    const mime = await getMimeType(url);
+    const ext = extensionForMime(mime) ?? ".bin";
+    const prefix = mime.startsWith("image/") ? "image" : "file";
+    return basename ? `${basename}${ext}` : `${prefix}${ext}`;
+  } catch {
+    // Local paths - use extractOriginalFilename to extract embedded original name
+    return extractOriginalFilename(url);
+  }
+}
+
+/**
+ * Check if a URL refers to a local file path.
+ */
+export function isLocalPath(url: string): boolean {
+  return url.startsWith("file://") || url.startsWith("/") || url.startsWith("~");
+}
+
+/**
+ * Extract the message ID from a Bot Framework response.
+ */
+export function extractMessageId(response: unknown): string | null {
+  if (!response || typeof response !== "object") return null;
+  if (!("id" in response)) return null;
+  const { id } = response as { id?: unknown };
+  if (typeof id !== "string" || !id) return null;
+  return id;
+}

extensions/msteams/src/messenger.test.ts

@@ -51,7 +51,7 @@ describe("msteams messenger", () => {
         [{ text: "hi", mediaUrl: "https://example.com/a.png" }],
         { textChunkLimit: 4000 },
       );
-      expect(messages).toEqual(["hi", "https://example.com/a.png"]);
+      expect(messages).toEqual([{ text: "hi" }, { mediaUrl: "https://example.com/a.png" }]);
     });
 
     it("supports inline media mode", () => {
@@ -59,7 +59,7 @@ describe("msteams messenger", () => {
         [{ text: "hi", mediaUrl: "https://example.com/a.png" }],
         { textChunkLimit: 4000, mediaMode: "inline" },
       );
-      expect(messages).toEqual(["hi\n\nhttps://example.com/a.png"]);
+      expect(messages).toEqual([{ text: "hi", mediaUrl: "https://example.com/a.png" }]);
     });
 
     it("chunks long text when enabled", () => {
@@ -101,7 +101,7 @@ describe("msteams messenger", () => {
         appId: "app123",
         conversationRef: baseRef,
         context: ctx,
-        messages: ["one", "two"],
+        messages: [{ text: "one" }, { text: "two" }],
       });
 
       expect(sent).toEqual(["one", "two"]);
@@ -129,7 +129,7 @@ describe("msteams messenger", () => {
         adapter,
         appId: "app123",
         conversationRef: baseRef,
-        messages: ["hello"],
+        messages: [{ text: "hello" }],
       });
 
       expect(seen.texts).toEqual(["hello"]);
@@ -168,7 +168,7 @@ describe("msteams messenger", () => {
         appId: "app123",
         conversationRef: baseRef,
         context: ctx,
-        messages: ["one"],
+        messages: [{ text: "one" }],
         retry: { maxAttempts: 2, baseDelayMs: 0, maxDelayMs: 0 },
         onRetry: (e) => retryEvents.push({ nextAttempt: e.nextAttempt, delayMs: e.delayMs }),
       });
@@ -196,7 +196,7 @@ describe("msteams messenger", () => {
           appId: "app123",
           conversationRef: baseRef,
           context: ctx,
-          messages: ["one"],
+          messages: [{ text: "one" }],
           retry: { maxAttempts: 3, baseDelayMs: 0, maxDelayMs: 0 },
         }),
       ).rejects.toMatchObject({ statusCode: 400 });
@@ -227,7 +227,7 @@ describe("msteams messenger", () => {
         adapter,
         appId: "app123",
         conversationRef: baseRef,
-        messages: ["hello"],
+        messages: [{ text: "hello" }],
         retry: { maxAttempts: 2, baseDelayMs: 0, maxDelayMs: 0 },
       });
 

extensions/msteams/src/messenger.ts

@@ -1,13 +1,35 @@
 import {
   isSilentReplyText,
+  loadWebMedia,
   type MSTeamsReplyStyle,
   type ReplyPayload,
   SILENT_REPLY_TOKEN,
 } from "clawdbot/plugin-sdk";
+import type { MSTeamsAccessTokenProvider } from "./attachments/types.js";
 import type { StoredConversationReference } from "./conversation-store.js";
 import { classifyMSTeamsSendError } from "./errors.js";
+import { prepareFileConsentActivity, requiresFileConsent } from "./file-consent-helpers.js";
+import { buildTeamsFileInfoCard } from "./graph-chat.js";
+import {
+  getDriveItemProperties,
+  uploadAndShareOneDrive,
+  uploadAndShareSharePoint,
+} from "./graph-upload.js";
+import { extractFilename, extractMessageId, getMimeType, isLocalPath } from "./media-helpers.js";
 import { getMSTeamsRuntime } from "./runtime.js";
 
+/**
+ * MSTeams-specific media size limit (100MB).
+ * Higher than the default because OneDrive upload handles large files well.
+ */
+const MSTEAMS_MAX_MEDIA_BYTES = 100 * 1024 * 1024;
+
+/**
+ * Threshold for large files that require FileConsentCard flow in personal chats.
+ * Files >= 4MB use consent flow; smaller images can use inline base64.
+ */
+const FILE_CONSENT_THRESHOLD_BYTES = 4 * 1024 * 1024;
+
 type SendContext = {
   sendActivity: (textOrActivity: string | object) => Promise<unknown>;
 };
@@ -41,6 +63,15 @@ export type MSTeamsReplyRenderOptions = {
   mediaMode?: "split" | "inline";
 };
 
+/**
+ * A rendered message that preserves media vs text distinction.
+ * When mediaUrl is present, it will be sent as a Bot Framework attachment.
+ */
+export type MSTeamsRenderedMessage = {
+  text?: string;
+  mediaUrl?: string;
+};
+
 export type MSTeamsSendRetryOptions = {
   maxAttempts?: number;
   baseDelayMs?: number;
@@ -90,16 +121,8 @@ export function buildConversationReference(
   };
 }
 
-function extractMessageId(response: unknown): string | null {
-  if (!response || typeof response !== "object") return null;
-  if (!("id" in response)) return null;
-  const { id } = response as { id?: unknown };
-  if (typeof id !== "string" || !id) return null;
-  return id;
-}
-
 function pushTextMessages(
-  out: string[],
+  out: MSTeamsRenderedMessage[],
   text: string,
   opts: {
     chunkText: boolean;
@@ -111,16 +134,17 @@ function pushTextMessages(
     for (const chunk of getMSTeamsRuntime().channel.text.chunkMarkdownText(text, opts.chunkLimit)) {
       const trimmed = chunk.trim();
       if (!trimmed || isSilentReplyText(trimmed, SILENT_REPLY_TOKEN)) continue;
-      out.push(trimmed);
+      out.push({ text: trimmed });
     }
     return;
   }
 
   const trimmed = text.trim();
   if (!trimmed || isSilentReplyText(trimmed, SILENT_REPLY_TOKEN)) return;
-  out.push(trimmed);
+  out.push({ text: trimmed });
 }
 
+
 function clampMs(value: number, maxMs: number): number {
   if (!Number.isFinite(value) || value < 0) return 0;
   return Math.min(value, maxMs);
@@ -167,8 +191,8 @@ function shouldRetry(classification: ReturnType<typeof classifyMSTeamsSendError>
 export function renderReplyPayloadsToMessages(
   replies: ReplyPayload[],
   options: MSTeamsReplyRenderOptions,
-): string[] {
-  const out: string[] = [];
+): MSTeamsRenderedMessage[] {
+  const out: MSTeamsRenderedMessage[] = [];
   const chunkLimit = Math.min(options.textChunkLimit, 4000);
   const chunkText = options.chunkText !== false;
   const mediaMode = options.mediaMode ?? "split";
@@ -185,8 +209,17 @@ export function renderReplyPayloadsToMessages(
     }
 
     if (mediaMode === "inline") {
-      const combined = text ? `${text}\n\n${mediaList.join("\n")}` : mediaList.join("\n");
-      pushTextMessages(out, combined, { chunkText, chunkLimit });
+      // For inline mode, combine text with first media as attachment
+      const firstMedia = mediaList[0];
+      if (firstMedia) {
+        out.push({ text: text || undefined, mediaUrl: firstMedia });
+        // Additional media URLs as separate messages
+        for (let i = 1; i < mediaList.length; i++) {
+          if (mediaList[i]) out.push({ mediaUrl: mediaList[i] });
+        }
+      } else {
+        pushTextMessages(out, text, { chunkText, chunkLimit });
+      }
       continue;
     }
 
@@ -194,26 +227,142 @@ export function renderReplyPayloadsToMessages(
     pushTextMessages(out, text, { chunkText, chunkLimit });
     for (const mediaUrl of mediaList) {
       if (!mediaUrl) continue;
-      out.push(mediaUrl);
+      out.push({ mediaUrl });
     }
   }
 
   return out;
 }
 
+async function buildActivity(
+  msg: MSTeamsRenderedMessage,
+  conversationRef: StoredConversationReference,
+  tokenProvider?: MSTeamsAccessTokenProvider,
+  sharePointSiteId?: string,
+  mediaMaxBytes?: number,
+): Promise<Record<string, unknown>> {
+  const activity: Record<string, unknown> = { type: "message" };
+
+  if (msg.text) {
+    activity.text = msg.text;
+  }
+
+  if (msg.mediaUrl) {
+    let contentUrl = msg.mediaUrl;
+    let contentType = await getMimeType(msg.mediaUrl);
+    let fileName = await extractFilename(msg.mediaUrl);
+
+    if (isLocalPath(msg.mediaUrl)) {
+      const maxBytes = mediaMaxBytes ?? MSTEAMS_MAX_MEDIA_BYTES;
+      const media = await loadWebMedia(msg.mediaUrl, maxBytes);
+      contentType = media.contentType ?? contentType;
+      fileName = media.fileName ?? fileName;
+
+      // Determine conversation type and file type
+      // Teams only accepts base64 data URLs for images
+      const conversationType = conversationRef.conversation?.conversationType?.toLowerCase();
+      const isPersonal = conversationType === "personal";
+      const isImage = contentType?.startsWith("image/") ?? false;
+
+      if (requiresFileConsent({
+        conversationType,
+        contentType,
+        bufferSize: media.buffer.length,
+        thresholdBytes: FILE_CONSENT_THRESHOLD_BYTES,
+      })) {
+        // Large file or non-image in personal chat: use FileConsentCard flow
+        const conversationId = conversationRef.conversation?.id ?? "unknown";
+        const { activity: consentActivity } = prepareFileConsentActivity({
+          media: { buffer: media.buffer, filename: fileName, contentType },
+          conversationId,
+          description: msg.text || undefined,
+        });
+
+        // Return the consent activity (caller sends it)
+        return consentActivity;
+      }
+
+      if (!isPersonal && !isImage && tokenProvider && sharePointSiteId) {
+        // Non-image in group chat/channel with SharePoint site configured:
+        // Upload to SharePoint and use native file card attachment
+        const chatId = conversationRef.conversation?.id;
+
+        // Upload to SharePoint
+        const uploaded = await uploadAndShareSharePoint({
+          buffer: media.buffer,
+          filename: fileName,
+          contentType,
+          tokenProvider,
+          siteId: sharePointSiteId,
+          chatId: chatId ?? undefined,
+          usePerUserSharing: conversationType === "groupchat",
+        });
+
+        // Get driveItem properties needed for native file card attachment
+        const driveItem = await getDriveItemProperties({
+          siteId: sharePointSiteId,
+          itemId: uploaded.itemId,
+          tokenProvider,
+        });
+
+        // Build native Teams file card attachment
+        const fileCardAttachment = buildTeamsFileInfoCard(driveItem);
+        activity.attachments = [fileCardAttachment];
+
+        return activity;
+      }
+
+      if (!isPersonal && !isImage && tokenProvider) {
+        // Fallback: no SharePoint site configured, try OneDrive upload
+        const uploaded = await uploadAndShareOneDrive({
+          buffer: media.buffer,
+          filename: fileName,
+          contentType,
+          tokenProvider,
+        });
+
+        // Bot Framework doesn't support "reference" attachment type for sending
+        const fileLink = `📎 [${uploaded.name}](${uploaded.shareUrl})`;
+        activity.text = msg.text ? `${msg.text}\n\n${fileLink}` : fileLink;
+        return activity;
+      }
+
+      // Image (any chat): use base64 (works for images in all conversation types)
+      const base64 = media.buffer.toString("base64");
+      contentUrl = `data:${media.contentType};base64,${base64}`;
+    }
+
+    activity.attachments = [
+      {
+        name: fileName,
+        contentType,
+        contentUrl,
+      },
+    ];
+  }
+
+  return activity;
+}
+
 export async function sendMSTeamsMessages(params: {
   replyStyle: MSTeamsReplyStyle;
   adapter: MSTeamsAdapter;
   appId: string;
   conversationRef: StoredConversationReference;
   context?: SendContext;
-  messages: string[];
+  messages: MSTeamsRenderedMessage[];
   retry?: false | MSTeamsSendRetryOptions;
   onRetry?: (event: MSTeamsSendRetryEvent) => void;
+  /** Token provider for OneDrive/SharePoint uploads in group chats/channels */
+  tokenProvider?: MSTeamsAccessTokenProvider;
+  /** SharePoint site ID for file uploads in group chats/channels */
+  sharePointSiteId?: string;
+  /** Max media size in bytes. Default: 100MB. */
+  mediaMaxBytes?: number;
 }): Promise<string[]> {
-  const messages = params.messages
-    .map((m) => (typeof m === "string" ? m : String(m)))
-    .filter((m) => m.trim().length > 0);
+  const messages = params.messages.filter(
+    (m) => (m.text && m.text.trim().length > 0) || m.mediaUrl,
+  );
   if (messages.length === 0) return [];
 
   const retryOptions = resolveRetryOptions(params.retry);
@@ -259,10 +408,9 @@ export async function sendMSTeamsMessages(params: {
     for (const [idx, message] of messages.entries()) {
       const response = await sendWithRetry(
         async () =>
-          await ctx.sendActivity({
-            type: "message",
-            text: message,
-          }),
+          await ctx.sendActivity(
+            await buildActivity(message, params.conversationRef, params.tokenProvider, params.sharePointSiteId, params.mediaMaxBytes),
+          ),
         { messageIndex: idx, messageCount: messages.length },
       );
       messageIds.push(extractMessageId(response) ?? "unknown");
@@ -281,10 +429,9 @@ export async function sendMSTeamsMessages(params: {
     for (const [idx, message] of messages.entries()) {
       const response = await sendWithRetry(
         async () =>
-          await ctx.sendActivity({
-            type: "message",
-            text: message,
-          }),
+          await ctx.sendActivity(
+            await buildActivity(message, params.conversationRef, params.tokenProvider, params.sharePointSiteId, params.mediaMaxBytes),
+          ),
         { messageIndex: idx, messageCount: messages.length },
       );
       messageIds.push(extractMessageId(response) ?? "unknown");

extensions/msteams/src/monitor-handler.ts

@@ -1,8 +1,14 @@
 import type { ClawdbotConfig, RuntimeEnv } from "clawdbot/plugin-sdk";
 import type { MSTeamsConversationStore } from "./conversation-store.js";
+import {
+  buildFileInfoCard,
+  parseFileConsentInvoke,
+  uploadToConsentUrl,
+} from "./file-consent.js";
 import type { MSTeamsAdapter } from "./messenger.js";
 import { createMSTeamsMessageHandler } from "./monitor-handler/message-handler.js";
 import type { MSTeamsMonitorLogger } from "./monitor-types.js";
+import { getPendingUpload, removePendingUpload } from "./pending-uploads.js";
 import type { MSTeamsPollStore } from "./polls.js";
 import type { MSTeamsTurnContext } from "./sdk-types.js";
 
@@ -17,6 +23,7 @@ export type MSTeamsActivityHandler = {
   onMembersAdded: (
     handler: (context: unknown, next: () => Promise<void>) => Promise<void>,
   ) => MSTeamsActivityHandler;
+  run?: (context: unknown) => Promise<void>;
 };
 
 export type MSTeamsMessageHandlerDeps = {
@@ -32,11 +39,109 @@ export type MSTeamsMessageHandlerDeps = {
   log: MSTeamsMonitorLogger;
 };
 
+/**
+ * Handle fileConsent/invoke activities for large file uploads.
+ */
+async function handleFileConsentInvoke(
+  context: MSTeamsTurnContext,
+  log: MSTeamsMonitorLogger,
+): Promise<boolean> {
+  const activity = context.activity;
+  if (activity.type !== "invoke" || activity.name !== "fileConsent/invoke") {
+    return false;
+  }
+
+  const consentResponse = parseFileConsentInvoke(activity);
+  if (!consentResponse) {
+    log.debug("invalid file consent invoke", { value: activity.value });
+    return false;
+  }
+
+  const uploadId =
+    typeof consentResponse.context?.uploadId === "string"
+      ? consentResponse.context.uploadId
+      : undefined;
+
+  if (consentResponse.action === "accept" && consentResponse.uploadInfo) {
+    const pendingFile = getPendingUpload(uploadId);
+    if (pendingFile) {
+      log.debug("user accepted file consent, uploading", {
+        uploadId,
+        filename: pendingFile.filename,
+        size: pendingFile.buffer.length,
+      });
+
+      try {
+        // Upload file to the provided URL
+        await uploadToConsentUrl({
+          url: consentResponse.uploadInfo.uploadUrl,
+          buffer: pendingFile.buffer,
+          contentType: pendingFile.contentType,
+        });
+
+        // Send confirmation card
+        const fileInfoCard = buildFileInfoCard({
+          filename: consentResponse.uploadInfo.name,
+          contentUrl: consentResponse.uploadInfo.contentUrl,
+          uniqueId: consentResponse.uploadInfo.uniqueId,
+          fileType: consentResponse.uploadInfo.fileType,
+        });
+
+        await context.sendActivity({
+          type: "message",
+          attachments: [fileInfoCard],
+        });
+
+        log.info("file upload complete", {
+          uploadId,
+          filename: consentResponse.uploadInfo.name,
+          uniqueId: consentResponse.uploadInfo.uniqueId,
+        });
+      } catch (err) {
+        log.debug("file upload failed", { uploadId, error: String(err) });
+        await context.sendActivity(`File upload failed: ${String(err)}`);
+      } finally {
+        removePendingUpload(uploadId);
+      }
+    } else {
+      log.debug("pending file not found for consent", { uploadId });
+      await context.sendActivity(
+        "The file upload request has expired. Please try sending the file again.",
+      );
+    }
+  } else {
+    // User declined
+    log.debug("user declined file consent", { uploadId });
+    removePendingUpload(uploadId);
+  }
+
+  return true;
+}
+
 export function registerMSTeamsHandlers<T extends MSTeamsActivityHandler>(
   handler: T,
   deps: MSTeamsMessageHandlerDeps,
 ): T {
   const handleTeamsMessage = createMSTeamsMessageHandler(deps);
+
+  // Wrap the original run method to intercept invokes
+  const originalRun = handler.run;
+  if (originalRun) {
+    handler.run = async (context: unknown) => {
+      const ctx = context as MSTeamsTurnContext;
+      // Handle file consent invokes before passing to normal flow
+      if (ctx.activity?.type === "invoke" && ctx.activity?.name === "fileConsent/invoke") {
+        const handled = await handleFileConsentInvoke(ctx, deps.log);
+        if (handled) {
+          // Send invoke response for file consent
+          await ctx.sendActivity({ type: "invokeResponse", value: { status: 200 } });
+          return;
+        }
+      }
+      return originalRun.call(handler, context);
+    };
+  }
+
   handler.onMessage(async (context, next) => {
     try {
       await handleTeamsMessage(context as MSTeamsTurnContext);

extensions/msteams/src/monitor-handler/inbound-media.ts

@@ -1,7 +1,7 @@
 import {
   buildMSTeamsGraphMessageUrls,
+  downloadMSTeamsAttachments,
   downloadMSTeamsGraphMedia,
-  downloadMSTeamsImageAttachments,
   type MSTeamsAccessTokenProvider,
   type MSTeamsAttachmentLike,
   type MSTeamsHtmlAttachmentSummary,
@@ -24,6 +24,8 @@ export async function resolveMSTeamsInboundMedia(params: {
   conversationMessageId?: string;
   activity: Pick<MSTeamsTurnContext["activity"], "id" | "replyToId" | "channelData">;
   log: MSTeamsLogger;
+  /** When true, embeds original filename in stored path for later extraction. */
+  preserveFilenames?: boolean;
 }): Promise<MSTeamsInboundMedia[]> {
   const {
     attachments,
@@ -36,13 +38,15 @@ export async function resolveMSTeamsInboundMedia(params: {
     conversationMessageId,
     activity,
     log,
+    preserveFilenames,
   } = params;
 
-  let mediaList = await downloadMSTeamsImageAttachments({
+  let mediaList = await downloadMSTeamsAttachments({
     attachments,
     maxBytes,
     tokenProvider,
     allowHosts,
+    preserveFilenames,
   });
 
   if (mediaList.length === 0) {
@@ -81,6 +85,7 @@ export async function resolveMSTeamsInboundMedia(params: {
             tokenProvider,
             maxBytes,
             allowHosts,
+            preserveFilenames,
           });
           attempts.push({
             url: messageUrl,
@@ -104,7 +109,7 @@ export async function resolveMSTeamsInboundMedia(params: {
   }
 
   if (mediaList.length > 0) {
-    log.debug("downloaded image attachments", { count: mediaList.length });
+    log.debug("downloaded attachments", { count: mediaList.length });
   } else if (htmlSummary?.imgTags) {
     log.debug("inline images detected but none downloaded", {
       imgTags: htmlSummary.imgTags,

extensions/msteams/src/monitor-handler/message-handler.ts

@@ -402,7 +402,8 @@ export function createMSTeamsMessageHandler(deps: MSTeamsMessageHandlerDeps) {
         channelData: activity.channelData,
       },
       log,
-	    });
+      preserveFilenames: cfg.media?.preserveFilenames,
+    });
 
 	    const mediaPayload = buildMSTeamsMediaPayload(mediaList);
 	    const envelopeFrom = isDirectMessage ? senderName : conversationType;
@@ -476,6 +477,7 @@ export function createMSTeamsMessageHandler(deps: MSTeamsMessageHandlerDeps) {
 
     logVerboseMessage(`msteams inbound: from=${ctxPayload.From} preview="${preview}"`);
 
+    const sharePointSiteId = msteamsCfg?.sharePointSiteId;
     const { dispatcher, replyOptions, markDispatchIdle } = createMSTeamsReplyDispatcher({
       cfg,
       agentId: route.agentId,
@@ -492,6 +494,8 @@ export function createMSTeamsMessageHandler(deps: MSTeamsMessageHandlerDeps) {
           recordMSTeamsSentMessage(conversationId, id);
         }
       },
+      tokenProvider,
+      sharePointSiteId,
     });
 
     log.info("dispatching to agent", { sessionKey: route.sessionKey });

extensions/msteams/src/pending-uploads.ts

@@ -0,0 +1,87 @@
+/**
+ * In-memory storage for files awaiting user consent in the FileConsentCard flow.
+ *
+ * When sending large files (>=4MB) in personal chats, Teams requires user consent
+ * before upload. This module stores the file data temporarily until the user
+ * accepts or declines, or until the TTL expires.
+ */
+
+import crypto from "node:crypto";
+
+export interface PendingUpload {
+  id: string;
+  buffer: Buffer;
+  filename: string;
+  contentType?: string;
+  conversationId: string;
+  createdAt: number;
+}
+
+const pendingUploads = new Map<string, PendingUpload>();
+
+/** TTL for pending uploads: 5 minutes */
+const PENDING_UPLOAD_TTL_MS = 5 * 60 * 1000;
+
+/**
+ * Store a file pending user consent.
+ * Returns the upload ID to include in the FileConsentCard context.
+ */
+export function storePendingUpload(
+  upload: Omit<PendingUpload, "id" | "createdAt">,
+): string {
+  const id = crypto.randomUUID();
+  const entry: PendingUpload = {
+    ...upload,
+    id,
+    createdAt: Date.now(),
+  };
+  pendingUploads.set(id, entry);
+
+  // Auto-cleanup after TTL
+  setTimeout(() => {
+    pendingUploads.delete(id);
+  }, PENDING_UPLOAD_TTL_MS);
+
+  return id;
+}
+
+/**
+ * Retrieve a pending upload by ID.
+ * Returns undefined if not found or expired.
+ */
+export function getPendingUpload(id?: string): PendingUpload | undefined {
+  if (!id) return undefined;
+  const entry = pendingUploads.get(id);
+  if (!entry) return undefined;
+
+  // Check if expired (in case timeout hasn't fired yet)
+  if (Date.now() - entry.createdAt > PENDING_UPLOAD_TTL_MS) {
+    pendingUploads.delete(id);
+    return undefined;
+  }
+
+  return entry;
+}
+
+/**
+ * Remove a pending upload (after successful upload or user decline).
+ */
+export function removePendingUpload(id?: string): void {
+  if (id) {
+    pendingUploads.delete(id);
+  }
+}
+
+/**
+ * Get the count of pending uploads (for monitoring/debugging).
+ */
+export function getPendingUploadCount(): number {
+  return pendingUploads.size;
+}
+
+/**
+ * Clear all pending uploads (for testing).
+ */
+export function clearPendingUploads(): void {
+  pendingUploads.clear();
+}

extensions/msteams/src/probe.ts

@@ -76,7 +76,7 @@ export async function probeMSTeams(cfg?: MSTeamsConfig): Promise<ProbeMSTeamsRes
       | undefined;
     try {
       const graphToken = await tokenProvider.getAccessToken(
-        "https://graph.microsoft.com/.default",
+        "https://graph.microsoft.com",
       );
       const accessToken = readAccessToken(graphToken);
       const payload = accessToken ? decodeJwtPayload(accessToken) : null;

extensions/msteams/src/reply-dispatcher.ts

@@ -1,8 +1,10 @@
-import type {
-  ClawdbotConfig,
-  MSTeamsReplyStyle,
-  RuntimeEnv,
+import {
+  resolveChannelMediaMaxBytes,
+  type ClawdbotConfig,
+  type MSTeamsReplyStyle,
+  type RuntimeEnv,
 } from "clawdbot/plugin-sdk";
+import type { MSTeamsAccessTokenProvider } from "./attachments/types.js";
 import type { StoredConversationReference } from "./conversation-store.js";
 import {
   classifyMSTeamsSendError,
@@ -30,6 +32,10 @@ export function createMSTeamsReplyDispatcher(params: {
   replyStyle: MSTeamsReplyStyle;
   textLimit: number;
   onSentMessageIds?: (ids: string[]) => void;
+  /** Token provider for OneDrive/SharePoint uploads in group chats/channels */
+  tokenProvider?: MSTeamsAccessTokenProvider;
+  /** SharePoint site ID for file uploads in group chats/channels */
+  sharePointSiteId?: string;
 }) {
   const core = getMSTeamsRuntime();
   const sendTypingIndicator = async () => {
@@ -52,6 +58,10 @@ export function createMSTeamsReplyDispatcher(params: {
         chunkText: true,
         mediaMode: "split",
       });
+      const mediaMaxBytes = resolveChannelMediaMaxBytes({
+        cfg: params.cfg,
+        resolveChannelLimitMb: ({ cfg }) => cfg.channels?.msteams?.mediaMaxMb,
+      });
       const ids = await sendMSTeamsMessages({
         replyStyle: params.replyStyle,
         adapter: params.adapter,
@@ -67,6 +77,9 @@ export function createMSTeamsReplyDispatcher(params: {
             ...event,
           });
         },
+        tokenProvider: params.tokenProvider,
+        sharePointSiteId: params.sharePointSiteId,
+        mediaMaxBytes,
       });
       if (ids.length > 0) params.onSentMessageIds?.(ids);
     },

extensions/msteams/src/send-context.ts

@@ -1,29 +1,31 @@
-import type { ClawdbotConfig, PluginRuntime } from "clawdbot/plugin-sdk";
+import { resolveChannelMediaMaxBytes, type ClawdbotConfig, type PluginRuntime } from "clawdbot/plugin-sdk";
+import type { MSTeamsAccessTokenProvider } from "./attachments/types.js";
 import type {
   MSTeamsConversationStore,
   StoredConversationReference,
 } from "./conversation-store.js";
 import { createMSTeamsConversationStoreFs } from "./conversation-store-fs.js";
 import type { MSTeamsAdapter } from "./messenger.js";
+import { getMSTeamsRuntime } from "./runtime.js";
 import { createMSTeamsAdapter, loadMSTeamsSdkWithAuth } from "./sdk.js";
 import { resolveMSTeamsCredentials } from "./token.js";
 
-type GetChildLogger = PluginRuntime["logging"]["getChildLogger"];
-
-let _log: ReturnType<GetChildLogger> | undefined;
-const getLog = async (): Promise<ReturnType<GetChildLogger>> => {
-  if (_log) return _log;
-  const { getChildLogger } = await import("../logging.js");
-  _log = getChildLogger({ name: "msteams:send" });
-  return _log;
-};
+export type MSTeamsConversationType = "personal" | "groupChat" | "channel";
 
 export type MSTeamsProactiveContext = {
   appId: string;
   conversationId: string;
   ref: StoredConversationReference;
   adapter: MSTeamsAdapter;
-  log: Awaited<ReturnType<typeof getLog>>;
+  log: ReturnType<PluginRuntime["logging"]["getChildLogger"]>;
+  /** The type of conversation: personal (1:1), groupChat, or channel */
+  conversationType: MSTeamsConversationType;
+  /** Token provider for Graph API / OneDrive operations */
+  tokenProvider: MSTeamsAccessTokenProvider;
+  /** SharePoint site ID for file uploads in group chats/channels */
+  sharePointSiteId?: string;
+  /** Resolved media max bytes from config (default: 100MB) */
+  mediaMaxBytes?: number;
 };
 
 /**
@@ -110,16 +112,45 @@ export async function resolveMSTeamsSendContext(params: {
   }
 
   const { conversationId, ref } = found;
-  const log = await getLog();
+  const core = getMSTeamsRuntime();
+  const log = core.logging.getChildLogger({ name: "msteams:send" });
 
   const { sdk, authConfig } = await loadMSTeamsSdkWithAuth(creds);
   const adapter = createMSTeamsAdapter(authConfig, sdk);
 
+  // Create token provider for Graph API / OneDrive operations
+  const tokenProvider = new sdk.MsalTokenProvider(authConfig) as MSTeamsAccessTokenProvider;
+
+  // Determine conversation type from stored reference
+  const storedConversationType = ref.conversation?.conversationType?.toLowerCase() ?? "";
+  let conversationType: MSTeamsConversationType;
+  if (storedConversationType === "personal") {
+    conversationType = "personal";
+  } else if (storedConversationType === "channel") {
+    conversationType = "channel";
+  } else {
+    // groupChat, or unknown defaults to groupChat behavior
+    conversationType = "groupChat";
+  }
+
+  // Get SharePoint site ID from config (required for file uploads in group chats/channels)
+  const sharePointSiteId = msteamsCfg.sharePointSiteId;
+
+  // Resolve media max bytes from config
+  const mediaMaxBytes = resolveChannelMediaMaxBytes({
+    cfg: params.cfg,
+    resolveChannelLimitMb: ({ cfg }) => cfg.channels?.msteams?.mediaMaxMb,
+  });
+
   return {
     appId: creds.appId,
     conversationId,
     ref,
     adapter: adapter as unknown as MSTeamsAdapter,
     log,
+    conversationType,
+    tokenProvider,
+    sharePointSiteId,
+    mediaMaxBytes,
   };
 }

extensions/msteams/src/send.ts

@@ -1,18 +1,22 @@
+import { loadWebMedia, resolveChannelMediaMaxBytes } from "clawdbot/plugin-sdk";
 import type { ClawdbotConfig } from "clawdbot/plugin-sdk";
-import type { StoredConversationReference } from "./conversation-store.js";
 import { createMSTeamsConversationStoreFs } from "./conversation-store-fs.js";
 import {
   classifyMSTeamsSendError,
   formatMSTeamsSendErrorHint,
   formatUnknownError,
 } from "./errors.js";
+import { prepareFileConsentActivity, requiresFileConsent } from "./file-consent-helpers.js";
+import { buildTeamsFileInfoCard } from "./graph-chat.js";
 import {
-  buildConversationReference,
-  type MSTeamsAdapter,
-  sendMSTeamsMessages,
-} from "./messenger.js";
+  getDriveItemProperties,
+  uploadAndShareOneDrive,
+  uploadAndShareSharePoint,
+} from "./graph-upload.js";
+import { extractFilename, extractMessageId } from "./media-helpers.js";
+import { buildConversationReference, sendMSTeamsMessages } from "./messenger.js";
 import { buildMSTeamsPollCard } from "./polls.js";
-import { resolveMSTeamsSendContext } from "./send-context.js";
+import { resolveMSTeamsSendContext, type MSTeamsProactiveContext } from "./send-context.js";
 
 export type SendMSTeamsMessageParams = {
   /** Full config (for credentials) */
@@ -28,8 +32,19 @@ export type SendMSTeamsMessageParams = {
 export type SendMSTeamsMessageResult = {
   messageId: string;
   conversationId: string;
+  /** If a FileConsentCard was sent instead of the file, this contains the upload ID */
+  pendingUploadId?: string;
 };
 
+/** Threshold for large files that require FileConsentCard flow in personal chats */
+const FILE_CONSENT_THRESHOLD_BYTES = 4 * 1024 * 1024; // 4MB
+
+/**
+ * MSTeams-specific media size limit (100MB).
+ * Higher than the default because OneDrive upload handles large files well.
+ */
+const MSTEAMS_MAX_MEDIA_BYTES = 100 * 1024 * 1024;
+
 export type SendMSTeamsPollParams = {
   /** Full config (for credentials) */
   cfg: ClawdbotConfig;
@@ -49,32 +64,19 @@ export type SendMSTeamsPollResult = {
   conversationId: string;
 };
 
-function extractMessageId(response: unknown): string | null {
-  if (!response || typeof response !== "object") return null;
-  if (!("id" in response)) return null;
-  const { id } = response as { id?: unknown };
-  if (typeof id !== "string" || !id) return null;
-  return id;
-}
+export type SendMSTeamsCardParams = {
+  /** Full config (for credentials) */
+  cfg: ClawdbotConfig;
+  /** Conversation ID or user ID to send to */
+  to: string;
+  /** Adaptive Card JSON object */
+  card: Record<string, unknown>;
+};
 
-async function sendMSTeamsActivity(params: {
-  adapter: MSTeamsAdapter;
-  appId: string;
-  conversationRef: StoredConversationReference;
-  activity: Record<string, unknown>;
-}): Promise<string> {
-  const baseRef = buildConversationReference(params.conversationRef);
-  const proactiveRef = {
-    ...baseRef,
-    activityId: undefined,
-  };
-  let messageId = "unknown";
-  await params.adapter.continueConversation(params.appId, proactiveRef, async (ctx) => {
-    const response = await ctx.sendActivity(params.activity);
-    messageId = extractMessageId(response) ?? "unknown";
-  });
-  return messageId;
-}
+export type SendMSTeamsCardResult = {
+  messageId: string;
+  conversationId: string;
+};
 
 /**
  * Send a message to a Teams conversation or user.
@@ -82,23 +84,225 @@ async function sendMSTeamsActivity(params: {
  * Uses the stored ConversationReference from previous interactions.
  * The bot must have received at least one message from the conversation
  * before proactive messaging works.
+ *
+ * File handling by conversation type:
+ * - Personal (1:1) chats: small images (<4MB) use base64, large files and non-images use FileConsentCard
+ * - Group chats / channels: files are uploaded to OneDrive and shared via link
  */
 export async function sendMessageMSTeams(
   params: SendMSTeamsMessageParams,
 ): Promise<SendMSTeamsMessageResult> {
   const { cfg, to, text, mediaUrl } = params;
-  const { adapter, appId, conversationId, ref, log } = await resolveMSTeamsSendContext({
-    cfg,
-    to,
-  });
+  const ctx = await resolveMSTeamsSendContext({ cfg, to });
+  const { adapter, appId, conversationId, ref, log, conversationType, tokenProvider, sharePointSiteId } = ctx;
 
   log.debug("sending proactive message", {
     conversationId,
+    conversationType,
     textLength: text.length,
     hasMedia: Boolean(mediaUrl),
   });
 
-  const message = mediaUrl ? (text ? `${text}\n\n${mediaUrl}` : mediaUrl) : text;
+  // Handle media if present
+  if (mediaUrl) {
+    const mediaMaxBytes = resolveChannelMediaMaxBytes({
+      cfg,
+      resolveChannelLimitMb: ({ cfg }) => cfg.channels?.msteams?.mediaMaxMb,
+    }) ?? MSTEAMS_MAX_MEDIA_BYTES;
+    const media = await loadWebMedia(mediaUrl, mediaMaxBytes);
+    const isLargeFile = media.buffer.length >= FILE_CONSENT_THRESHOLD_BYTES;
+    const isImage = media.contentType?.startsWith("image/") ?? false;
+    const fallbackFileName = await extractFilename(mediaUrl);
+    const fileName = media.fileName ?? fallbackFileName;
+
+    log.debug("processing media", {
+      fileName,
+      contentType: media.contentType,
+      size: media.buffer.length,
+      isLargeFile,
+      isImage,
+      conversationType,
+    });
+
+    // Personal chats: base64 only works for images; use FileConsentCard for large files or non-images
+    if (requiresFileConsent({
+      conversationType,
+      contentType: media.contentType,
+      bufferSize: media.buffer.length,
+      thresholdBytes: FILE_CONSENT_THRESHOLD_BYTES,
+    })) {
+      const { activity, uploadId } = prepareFileConsentActivity({
+        media: { buffer: media.buffer, filename: fileName, contentType: media.contentType },
+        conversationId,
+        description: text || undefined,
+      });
+
+      log.debug("sending file consent card", { uploadId, fileName, size: media.buffer.length });
+
+      const baseRef = buildConversationReference(ref);
+      const proactiveRef = { ...baseRef, activityId: undefined };
+
+      let messageId = "unknown";
+      try {
+        await adapter.continueConversation(appId, proactiveRef, async (turnCtx) => {
+          const response = await turnCtx.sendActivity(activity);
+          messageId = extractMessageId(response) ?? "unknown";
+        });
+      } catch (err) {
+        const classification = classifyMSTeamsSendError(err);
+        const hint = formatMSTeamsSendErrorHint(classification);
+        const status = classification.statusCode ? ` (HTTP ${classification.statusCode})` : "";
+        throw new Error(
+          `msteams consent card send failed${status}: ${formatUnknownError(err)}${hint ? ` (${hint})` : ""}`,
+        );
+      }
+
+      log.info("sent file consent card", { conversationId, messageId, uploadId });
+
+      return {
+        messageId,
+        conversationId,
+        pendingUploadId: uploadId,
+      };
+    }
+
+    // Personal chat with small image: use base64 (only works for images)
+    if (conversationType === "personal") {
+      // Small image in personal chat: use base64 (only works for images)
+      const base64 = media.buffer.toString("base64");
+      const finalMediaUrl = `data:${media.contentType};base64,${base64}`;
+
+      return sendTextWithMedia(ctx, text, finalMediaUrl);
+    }
+
+    if (isImage && !sharePointSiteId) {
+      // Group chat/channel without SharePoint: send image inline (avoids OneDrive failures)
+      const base64 = media.buffer.toString("base64");
+      const finalMediaUrl = `data:${media.contentType};base64,${base64}`;
+      return sendTextWithMedia(ctx, text, finalMediaUrl);
+    }
+
+    // Group chat or channel: upload to SharePoint (if siteId configured) or OneDrive
+    try {
+      if (sharePointSiteId) {
+        // Use SharePoint upload + Graph API for native file card
+        log.debug("uploading to SharePoint for native file card", {
+          fileName,
+          conversationType,
+          siteId: sharePointSiteId,
+        });
+
+        const uploaded = await uploadAndShareSharePoint({
+          buffer: media.buffer,
+          filename: fileName,
+          contentType: media.contentType,
+          tokenProvider,
+          siteId: sharePointSiteId,
+          chatId: conversationId,
+          usePerUserSharing: conversationType === "groupChat",
+        });
+
+        log.debug("SharePoint upload complete", {
+          itemId: uploaded.itemId,
+          shareUrl: uploaded.shareUrl,
+        });
+
+        // Get driveItem properties needed for native file card
+        const driveItem = await getDriveItemProperties({
+          siteId: sharePointSiteId,
+          itemId: uploaded.itemId,
+          tokenProvider,
+        });
+
+        log.debug("driveItem properties retrieved", {
+          eTag: driveItem.eTag,
+          webDavUrl: driveItem.webDavUrl,
+        });
+
+        // Build native Teams file card attachment and send via Bot Framework
+        const fileCardAttachment = buildTeamsFileInfoCard(driveItem);
+        const activity = {
+          type: "message",
+          text: text || undefined,
+          attachments: [fileCardAttachment],
+        };
+
+        const baseRef = buildConversationReference(ref);
+        const proactiveRef = { ...baseRef, activityId: undefined };
+
+        let messageId = "unknown";
+        await adapter.continueConversation(appId, proactiveRef, async (turnCtx) => {
+          const response = await turnCtx.sendActivity(activity);
+          messageId = extractMessageId(response) ?? "unknown";
+        });
+
+        log.info("sent native file card", {
+          conversationId,
+          messageId,
+          fileName: driveItem.name,
+        });
+
+        return { messageId, conversationId };
+      }
+
+      // Fallback: no SharePoint site configured, use OneDrive with markdown link
+      log.debug("uploading to OneDrive (no SharePoint site configured)", { fileName, conversationType });
+
+      const uploaded = await uploadAndShareOneDrive({
+        buffer: media.buffer,
+        filename: fileName,
+        contentType: media.contentType,
+        tokenProvider,
+      });
+
+      log.debug("OneDrive upload complete", {
+        itemId: uploaded.itemId,
+        shareUrl: uploaded.shareUrl,
+      });
+
+      // Send message with file link (Bot Framework doesn't support "reference" attachment type for sending)
+      const fileLink = `📎 [${uploaded.name}](${uploaded.shareUrl})`;
+      const activity = {
+        type: "message",
+        text: text ? `${text}\n\n${fileLink}` : fileLink,
+      };
+
+      const baseRef = buildConversationReference(ref);
+      const proactiveRef = { ...baseRef, activityId: undefined };
+
+      let messageId = "unknown";
+      await adapter.continueConversation(appId, proactiveRef, async (turnCtx) => {
+        const response = await turnCtx.sendActivity(activity);
+        messageId = extractMessageId(response) ?? "unknown";
+      });
+
+      log.info("sent message with OneDrive file link", { conversationId, messageId, shareUrl: uploaded.shareUrl });
+
+      return { messageId, conversationId };
+    } catch (err) {
+      const classification = classifyMSTeamsSendError(err);
+      const hint = formatMSTeamsSendErrorHint(classification);
+      const status = classification.statusCode ? ` (HTTP ${classification.statusCode})` : "";
+      throw new Error(
+        `msteams file send failed${status}: ${formatUnknownError(err)}${hint ? ` (${hint})` : ""}`,
+      );
+    }
+  }
+
+  // No media: send text only
+  return sendTextWithMedia(ctx, text, undefined);
+}
+
+/**
+ * Send a text message with optional base64 media URL.
+ */
+async function sendTextWithMedia(
+  ctx: MSTeamsProactiveContext,
+  text: string,
+  mediaUrl: string | undefined,
+): Promise<SendMSTeamsMessageResult> {
+  const { adapter, appId, conversationId, ref, log, tokenProvider, sharePointSiteId, mediaMaxBytes } = ctx;
+
   let messageIds: string[];
   try {
     messageIds = await sendMSTeamsMessages({
@@ -106,12 +310,14 @@ export async function sendMessageMSTeams(
       adapter,
       appId,
       conversationRef: ref,
-      messages: [message],
-      // Enable default retry/backoff for throttling/transient failures.
+      messages: [{ text: text || undefined, mediaUrl }],
       retry: {},
       onRetry: (event) => {
         log.debug("retrying send", { conversationId, ...event });
       },
+      tokenProvider,
+      sharePointSiteId,
+      mediaMaxBytes,
     });
   } catch (err) {
     const classification = classifyMSTeamsSendError(err);
@@ -121,8 +327,8 @@ export async function sendMessageMSTeams(
       `msteams send failed${status}: ${formatUnknownError(err)}${hint ? ` (${hint})` : ""}`,
     );
   }
-  const messageId = messageIds[0] ?? "unknown";
 
+  const messageId = messageIds[0] ?? "unknown";
   log.info("sent proactive message", { conversationId, messageId });
 
   return {
@@ -157,7 +363,6 @@ export async function sendPollMSTeams(
 
   const activity = {
     type: "message",
-    text: pollCard.fallbackText,
     attachments: [
       {
         contentType: "application/vnd.microsoft.card.adaptive",
@@ -166,13 +371,18 @@ export async function sendPollMSTeams(
     ],
   };
 
-  let messageId: string;
+  // Send poll via proactive conversation (Adaptive Cards require direct activity send)
+  const baseRef = buildConversationReference(ref);
+  const proactiveRef = {
+    ...baseRef,
+    activityId: undefined,
+  };
+
+  let messageId = "unknown";
   try {
-    messageId = await sendMSTeamsActivity({
-      adapter,
-      appId,
-      conversationRef: ref,
-      activity,
+    await adapter.continueConversation(appId, proactiveRef, async (ctx) => {
+      const response = await ctx.sendActivity(activity);
+      messageId = extractMessageId(response) ?? "unknown";
     });
   } catch (err) {
     const classification = classifyMSTeamsSendError(err);
@@ -192,6 +402,64 @@ export async function sendPollMSTeams(
   };
 }
 
+/**
+ * Send an arbitrary Adaptive Card to a Teams conversation or user.
+ */
+export async function sendAdaptiveCardMSTeams(
+  params: SendMSTeamsCardParams,
+): Promise<SendMSTeamsCardResult> {
+  const { cfg, to, card } = params;
+  const { adapter, appId, conversationId, ref, log } = await resolveMSTeamsSendContext({
+    cfg,
+    to,
+  });
+
+  log.debug("sending adaptive card", {
+    conversationId,
+    cardType: card.type,
+    cardVersion: card.version,
+  });
+
+  const activity = {
+    type: "message",
+    attachments: [
+      {
+        contentType: "application/vnd.microsoft.card.adaptive",
+        content: card,
+      },
+    ],
+  };
+
+  // Send card via proactive conversation
+  const baseRef = buildConversationReference(ref);
+  const proactiveRef = {
+    ...baseRef,
+    activityId: undefined,
+  };
+
+  let messageId = "unknown";
+  try {
+    await adapter.continueConversation(appId, proactiveRef, async (ctx) => {
+      const response = await ctx.sendActivity(activity);
+      messageId = extractMessageId(response) ?? "unknown";
+    });
+  } catch (err) {
+    const classification = classifyMSTeamsSendError(err);
+    const hint = formatMSTeamsSendErrorHint(classification);
+    const status = classification.statusCode ? ` (HTTP ${classification.statusCode})` : "";
+    throw new Error(
+      `msteams card send failed${status}: ${formatUnknownError(err)}${hint ? ` (${hint})` : ""}`,
+    );
+  }
+
+  log.info("sent adaptive card", { conversationId, messageId });
+
+  return {
+    messageId,
+    conversationId,
+  };
+}
+
 /**
  * List all known conversation references (for debugging/CLI).
  */

extensions/nextcloud-talk/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/nextcloud-talk",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Nextcloud Talk channel plugin",
   "clawdbot": {

extensions/nostr/CHANGELOG.md

@@ -1,6 +1,6 @@
 # Changelog
 
-## 2026.1.20-2
+## 2026.1.21
 
 ### Changes
 - Version alignment with core Clawdbot release numbers.

extensions/nostr/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/nostr",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Nostr channel plugin for NIP-04 encrypted DMs",
   "clawdbot": {
@@ -25,7 +25,7 @@
   },
   "dependencies": {
     "clawdbot": "workspace:*",
-    "nostr-tools": "^2.10.4",
+    "nostr-tools": "^2.19.4",
     "zod": "^4.3.5"
   }
 }

extensions/signal/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/signal",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Signal channel plugin",
   "clawdbot": {

extensions/slack/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/slack",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Slack channel plugin",
   "clawdbot": {

extensions/telegram/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/telegram",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot Telegram channel plugin",
   "clawdbot": {

extensions/voice-call/CHANGELOG.md

@@ -1,6 +1,6 @@
 # Changelog
 
-## 2026.1.20-2
+## 2026.1.21
 
 ### Changes
 - Version alignment with core Clawdbot release numbers.

extensions/voice-call/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/voice-call",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot voice-call plugin",
   "dependencies": {

extensions/whatsapp/package.json

@@ -1,6 +1,6 @@
 {
   "name": "@clawdbot/whatsapp",
-  "version": "2026.1.20-2",
+  "version": "2026.1.21",
   "type": "module",
   "description": "Clawdbot WhatsApp channel plugin",
   "clawdbot": {

extensions/zalo/CHANGELOG.md

@@ -1,6 +1,6 @@
 # Changelog
 
-## 2026.1.20-2
+## 2026.1.21
 
 ### Changes
 - Version alignment with core Clawdbot release numbers.