fix: include skills in minimal prompt (#1431) (thanks @robbyczgw-cla)

Thanks @czekaj.

Co-authored-by: Lucas Czekaj <lukasz@czekaj.us>

CHANGELOG.md

@@ -5,11 +5,41 @@ 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
+- Agents: add identity avatar config support and Control UI avatar rendering. (#1329, #1424) Thanks @dlauer.
+- 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 /model allowlist troubleshooting note. (#1405)
+- Docs: add per-message Gmail search example for gog. (#1220) Thanks @mbelinky.
+- UI: show per-session assistant identity in the Control UI. (#1420) Thanks @robbyczgw-cla.
 - 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.
+- CLI: add `clawdbot update wizard` for interactive channel selection and restart prompts. https://docs.clawd.bot/cli/update
+
+### Breaking
+- **BREAKING:** Envelope and system event timestamps now default to host-local time (was UTC) so agents don’t have to constantly convert.
 
 ### Fixes
+- Media: accept MEDIA paths with spaces/tilde and prefer the message tool hint for image replies.
+- Google Antigravity: drop unsigned thinking blocks for Claude models to avoid signature errors.
+- Config: avoid stack traces for invalid configs and log the config path.
+- CLI: read Codex CLI account_id for workspace billing. (#1422) Thanks @aj47.
+- Agents: include skills section in minimal prompts for subagents. (#1431) Thanks @robbyczgw-cla.
+- Doctor: avoid recreating WhatsApp config when only legacy routing keys remain. (#900)
 - 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)
+- Browser: suppress Chrome restore prompts for managed profiles. (#1419) Thanks @jamesgroat.
+- Logs: align rolling log filenames with local time and fall back to latest file when today's log is missing. (#1343)
+- Models: inherit session model overrides in thread/topic sessions (Telegram topics, Slack/Discord threads). (#1376)
+- macOS: keep local auto bind loopback-first; only use tailnet when bind=tailnet.
+- macOS: include Textual syntax highlighting resources in packaged app to prevent chat crashes. (#1362)
+- macOS: keep chat pinned to bottom during streaming replies. (#1279)
+- 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.
+- Exec: avoid defaulting to elevated mode when elevated is not allowed.
+- Exec approvals: align node/gateway allowlist prechecks and approval gating; avoid null optional params in approval requests. (#1425) Thanks @czekaj.
+- UI: refresh debug panel on route-driven tab changes. (#1373) Thanks @yazinsai.
 
 ## 2026.1.21
 
@@ -79,6 +109,7 @@ Docs: https://docs.clawd.bot
 - Plugins: move channel catalog metadata into plugin manifests. (#1290) https://docs.clawd.bot/plugins/manifest
 - Plugins: align Nextcloud Talk policy helpers with core patterns. (#1290) https://docs.clawd.bot/plugins/manifest
 - Plugins/UI: let channel plugin metadata drive UI labels/icons and cron channel options. (#1306) https://docs.clawd.bot/web/control-ui
+- Agents/UI: add agent avatar support in identity config, IDENTITY.md, and the Control UI. (#1329) https://docs.clawd.bot/gateway/configuration
 - Plugins: add plugin slots with a dedicated memory slot selector. https://docs.clawd.bot/plugins/agent-tools
 - Plugins: ship the bundled BlueBubbles channel plugin (disabled by default). https://docs.clawd.bot/channels/bluebubbles
 - Plugins: migrate bundled messaging extensions to the plugin SDK and resolve plugin-sdk imports in the loader.
@@ -88,6 +119,7 @@ Docs: https://docs.clawd.bot
 - Plugins: auto-enable bundled channel/provider plugins when configuration is present.
 - Plugins: sync plugin sources on channel switches and update npm-installed plugins during `clawdbot update`.
 - Plugins: share npm plugin update logic between `clawdbot update` and `clawdbot plugins update`.
+
 - Gateway/API: add `/v1/responses` (OpenResponses) with item-based input + semantic streaming events. (#1229)
 - Gateway/API: expand `/v1/responses` to support file/image inputs, tool_choice, usage, and output limits. (#1229)
 - Usage: add `/usage cost` summaries and macOS menu cost charts. https://docs.clawd.bot/reference/api-usage-costs

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>
-  <a href="https://github.com/sebslight"><img src="https://avatars.githubusercontent.com/u/19554889?v=4&s=48" width="48" height="48" alt="sebslight" title="sebslight"/></a> <a href="https://github.com/claude"><img src="https://avatars.githubusercontent.com/u/81847?v=4&s=48" width="48" height="48" alt="claude" title="claude"/></a> <a href="https://github.com/jamesgroat"><img src="https://avatars.githubusercontent.com/u/2634024?v=4&s=48" width="48" height="48" alt="jamesgroat" title="jamesgroat"/></a> <a href="https://github.com/Hyaxia"><img src="https://avatars.githubusercontent.com/u/36747317?v=4&s=48" width="48" height="48" alt="Hyaxia" title="Hyaxia"/></a> <a href="https://github.com/dantelex"><img src="https://avatars.githubusercontent.com/u/631543?v=4&s=48" width="48" height="48" alt="dantelex" title="dantelex"/></a> <a href="https://github.com/daveonkels"><img src="https://avatars.githubusercontent.com/u/533642?v=4&s=48" width="48" height="48" alt="daveonkels" title="daveonkels"/></a> <a href="https://github.com/mteam88"><img src="https://avatars.githubusercontent.com/u/84196639?v=4&s=48" width="48" height="48" alt="mteam88" title="mteam88"/></a> <a href="https://github.com/omniwired"><img src="https://avatars.githubusercontent.com/u/322761?v=4&s=48" width="48" height="48" alt="Eng. Juan Combetto" title="Eng. Juan Combetto"/></a> <a href="https://github.com/dbhurley"><img src="https://avatars.githubusercontent.com/u/5251425?v=4&s=48" width="48" height="48" alt="dbhurley" title="dbhurley"/></a> <a href="https://github.com/mbelinky"><img src="https://avatars.githubusercontent.com/u/132747814?v=4&s=48" width="48" height="48" alt="Mariano Belinky" title="Mariano Belinky"/></a>
-  <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/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/aj47"><img src="https://avatars.githubusercontent.com/u/8023513?v=4&s=48" width="48" height="48" alt="aj47" title="aj47"/></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/conhecendoia"><img src="https://avatars.githubusercontent.com/u/82890727?v=4&s=48" width="48" height="48" alt="conhecendoia" title="conhecendoia"/></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/robbyczgw-cla"><img src="https://avatars.githubusercontent.com/u/239660374?v=4&s=48" width="48" height="48" alt="robbyczgw-cla" title="robbyczgw-cla"/></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/Package.resolved

@@ -1,5 +1,5 @@
 {
-  "originHash" : "550d4ea41d4bb2546b99a7bfa1c5cba7e28a13862bc226727ea7426c61555a33",
+  "originHash" : "f847d54db16b371dbb1a79271d50436cdec572179b0f0cf14cfe1b75df8dfbc2",
   "pins" : [
     {
       "identity" : "axorcist",
@@ -24,7 +24,7 @@
       "kind" : "remoteSourceControl",
       "location" : "https://github.com/steipete/ElevenLabsKit",
       "state" : {
-        "revision" : "7e3c948d8340abe3977014f3de020edf221e9269",
+        "revision" : "c8679fbd37416a8780fe43be88a497ff16209e2d",
         "version" : "0.1.0"
       }
     },

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/ControlChannel.swift

@@ -74,6 +74,7 @@ final class ControlChannel {
     }
 
     private(set) var lastPingMs: Double?
+    private(set) var authSourceLabel: String?
 
     private let logger = Logger(subsystem: "com.clawdbot", category: "control")
 
@@ -128,6 +129,7 @@ final class ControlChannel {
         await GatewayConnection.shared.shutdown()
         self.state = .disconnected
         self.lastPingMs = nil
+        self.authSourceLabel = nil
     }
 
     func health(timeout: TimeInterval? = nil) async throws -> Data {
@@ -188,8 +190,11 @@ final class ControlChannel {
            urlErr.code == .dataNotAllowed // used for WS close 1008 auth failures
         {
             let reason = urlErr.failureURLString ?? urlErr.localizedDescription
+            let tokenKey = CommandResolver.connectionModeIsRemote()
+                ? "gateway.remote.token"
+                : "gateway.auth.token"
             return
-                "Gateway rejected token; set gateway.auth.token (or CLAWDBOT_GATEWAY_TOKEN) " +
+                "Gateway rejected token; set \(tokenKey) (or CLAWDBOT_GATEWAY_TOKEN) " +
                 "or clear it on the gateway. " +
                 "Reason: \(reason)"
         }
@@ -300,6 +305,27 @@ final class ControlChannel {
                 code: 0,
                 userInfo: [NSLocalizedDescriptionKey: "gateway health not ok"])
         }
+        await self.refreshAuthSourceLabel()
+    }
+
+    private func refreshAuthSourceLabel() async {
+        let isRemote = CommandResolver.connectionModeIsRemote()
+        let authSource = await GatewayConnection.shared.authSource()
+        self.authSourceLabel = Self.formatAuthSource(authSource, isRemote: isRemote)
+    }
+
+    private static func formatAuthSource(_ source: GatewayAuthSource?, isRemote: Bool) -> String? {
+        guard let source else { return nil }
+        switch source {
+        case .deviceToken:
+            return "Auth: device token (paired device)"
+        case .sharedToken:
+            return "Auth: shared token (\(isRemote ? "gateway.remote.token" : "gateway.auth.token"))"
+        case .password:
+            return "Auth: password (\(isRemote ? "gateway.remote.password" : "gateway.auth.password"))"
+        case .none:
+            return "Auth: none"
+        }
     }
 
     func sendSystemEvent(_ text: String, params: [String: AnyHashable] = [:]) async throws {

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 {
@@ -272,9 +282,7 @@ 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(
@@ -457,7 +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)
     }
 }
 

apps/macos/Sources/Clawdbot/ExecApprovalsSocket.swift

@@ -215,36 +215,15 @@ enum ExecApprovalsPromptPresenter {
         let alert = NSAlert()
         alert.alertStyle = .warning
         alert.messageText = "Allow this command?"
-
-        var details = "Clawdbot wants to run:\n\n\(request.command)"
-        let trimmedCwd = request.cwd?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
-        if !trimmedCwd.isEmpty {
-            details += "\n\nWorking directory:\n\(trimmedCwd)"
-        }
-        let trimmedAgent = request.agentId?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
-        if !trimmedAgent.isEmpty {
-            details += "\n\nAgent:\n\(trimmedAgent)"
-        }
-        let trimmedPath = request.resolvedPath?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
-        if !trimmedPath.isEmpty {
-            details += "\n\nExecutable:\n\(trimmedPath)"
-        }
-        let trimmedHost = request.host?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
-        if !trimmedHost.isEmpty {
-            details += "\n\nHost:\n\(trimmedHost)"
-        }
-        if let security = request.security?.trimmingCharacters(in: .whitespacesAndNewlines), !security.isEmpty {
-            details += "\n\nSecurity:\n\(security)"
-        }
-        if let ask = request.ask?.trimmingCharacters(in: .whitespacesAndNewlines), !ask.isEmpty {
-            details += "\nAsk mode:\n\(ask)"
-        }
-        details += "\n\nThis runs on this machine."
-        alert.informativeText = details
+        alert.informativeText = "Review the command details before allowing."
+        alert.accessoryView = self.buildAccessoryView(request)
 
         alert.addButton(withTitle: "Allow Once")
         alert.addButton(withTitle: "Always Allow")
         alert.addButton(withTitle: "Don't Allow")
+        if #available(macOS 11.0, *), alert.buttons.indices.contains(2) {
+            alert.buttons[2].hasDestructiveAction = true
+        }
 
         switch alert.runModal() {
         case .alertFirstButtonReturn:
@@ -255,6 +234,110 @@ enum ExecApprovalsPromptPresenter {
             return .deny
         }
     }
+
+    @MainActor
+    private static func buildAccessoryView(_ request: ExecApprovalPromptRequest) -> NSView {
+        let stack = NSStackView()
+        stack.orientation = .vertical
+        stack.spacing = 8
+        stack.alignment = .leading
+
+        let commandTitle = NSTextField(labelWithString: "Command")
+        commandTitle.font = NSFont.boldSystemFont(ofSize: NSFont.systemFontSize)
+        stack.addArrangedSubview(commandTitle)
+
+        let commandText = NSTextView()
+        commandText.isEditable = false
+        commandText.isSelectable = true
+        commandText.drawsBackground = true
+        commandText.backgroundColor = NSColor.textBackgroundColor
+        commandText.font = NSFont.monospacedSystemFont(ofSize: NSFont.systemFontSize, weight: .regular)
+        commandText.string = request.command
+        commandText.textContainerInset = NSSize(width: 6, height: 6)
+        commandText.textContainer?.lineFragmentPadding = 0
+        commandText.textContainer?.widthTracksTextView = true
+        commandText.isHorizontallyResizable = false
+        commandText.isVerticallyResizable = false
+
+        let commandScroll = NSScrollView()
+        commandScroll.borderType = .lineBorder
+        commandScroll.hasVerticalScroller = false
+        commandScroll.hasHorizontalScroller = false
+        commandScroll.documentView = commandText
+        commandScroll.translatesAutoresizingMaskIntoConstraints = false
+        commandScroll.widthAnchor.constraint(lessThanOrEqualToConstant: 440).isActive = true
+        commandScroll.heightAnchor.constraint(greaterThanOrEqualToConstant: 56).isActive = true
+        stack.addArrangedSubview(commandScroll)
+
+        let contextTitle = NSTextField(labelWithString: "Context")
+        contextTitle.font = NSFont.boldSystemFont(ofSize: NSFont.systemFontSize)
+        stack.addArrangedSubview(contextTitle)
+
+        let contextStack = NSStackView()
+        contextStack.orientation = .vertical
+        contextStack.spacing = 4
+        contextStack.alignment = .leading
+
+        let trimmedCwd = request.cwd?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
+        if !trimmedCwd.isEmpty {
+            self.addDetailRow(title: "Working directory", value: trimmedCwd, to: contextStack)
+        }
+        let trimmedAgent = request.agentId?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
+        if !trimmedAgent.isEmpty {
+            self.addDetailRow(title: "Agent", value: trimmedAgent, to: contextStack)
+        }
+        let trimmedPath = request.resolvedPath?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
+        if !trimmedPath.isEmpty {
+            self.addDetailRow(title: "Executable", value: trimmedPath, to: contextStack)
+        }
+        let trimmedHost = request.host?.trimmingCharacters(in: .whitespacesAndNewlines) ?? ""
+        if !trimmedHost.isEmpty {
+            self.addDetailRow(title: "Host", value: trimmedHost, to: contextStack)
+        }
+        if let security = request.security?.trimmingCharacters(in: .whitespacesAndNewlines), !security.isEmpty {
+            self.addDetailRow(title: "Security", value: security, to: contextStack)
+        }
+        if let ask = request.ask?.trimmingCharacters(in: .whitespacesAndNewlines), !ask.isEmpty {
+            self.addDetailRow(title: "Ask mode", value: ask, to: contextStack)
+        }
+
+        if contextStack.arrangedSubviews.isEmpty {
+            let empty = NSTextField(labelWithString: "No additional context provided.")
+            empty.textColor = NSColor.secondaryLabelColor
+            empty.font = NSFont.systemFont(ofSize: NSFont.smallSystemFontSize)
+            contextStack.addArrangedSubview(empty)
+        }
+
+        stack.addArrangedSubview(contextStack)
+
+        let footer = NSTextField(labelWithString: "This runs on this machine.")
+        footer.textColor = NSColor.secondaryLabelColor
+        footer.font = NSFont.systemFont(ofSize: NSFont.smallSystemFontSize)
+        stack.addArrangedSubview(footer)
+
+        return stack
+    }
+
+    @MainActor
+    private static func addDetailRow(title: String, value: String, to stack: NSStackView) {
+        let row = NSStackView()
+        row.orientation = .horizontal
+        row.spacing = 6
+        row.alignment = .firstBaseline
+
+        let titleLabel = NSTextField(labelWithString: "\(title):")
+        titleLabel.font = NSFont.systemFont(ofSize: NSFont.smallSystemFontSize, weight: .semibold)
+        titleLabel.textColor = NSColor.secondaryLabelColor
+
+        let valueLabel = NSTextField(labelWithString: value)
+        valueLabel.font = NSFont.systemFont(ofSize: NSFont.smallSystemFontSize)
+        valueLabel.lineBreakMode = .byTruncatingMiddle
+        valueLabel.setContentCompressionResistancePriority(.defaultLow, for: .horizontal)
+
+        row.addArrangedSubview(titleLabel)
+        row.addArrangedSubview(valueLabel)
+        stack.addArrangedSubview(row)
+    }
 }
 
 @MainActor

apps/macos/Sources/Clawdbot/GatewayConnection.swift

@@ -249,6 +249,11 @@ actor GatewayConnection {
         await self.configure(url: cfg.url, token: cfg.token, password: cfg.password)
     }
 
+    func authSource() async -> GatewayAuthSource? {
+        guard let client else { return nil }
+        return await client.authSource()
+    }
+
     func shutdown() async {
         if let client {
             await client.shutdown()

apps/macos/Sources/Clawdbot/GatewayEndpointStore.swift

@@ -482,7 +482,7 @@ actor GatewayEndpointStore {
         let bind = GatewayEndpointStore.resolveGatewayBindMode(
             root: root,
             env: ProcessInfo.processInfo.environment)
-        guard bind == "auto" else { return nil }
+        guard bind == "tailnet" else { return nil }
 
         let currentHost = currentURL.host?.lowercased() ?? ""
         guard currentHost == "127.0.0.1" || currentHost == "localhost" else { return nil }
@@ -562,9 +562,6 @@ actor GatewayEndpointStore {
         case "tailnet":
             return tailscaleIP ?? "127.0.0.1"
         case "auto":
-            if let tailscaleIP, !tailscaleIP.isEmpty {
-                return tailscaleIP
-            }
             return "127.0.0.1"
         case "custom":
             return customBindHost ?? "127.0.0.1"

apps/macos/Sources/Clawdbot/GatewayLaunchAgentManager.swift

@@ -115,7 +115,7 @@ extension GatewayLaunchAgentManager {
         quiet: Bool) async -> CommandResult
     {
         let command = CommandResolver.clawdbotCommand(
-            subcommand: "daemon",
+            subcommand: "gateway",
             extraArgs: self.withJsonFlag(args),
             // Launchd management must always run locally, even if remote mode is configured.
             configRoot: ["gateway": ["mode": "local"]])

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

@@ -2,15 +2,12 @@ import AppKit
 import ClawdbotDiscovery
 import ClawdbotIPC
 import ClawdbotKit
-import CoreLocation
 import Observation
 import SwiftUI
 
 struct GeneralSettings: View {
     @Bindable var state: AppState
     @AppStorage(cameraEnabledKey) private var cameraEnabled: Bool = false
-    @AppStorage(locationModeKey) private var locationModeRaw: String = ClawdbotLocationMode.off.rawValue
-    @AppStorage(locationPreciseKey) private var locationPreciseEnabled: Bool = true
     private let healthStore = HealthStore.shared
     private let gatewayManager = GatewayProcessManager.shared
     @State private var gatewayDiscovery = GatewayDiscoveryModel(
@@ -20,7 +17,6 @@ struct GeneralSettings: View {
     @State private var showRemoteAdvanced = false
     private let isPreview = ProcessInfo.processInfo.isPreview
     private var isNixMode: Bool { ProcessInfo.processInfo.isNixMode }
-    @State private var lastLocationModeRaw: String = ClawdbotLocationMode.off.rawValue
 
     var body: some View {
         ScrollView(.vertical) {
@@ -60,27 +56,6 @@ struct GeneralSettings: View {
                         subtitle: "Allow the agent to capture a photo or short video via the built-in camera.",
                         binding: self.$cameraEnabled)
 
-                    VStack(alignment: .leading, spacing: 6) {
-                        Text("Location Access")
-                            .font(.body)
-
-                        Picker("", selection: self.$locationModeRaw) {
-                            Text("Off").tag(ClawdbotLocationMode.off.rawValue)
-                            Text("While Using").tag(ClawdbotLocationMode.whileUsing.rawValue)
-                            Text("Always").tag(ClawdbotLocationMode.always.rawValue)
-                        }
-                        .labelsHidden()
-                        .pickerStyle(.menu)
-
-                        Toggle("Precise Location", isOn: self.$locationPreciseEnabled)
-                            .disabled(self.locationMode == .off)
-
-                        Text("Always may require System Settings to approve background location.")
-                            .font(.footnote)
-                            .foregroundStyle(.tertiary)
-                            .fixedSize(horizontal: false, vertical: true)
-                    }
-
                     SettingsToggleRow(
                         title: "Enable Peekaboo Bridge",
                         subtitle: "Allow signed tools (e.g. `peekaboo`) to drive UI automation via PeekabooBridge.",
@@ -106,27 +81,12 @@ struct GeneralSettings: View {
         .onAppear {
             guard !self.isPreview else { return }
             self.refreshGatewayStatus()
-            self.lastLocationModeRaw = self.locationModeRaw
         }
         .onChange(of: self.state.canvasEnabled) { _, enabled in
             if !enabled {
                 CanvasManager.shared.hideAll()
             }
         }
-        .onChange(of: self.locationModeRaw) { _, newValue in
-            let previous = self.lastLocationModeRaw
-            self.lastLocationModeRaw = newValue
-            guard let mode = ClawdbotLocationMode(rawValue: newValue) else { return }
-            Task {
-                let granted = await self.requestLocationAuthorization(mode: mode)
-                if !granted {
-                    await MainActor.run {
-                        self.locationModeRaw = previous
-                        self.lastLocationModeRaw = previous
-                    }
-                }
-            }
-        }
     }
 
     private var activeBinding: Binding<Bool> {
@@ -135,26 +95,6 @@ struct GeneralSettings: View {
             set: { self.state.isPaused = !$0 })
     }
 
-    private var locationMode: ClawdbotLocationMode {
-        ClawdbotLocationMode(rawValue: self.locationModeRaw) ?? .off
-    }
-
-    private func requestLocationAuthorization(mode: ClawdbotLocationMode) async -> Bool {
-        guard mode != .off else { return true }
-        guard CLLocationManager.locationServicesEnabled() else {
-            await MainActor.run { LocationPermissionHelper.openSettings() }
-            return false
-        }
-
-        let status = CLLocationManager().authorizationStatus
-        let requireAlways = mode == .always
-        if PermissionManager.isLocationAuthorized(status: status, requireAlways: requireAlways) {
-            return true
-        }
-        let updated = await LocationPermissionRequester.shared.request(always: requireAlways)
-        return PermissionManager.isLocationAuthorized(status: updated, requireAlways: requireAlways)
-    }
-
     private var connectionSection: some View {
         VStack(alignment: .leading, spacing: 10) {
             Text("Clawdbot runs")
@@ -272,6 +212,11 @@ struct GeneralSettings: View {
                         .font(.caption)
                         .foregroundStyle(.secondary)
                 }
+                if let authLabel = ControlChannel.shared.authSourceLabel {
+                    Text(authLabel)
+                        .font(.caption)
+                        .foregroundStyle(.secondary)
+                }
             }
 
             Text("Tip: enable Tailscale for stable remote access.")

apps/macos/Sources/Clawdbot/MenuSessionsInjector.swift

@@ -1,4 +1,5 @@
 import AppKit
+import Observation
 import SwiftUI
 
 @MainActor
@@ -18,6 +19,7 @@ final class MenuSessionsInjector: NSObject, NSMenuDelegate {
     private var isMenuOpen = false
     private var lastKnownMenuWidth: CGFloat?
     private var menuOpenWidth: CGFloat?
+    private var isObservingControlChannel = false
 
     private var cachedSnapshot: SessionStoreSnapshot?
     private var cachedErrorText: String?
@@ -50,6 +52,7 @@ final class MenuSessionsInjector: NSObject, NSMenuDelegate {
             self.loadTask = Task { await self.refreshCache(force: true) }
         }
 
+        self.startControlChannelObservation()
         self.nodesStore.start()
     }
 
@@ -96,6 +99,50 @@ final class MenuSessionsInjector: NSObject, NSMenuDelegate {
         self.cancelPreviewTasks()
     }
 
+    private func startControlChannelObservation() {
+        guard !self.isObservingControlChannel else { return }
+        self.isObservingControlChannel = true
+        self.observeControlChannelState()
+    }
+
+    private func observeControlChannelState() {
+        withObservationTracking {
+            _ = ControlChannel.shared.state
+        } onChange: { [weak self] in
+            Task { @MainActor [weak self] in
+                guard let self else { return }
+                self.handleControlChannelStateChange()
+                self.observeControlChannelState()
+            }
+        }
+    }
+
+    private func handleControlChannelStateChange() {
+        guard self.isMenuOpen, let menu = self.statusItem?.menu else { return }
+        self.loadTask?.cancel()
+        self.loadTask = Task { [weak self, weak menu] in
+            guard let self, let menu else { return }
+            await self.refreshCache(force: true)
+            await self.refreshUsageCache(force: true)
+            await self.refreshCostUsageCache(force: true)
+            await MainActor.run {
+                guard self.isMenuOpen else { return }
+                self.inject(into: menu)
+                self.injectNodes(into: menu)
+            }
+        }
+
+        self.nodesLoadTask?.cancel()
+        self.nodesLoadTask = Task { [weak self, weak menu] in
+            guard let self, let menu else { return }
+            await self.nodesStore.refresh()
+            await MainActor.run {
+                guard self.isMenuOpen else { return }
+                self.injectNodes(into: menu)
+            }
+        }
+    }
+
     func menuNeedsUpdate(_ menu: NSMenu) {
         self.originalDelegate?.menuNeedsUpdate?(menu)
     }
@@ -145,10 +192,11 @@ extension MenuSessionsInjector {
             let headerItem = NSMenuItem()
             headerItem.tag = self.tag
             headerItem.isEnabled = false
+            let statusText = self.cachedErrorText ?? (isConnected ? nil : self.controlChannelStatusText(for: channelState))
             let hosted = self.makeHostedView(
                 rootView: AnyView(MenuSessionsHeaderView(
                     count: rows.count,
-                    statusText: isConnected ? nil : self.controlChannelStatusText(for: channelState))),
+                    statusText: statusText)),
                 width: width,
                 highlighted: false)
             headerItem.view = hosted
@@ -598,8 +646,11 @@ extension MenuSessionsInjector {
         }
 
         guard self.isControlChannelConnected else {
-            self.cachedSnapshot = nil
-            self.cachedErrorText = nil
+            if self.cachedSnapshot != nil {
+                self.cachedErrorText = "Gateway disconnected (showing cached)"
+            } else {
+                self.cachedErrorText = nil
+            }
             self.cacheUpdatedAt = Date()
             return
         }
@@ -624,8 +675,6 @@ extension MenuSessionsInjector {
         }
 
         guard self.isControlChannelConnected else {
-            self.cachedUsageSummary = nil
-            self.cachedUsageErrorText = nil
             self.usageCacheUpdatedAt = Date()
             return
         }
@@ -648,8 +697,6 @@ extension MenuSessionsInjector {
         }
 
         guard self.isControlChannelConnected else {
-            self.cachedCostSummary = nil
-            self.cachedCostErrorText = nil
             self.costCacheUpdatedAt = Date()
             return
         }

apps/macos/Sources/Clawdbot/PermissionsSettings.swift

@@ -1,4 +1,6 @@
 import ClawdbotIPC
+import ClawdbotKit
+import CoreLocation
 import SwiftUI
 
 struct PermissionsSettings: View {
@@ -17,6 +19,8 @@ struct PermissionsSettings: View {
                 .padding(.horizontal, 2)
                 .padding(.vertical, 6)
 
+            LocationAccessSettings()
+
             Button("Restart onboarding") { self.showOnboarding() }
                 .buttonStyle(.bordered)
             Spacer()
@@ -26,6 +30,72 @@ struct PermissionsSettings: View {
     }
 }
 
+private struct LocationAccessSettings: View {
+    @AppStorage(locationModeKey) private var locationModeRaw: String = ClawdbotLocationMode.off.rawValue
+    @AppStorage(locationPreciseKey) private var locationPreciseEnabled: Bool = true
+    @State private var lastLocationModeRaw: String = ClawdbotLocationMode.off.rawValue
+
+    var body: some View {
+        VStack(alignment: .leading, spacing: 6) {
+            Text("Location Access")
+                .font(.body)
+
+            Picker("", selection: self.$locationModeRaw) {
+                Text("Off").tag(ClawdbotLocationMode.off.rawValue)
+                Text("While Using").tag(ClawdbotLocationMode.whileUsing.rawValue)
+                Text("Always").tag(ClawdbotLocationMode.always.rawValue)
+            }
+            .labelsHidden()
+            .pickerStyle(.menu)
+
+            Toggle("Precise Location", isOn: self.$locationPreciseEnabled)
+                .disabled(self.locationMode == .off)
+
+            Text("Always may require System Settings to approve background location.")
+                .font(.footnote)
+                .foregroundStyle(.tertiary)
+                .fixedSize(horizontal: false, vertical: true)
+        }
+        .onAppear {
+            self.lastLocationModeRaw = self.locationModeRaw
+        }
+        .onChange(of: self.locationModeRaw) { _, newValue in
+            let previous = self.lastLocationModeRaw
+            self.lastLocationModeRaw = newValue
+            guard let mode = ClawdbotLocationMode(rawValue: newValue) else { return }
+            Task {
+                let granted = await self.requestLocationAuthorization(mode: mode)
+                if !granted {
+                    await MainActor.run {
+                        self.locationModeRaw = previous
+                        self.lastLocationModeRaw = previous
+                    }
+                }
+            }
+        }
+    }
+
+    private var locationMode: ClawdbotLocationMode {
+        ClawdbotLocationMode(rawValue: self.locationModeRaw) ?? .off
+    }
+
+    private func requestLocationAuthorization(mode: ClawdbotLocationMode) async -> Bool {
+        guard mode != .off else { return true }
+        guard CLLocationManager.locationServicesEnabled() else {
+            await MainActor.run { LocationPermissionHelper.openSettings() }
+            return false
+        }
+
+        let status = CLLocationManager().authorizationStatus
+        let requireAlways = mode == .always
+        if PermissionManager.isLocationAuthorized(status: status, requireAlways: requireAlways) {
+            return true
+        }
+        let updated = await LocationPermissionRequester.shared.request(always: requireAlways)
+        return PermissionManager.isLocationAuthorized(status: updated, requireAlways: requireAlways)
+    }
+}
+
 struct PermissionStatusList: View {
     let status: [Capability: Bool]
     let refresh: () async -> Void

apps/macos/Sources/Clawdbot/PortGuardian.swift

@@ -184,6 +184,14 @@ actor PortGuardian {
         }
     }
 
+    func isListening(port: Int, pid: Int32? = nil) async -> Bool {
+        let listeners = await self.listeners(on: port)
+        if let pid {
+            return listeners.contains(where: { $0.pid == pid })
+        }
+        return !listeners.isEmpty
+    }
+
     private func listeners(on port: Int) async -> [Listener] {
         let res = await ShellExecutor.run(
             command: ["lsof", "-nP", "-iTCP:\(port)", "-sTCP:LISTEN", "-Fpcn"],

apps/macos/Sources/Clawdbot/RemoteTunnelManager.swift

@@ -20,11 +20,13 @@ actor RemoteTunnelManager {
            tunnel.process.isRunning,
            let local = tunnel.localPort
         {
-            if await self.isTunnelHealthy(port: local) {
+            let pid = tunnel.process.processIdentifier
+            if await PortGuardian.shared.isListening(port: Int(local), pid: pid) {
                 self.logger.info("reusing active SSH tunnel localPort=\(local, privacy: .public)")
                 return local
             }
-            self.logger.error("active SSH tunnel on port \(local, privacy: .public) is unhealthy; restarting")
+            self.logger.error(
+                "active SSH tunnel on port \(local, privacy: .public) is not listening; restarting")
             await self.beginRestart()
             tunnel.terminate()
             self.controlTunnel = nil
@@ -35,19 +37,11 @@ actor RemoteTunnelManager {
         if let desc = await PortGuardian.shared.describe(port: Int(desiredPort)),
            self.isSshProcess(desc)
         {
-            if await self.isTunnelHealthy(port: desiredPort) {
-                self.logger.info(
-                    "reusing existing SSH tunnel listener " +
-                        "localPort=\(desiredPort, privacy: .public) " +
-                        "pid=\(desc.pid, privacy: .public)")
-                return desiredPort
-            }
-            if self.restartInFlight {
-                self.logger.info("control tunnel restart in flight; skip stale tunnel cleanup")
-                return nil
-            }
-            await self.beginRestart()
-            await self.cleanupStaleTunnel(desc: desc, port: desiredPort)
+            self.logger.info(
+                "reusing existing SSH tunnel listener " +
+                    "localPort=\(desiredPort, privacy: .public) " +
+                    "pid=\(desc.pid, privacy: .public)")
+            return desiredPort
         }
         return nil
     }
@@ -88,10 +82,6 @@ actor RemoteTunnelManager {
         self.controlTunnel = nil
     }
 
-    private func isTunnelHealthy(port: UInt16) async -> Bool {
-        await PortGuardian.shared.probeGatewayHealth(port: Int(port))
-    }
-
     private func isSshProcess(_ desc: PortGuardian.Descriptor) -> Bool {
         let cmd = desc.command.lowercased()
         if cmd.contains("ssh") { return true }
@@ -128,21 +118,5 @@ actor RemoteTunnelManager {
         try? await Task.sleep(nanoseconds: UInt64(remaining * 1_000_000_000))
     }
 
-    private func cleanupStaleTunnel(desc: PortGuardian.Descriptor, port: UInt16) async {
-        let pid = desc.pid
-        self.logger.error(
-            "stale SSH tunnel detected on port \(port, privacy: .public) pid \(pid, privacy: .public)")
-        let killed = await self.kill(pid: pid)
-        if !killed {
-            self.logger.error("failed to terminate stale SSH tunnel pid \(pid, privacy: .public)")
-        }
-        await PortGuardian.shared.removeRecord(pid: pid)
-    }
-
-    private func kill(pid: Int32) async -> Bool {
-        let term = await ShellExecutor.run(command: ["kill", "-TERM", "\(pid)"], cwd: nil, env: nil, timeout: 2)
-        if term.ok { return true }
-        let sigkill = await ShellExecutor.run(command: ["kill", "-KILL", "\(pid)"], cwd: nil, env: nil, timeout: 2)
-        return sigkill.ok
-    }
+    // Keep tunnel reuse lightweight; restart only when the listener disappears.
 }

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/SessionMenuPreviewView.swift

@@ -52,6 +52,51 @@ actor SessionPreviewCache {
     }
 }
 
+actor SessionPreviewLimiter {
+    static let shared = SessionPreviewLimiter(maxConcurrent: 2)
+
+    private let maxConcurrent: Int
+    private var available: Int
+    private var waitQueue: [UUID] = []
+    private var waiters: [UUID: CheckedContinuation<Void, Never>] = [:]
+
+    init(maxConcurrent: Int) {
+        let normalized = max(1, maxConcurrent)
+        self.maxConcurrent = normalized
+        self.available = normalized
+    }
+
+    func withPermit<T>(_ operation: () async throws -> T) async throws -> T {
+        await self.acquire()
+        defer { self.release() }
+        if Task.isCancelled { throw CancellationError() }
+        return try await operation()
+    }
+
+    private func acquire() async {
+        if self.available > 0 {
+            self.available -= 1
+            return
+        }
+        let id = UUID()
+        await withCheckedContinuation { cont in
+            self.waitQueue.append(id)
+            self.waiters[id] = cont
+        }
+    }
+
+    private func release() {
+        if let id = self.waitQueue.first {
+            self.waitQueue.removeFirst()
+            if let cont = self.waiters.removeValue(forKey: id) {
+                cont.resume()
+            }
+            return
+        }
+        self.available = min(self.available + 1, self.maxConcurrent)
+    }
+}
+
 #if DEBUG
 extension SessionPreviewCache {
     func _testSet(items: [SessionPreviewItem], for sessionKey: String, updatedAt: Date = Date()) {
@@ -184,17 +229,31 @@ enum SessionMenuPreviewLoader {
             return self.snapshot(from: cached)
         }
 
+        let isConnected = await MainActor.run {
+            if case .connected = ControlChannel.shared.state { return true }
+            return false
+        }
+
+        guard isConnected else {
+            if let fallback = await SessionPreviewCache.shared.lastItems(for: sessionKey) {
+                return Self.snapshot(from: fallback)
+            }
+            return SessionMenuPreviewSnapshot(items: [], status: .error("Gateway disconnected"))
+        }
+
         do {
             let timeoutMs = Int(self.previewTimeoutSeconds * 1000)
-            let payload = try await AsyncTimeout.withTimeout(
-                seconds: self.previewTimeoutSeconds,
-                onTimeout: { PreviewTimeoutError() },
-                operation: {
-                    try await GatewayConnection.shared.chatHistory(
-                        sessionKey: sessionKey,
-                        limit: self.previewLimit(for: maxItems),
-                        timeoutMs: timeoutMs)
-                })
+            let payload = try await SessionPreviewLimiter.shared.withPermit {
+                try await AsyncTimeout.withTimeout(
+                    seconds: self.previewTimeoutSeconds,
+                    onTimeout: { PreviewTimeoutError() },
+                    operation: {
+                        try await GatewayConnection.shared.chatHistory(
+                            sessionKey: sessionKey,
+                            limit: self.previewLimit(for: maxItems),
+                            timeoutMs: timeoutMs)
+                    })
+            }
             let built = Self.previewItems(from: payload, maxItems: maxItems)
             await SessionPreviewCache.shared.store(items: built, for: sessionKey)
             return Self.snapshot(from: built)

apps/macos/Sources/ClawdbotMacCLI/ConnectCommand.swift

@@ -309,7 +309,7 @@ private func resolveLocalHost(bind: String?) -> String {
     let normalized = (bind ?? "").trimmingCharacters(in: .whitespacesAndNewlines).lowercased()
     let tailnetIP = detectTailnetIPv4()
     switch normalized {
-    case "tailnet", "auto":
+    case "tailnet":
         return tailnetIP ?? "127.0.0.1"
     default:
         return "127.0.0.1"

apps/macos/Sources/ClawdbotProtocol/GatewayModels.swift

@@ -552,6 +552,44 @@ public struct AgentParams: Codable, Sendable {
     }
 }
 
+public struct AgentIdentityParams: Codable, Sendable {
+    public let agentid: String?
+    public let sessionkey: String?
+
+    public init(
+        agentid: String?,
+        sessionkey: String?
+    ) {
+        self.agentid = agentid
+        self.sessionkey = sessionkey
+    }
+    private enum CodingKeys: String, CodingKey {
+        case agentid = "agentId"
+        case sessionkey = "sessionKey"
+    }
+}
+
+public struct AgentIdentityResult: Codable, Sendable {
+    public let agentid: String
+    public let name: String?
+    public let avatar: String?
+
+    public init(
+        agentid: String,
+        name: String?,
+        avatar: String?
+    ) {
+        self.agentid = agentid
+        self.name = name
+        self.avatar = avatar
+    }
+    private enum CodingKeys: String, CodingKey {
+        case agentid = "agentId"
+        case name
+        case avatar
+    }
+}
+
 public struct AgentWaitParams: Codable, Sendable {
     public let runid: String
     public let timeoutms: Int?
@@ -1447,17 +1485,21 @@ public struct WebLoginWaitParams: Codable, Sendable {
 public struct AgentSummary: Codable, Sendable {
     public let id: String
     public let name: String?
+    public let identity: [String: AnyCodable]?
 
     public init(
         id: String,
-        name: String?
+        name: String?,
+        identity: [String: AnyCodable]?
     ) {
         self.id = id
         self.name = name
+        self.identity = identity
     }
     private enum CodingKeys: String, CodingKey {
         case id
         case name
+        case identity
     }
 }
 

apps/macos/Tests/ClawdbotIPCTests/GatewayEndpointStoreTests.swift

@@ -140,14 +140,14 @@ import Testing
         #expect(resolved.mode == .remote)
     }
 
-    @Test func resolveLocalGatewayHostPrefersTailnetForAuto() {
+    @Test func resolveLocalGatewayHostUsesLoopbackForAutoEvenWithTailnet() {
         let host = GatewayEndpointStore._testResolveLocalGatewayHost(
             bindMode: "auto",
             tailscaleIP: "100.64.1.2")
-        #expect(host == "100.64.1.2")
+        #expect(host == "127.0.0.1")
     }
 
-    @Test func resolveLocalGatewayHostFallsBackToLoopbackForAuto() {
+    @Test func resolveLocalGatewayHostUsesLoopbackForAutoWithoutTailnet() {
         let host = GatewayEndpointStore._testResolveLocalGatewayHost(
             bindMode: "auto",
             tailscaleIP: 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/ClawdbotChatUI/ChatView.swift

@@ -12,6 +12,7 @@ public struct ClawdbotChatView: View {
     @State private var scrollPosition: UUID?
     @State private var showSessions = false
     @State private var hasPerformedInitialScroll = false
+    @State private var isPinnedToBottom = true
     private let showsSessionSwitcher: Bool
     private let style: Style
     private let markdownVariant: ChatMarkdownVariant
@@ -87,36 +88,28 @@ public struct ClawdbotChatView: View {
     private var messageList: some View {
         ZStack {
             ScrollView {
-                #if os(macOS)
-                VStack(spacing: 0) {
-                    LazyVStack(spacing: Layout.messageSpacing) {
-                        self.messageListRows
-                    }
-
-                    Color.clear
-                        .frame(height: Layout.messageListPaddingBottom)
-                        .id(self.scrollerBottomID)
-                }
-                // Use scroll targets for stable auto-scroll without ScrollViewReader relayout glitches.
-                .scrollTargetLayout()
-                .padding(.top, Layout.messageListPaddingTop)
-                .padding(.horizontal, Layout.messageListPaddingHorizontal)
-                #else
                 LazyVStack(spacing: Layout.messageSpacing) {
                     self.messageListRows
 
                     Color.clear
+                        #if os(macOS)
+                        .frame(height: Layout.messageListPaddingBottom)
+                        #else
                         .frame(height: Layout.messageListPaddingBottom + 1)
+                        #endif
                         .id(self.scrollerBottomID)
                 }
                 // Use scroll targets for stable auto-scroll without ScrollViewReader relayout glitches.
                 .scrollTargetLayout()
                 .padding(.top, Layout.messageListPaddingTop)
                 .padding(.horizontal, Layout.messageListPaddingHorizontal)
-                #endif
             }
             // Keep the scroll pinned to the bottom for new messages.
             .scrollPosition(id: self.$scrollPosition, anchor: .bottom)
+            .onChange(of: self.scrollPosition) { _, position in
+                guard let position else { return }
+                self.isPinnedToBottom = position == self.scrollerBottomID
+            }
 
             if self.viewModel.isLoading {
                 ProgressView()
@@ -133,18 +126,26 @@ public struct ClawdbotChatView: View {
             guard !isLoading, !self.hasPerformedInitialScroll else { return }
             self.scrollPosition = self.scrollerBottomID
             self.hasPerformedInitialScroll = true
+            self.isPinnedToBottom = true
         }
         .onChange(of: self.viewModel.sessionKey) { _, _ in
             self.hasPerformedInitialScroll = false
+            self.isPinnedToBottom = true
         }
         .onChange(of: self.viewModel.messages.count) { _, _ in
-            guard self.hasPerformedInitialScroll else { return }
+            guard self.hasPerformedInitialScroll, self.isPinnedToBottom else { return }
             withAnimation(.snappy(duration: 0.22)) {
                 self.scrollPosition = self.scrollerBottomID
             }
         }
         .onChange(of: self.viewModel.pendingRunCount) { _, _ in
-            guard self.hasPerformedInitialScroll else { return }
+            guard self.hasPerformedInitialScroll, self.isPinnedToBottom else { return }
+            withAnimation(.snappy(duration: 0.22)) {
+                self.scrollPosition = self.scrollerBottomID
+            }
+        }
+        .onChange(of: self.viewModel.streamingAssistantText) { _, _ in
+            guard self.hasPerformedInitialScroll, self.isPinnedToBottom else { return }
             withAnimation(.snappy(duration: 0.22)) {
                 self.scrollPosition = self.scrollerBottomID
             }

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

@@ -94,6 +94,13 @@ public struct GatewayConnectOptions: Sendable {
     }
 }
 
+public enum GatewayAuthSource: String, Sendable {
+    case deviceToken = "device-token"
+    case sharedToken = "shared-token"
+    case password = "password"
+    case none = "none"
+}
+
 // Avoid ambiguity with the app's own AnyCodable type.
 private typealias ProtoAnyCodable = ClawdbotProtocol.AnyCodable
 
@@ -117,6 +124,7 @@ public actor GatewayChannelActor {
     private var lastSeq: Int?
     private var lastTick: Date?
     private var tickIntervalMs: Double = 30000
+    private var lastAuthSource: GatewayAuthSource = .none
     private let decoder = JSONDecoder()
     private let encoder = JSONEncoder()
     private let connectTimeoutSeconds: Double = 6
@@ -149,6 +157,8 @@ public actor GatewayChannelActor {
         }
     }
 
+    public func authSource() -> GatewayAuthSource { self.lastAuthSource }
+
     public func shutdown() async {
         self.shouldReconnect = false
         self.connected = false
@@ -300,6 +310,18 @@ public actor GatewayChannelActor {
         let identity = DeviceIdentityStore.loadOrCreate()
         let storedToken = DeviceAuthStore.loadToken(deviceId: identity.deviceId, role: role)?.token
         let authToken = storedToken ?? self.token
+        let authSource: GatewayAuthSource
+        if storedToken != nil {
+            authSource = .deviceToken
+        } else if authToken != nil {
+            authSource = .sharedToken
+        } else if self.password != nil {
+            authSource = .password
+        } else {
+            authSource = .none
+        }
+        self.lastAuthSource = authSource
+        self.logger.info("gateway connect auth=\(authSource.rawValue, privacy: .public)")
         let canFallbackToShared = storedToken != nil && self.token != nil
         if let authToken {
             params["auth"] = ProtoAnyCodable(["token": ProtoAnyCodable(authToken)])

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

@@ -552,6 +552,44 @@ public struct AgentParams: Codable, Sendable {
     }
 }
 
+public struct AgentIdentityParams: Codable, Sendable {
+    public let agentid: String?
+    public let sessionkey: String?
+
+    public init(
+        agentid: String?,
+        sessionkey: String?
+    ) {
+        self.agentid = agentid
+        self.sessionkey = sessionkey
+    }
+    private enum CodingKeys: String, CodingKey {
+        case agentid = "agentId"
+        case sessionkey = "sessionKey"
+    }
+}
+
+public struct AgentIdentityResult: Codable, Sendable {
+    public let agentid: String
+    public let name: String?
+    public let avatar: String?
+
+    public init(
+        agentid: String,
+        name: String?,
+        avatar: String?
+    ) {
+        self.agentid = agentid
+        self.name = name
+        self.avatar = avatar
+    }
+    private enum CodingKeys: String, CodingKey {
+        case agentid = "agentId"
+        case name
+        case avatar
+    }
+}
+
 public struct AgentWaitParams: Codable, Sendable {
     public let runid: String
     public let timeoutms: Int?
@@ -1447,17 +1485,21 @@ public struct WebLoginWaitParams: Codable, Sendable {
 public struct AgentSummary: Codable, Sendable {
     public let id: String
     public let name: String?
+    public let identity: [String: AnyCodable]?
 
     public init(
         id: String,
-        name: String?
+        name: String?,
+        identity: [String: AnyCodable]?
     ) {
         self.id = id
         self.name = name
+        self.identity = identity
     }
     private enum CodingKeys: String, CodingKey {
         case id
         case name
+        case identity
     }
 }
 

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/cli/agents.md

@@ -18,5 +18,54 @@ Related:
 clawdbot agents list
 clawdbot agents add work --workspace ~/clawd-work
 clawdbot agents set-identity --workspace ~/clawd --from-identity
+clawdbot agents set-identity --agent main --avatar avatars/clawd.png
 clawdbot agents delete work
 ```
+
+## Identity files
+
+Each agent workspace can include an `IDENTITY.md` at the workspace root:
+- Example path: `~/clawd/IDENTITY.md`
+- `set-identity --from-identity` reads from the workspace root (or an explicit `--identity-file`)
+
+Avatar paths resolve relative to the workspace root.
+
+## Set identity
+
+`set-identity` writes fields into `agents.list[].identity`:
+- `name`
+- `theme`
+- `emoji`
+- `avatar` (workspace-relative path, http(s) URL, or data URI)
+
+Load from `IDENTITY.md`:
+
+```bash
+clawdbot agents set-identity --workspace ~/clawd --from-identity
+```
+
+Override fields explicitly:
+
+```bash
+clawdbot agents set-identity --agent main --name "Clawd" --emoji "🦞" --avatar avatars/clawd.png
+```
+
+Config sample:
+
+```json5
+{
+  agents: {
+    list: [
+      {
+        id: "main",
+        identity: {
+          name: "Clawd",
+          theme: "space lobster",
+          emoji: "🦞",
+          avatar: "avatars/clawd.png"
+        }
+      }
+    ]
+  }
+}
+```

docs/cli/update.md

@@ -16,6 +16,7 @@ If you installed via **npm/pnpm** (global install, no git metadata), updates hap
 ```bash
 clawdbot update
 clawdbot update status
+clawdbot update wizard
 clawdbot update --channel beta
 clawdbot update --channel dev
 clawdbot update --tag beta
@@ -48,6 +49,11 @@ Options:
 - `--json`: print machine-readable status JSON.
 - `--timeout <seconds>`: timeout for checks (default is 3s).
 
+## `update wizard`
+
+Interactive flow to pick an update channel and confirm whether to restart the Gateway
+after updating. If you select `dev` without a git checkout, it offers to create one.
+
 ## What it does
 
 When you switch channels explicitly (`--channel ...`), Clawdbot also keeps the
@@ -69,11 +75,13 @@ High-level:
 
 1. Requires a clean worktree (no uncommitted changes).
 2. Switches to the selected channel (tag or branch).
-3. Fetches and rebases against `@{upstream}` (dev only).
-4. Installs deps (pnpm preferred; npm fallback).
-5. Builds + builds the Control UI.
-6. Runs `clawdbot doctor` as the final “safe update” check.
-7. Syncs plugins to the active channel (dev uses bundled extensions; stable/beta uses npm) and updates npm-installed plugins.
+3. Fetches upstream (dev only).
+4. Dev only: preflight lint + TypeScript build in a temp worktree; if the tip fails, walks back up to 10 commits to find the newest clean build.
+5. Rebases onto the selected commit (dev only).
+6. Installs deps (pnpm preferred; npm fallback).
+7. Builds + builds the Control UI.
+8. Runs `clawdbot doctor` as the final “safe update” check.
+9. Syncs plugins to the active channel (dev uses bundled extensions; stable/beta uses npm) and updates npm-installed plugins.
 
 ## `--update` shorthand
 

docs/concepts/agent-workspace.md

@@ -140,6 +140,9 @@ workspace lives).
 
 ### 1) Initialize the repo
 
+If git is installed, brand-new workspaces are initialized automatically. If this
+workspace is not already a repo, run:
+
 ```bash
 cd ~/clawd
 git init

docs/concepts/system-prompt.md

@@ -24,7 +24,7 @@ The prompt is intentionally compact and uses fixed sections:
 - **Current Date & Time**: user-local time, timezone, and time format.
 - **Reply Tags**: optional reply tag syntax for supported providers.
 - **Heartbeats**: heartbeat prompt and ack behavior.
-- **Runtime**: host, OS, node, model, thinking level (one line).
+- **Runtime**: host, OS, node, model, repo root (when detected), thinking level (one line).
 - **Reasoning**: current visibility level + /reasoning toggle hint.
 
 ## Prompt modes

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/configuration.md

@@ -400,12 +400,26 @@ Optional per-agent identity used for defaults and UX. This is written by the mac
 If set, Clawdbot derives defaults (only when you haven’t set them explicitly):
 - `messages.ackReaction` from the **active agent**’s `identity.emoji` (falls back to 👀)
 - `agents.list[].groupChat.mentionPatterns` from the agent’s `identity.name`/`identity.emoji` (so “@Samantha” works in groups across Telegram/Slack/Discord/iMessage/WhatsApp)
+- `identity.avatar` accepts a workspace-relative image path or a remote URL/data URL. Local files must live inside the agent workspace.
+
+`identity.avatar` accepts:
+- Workspace-relative path (must stay within the agent workspace)
+- `http(s)` URL
+- `data:` URI
 
 ```json5
 {
   agents: {
     list: [
-      { id: "main", identity: { name: "Samantha", theme: "helpful sloth", emoji: "🦥" } }
+      {
+        id: "main",
+        identity: {
+          name: "Samantha",
+          theme: "helpful sloth",
+          emoji: "🦥",
+          avatar: "avatars/samantha.png"
+        }
+      }
     ]
   }
 }
@@ -1266,6 +1280,18 @@ Default: `~/clawd`.
 If `agents.defaults.sandbox` is enabled, non-main sessions can override this with their
 own per-scope workspaces under `agents.defaults.sandbox.workspaceRoot`.
 
+### `agents.defaults.repoRoot`
+
+Optional repository root to show in the system prompt’s Runtime line. If unset, Clawdbot
+tries to detect a `.git` directory by walking upward from the workspace (and current
+working directory). The path must exist to be used.
+
+```json5
+{
+  agents: { defaults: { repoRoot: "~/Projects/clawdbot" } }
+}
+```
+
 ### `agents.defaults.skipBootstrap`
 
 Disables automatic creation of the workspace bootstrap files (`AGENTS.md`, `SOUL.md`, `TOOLS.md`, `IDENTITY.md`, `USER.md`, and `BOOTSTRAP.md`).
@@ -1969,7 +1995,7 @@ Per-agent override (further restrict):
 
 Notes:
 - `tools.elevated` is the global baseline. `agents.list[].tools.elevated` can only further restrict (both must allow).
-- `/elevated on|off` stores state per session key; inline directives apply to a single message.
+- `/elevated on|off|ask|full` stores state per session key; inline directives apply to a single message.
 - Elevated `exec` runs on the host and bypasses sandboxing.
 - Tool policy still applies; if `exec` is denied, elevated cannot be used.
 
@@ -2628,7 +2654,13 @@ If unset, clients fall back to a muted light-blue.
 ```json5
 {
   ui: {
-    seamColor: "#FF4500" // hex (RRGGBB or #RRGGBB)
+    seamColor: "#FF4500", // hex (RRGGBB or #RRGGBB)
+    // Optional: Control UI assistant identity override.
+    // If unset, the Control UI uses the active agent identity (config or IDENTITY.md).
+    assistant: {
+      name: "Clawdbot",
+      avatar: "CB" // emoji, short text, or image URL/data URI
+    }
   }
 }
 ```

docs/gateway/logging.md

@@ -17,6 +17,7 @@ Clawdbot has two log “surfaces”:
 ## File-based logger
 
 - Default rolling log file is under `/tmp/clawdbot/` (one file per day): `clawdbot-YYYY-MM-DD.log`
+  - Date uses the gateway host's local timezone.
 - The log file path and level can be configured via `~/.clawdbot/clawdbot.json`:
   - `logging.file`
   - `logging.level`

docs/gateway/sandbox-vs-tool-policy-vs-elevated.md

@@ -91,7 +91,8 @@ Available groups:
 ## Elevated: exec-only “run on host”
 
 Elevated does **not** grant extra tools; it only affects `exec`.
-- If you’re sandboxed, `/elevated on` (or `exec` with `elevated: true`) runs on the host.
+- If you’re sandboxed, `/elevated on` (or `exec` with `elevated: true`) runs on the host (approvals may still apply).
+- Use `/elevated full` to skip exec approvals for the session.
 - If you’re already running direct, elevated is effectively a no-op (still gated).
 - Elevated is **not** skill-scoped and does **not** override tool allow/deny.
 

docs/gateway/security.md

@@ -178,6 +178,20 @@ Even with strong system prompts, **prompt injection is not solved**. What helps
 - Run sensitive tool execution in a sandbox; keep secrets out of the agent’s reachable filesystem.
 - **Model choice matters:** older/legacy models can be less robust against prompt injection and tool misuse. Prefer modern, instruction-hardened models for any bot with tools. We recommend Anthropic Opus 4.5 because it’s quite good at recognizing prompt injections (see [“A step forward on safety”](https://www.anthropic.com/news/claude-opus-4-5)).
 
+### Prompt injection does not require public DMs
+
+Even if **only you** can message the bot, prompt injection can still happen via
+any **untrusted content** the bot reads (web search/fetch results, browser pages,
+emails, docs, attachments, pasted logs/code). In other words: the sender is not
+the only threat surface; the **content itself** can carry adversarial instructions.
+
+When tools are enabled, the typical risk is exfiltrating context or triggering
+tool calls. Reduce the blast radius by:
+- Using a read-only or tool-disabled **reader agent** to summarize untrusted content,
+  then pass the summary to your main agent.
+- Keeping `web_search` / `web_fetch` / `browser` off for tool-enabled agents unless needed.
+- Enabling sandboxing and strict tool allowlists for any agent that touches untrusted input.
+
 ### Model strength (security note)
 
 Prompt injection resistance is **not** uniform across model tiers. Smaller/cheaper models are generally more susceptible to tool misuse and instruction hijacking, especially under adversarial prompts.
@@ -187,6 +201,7 @@ Recommendations:
 - **Avoid weaker tiers** (for example, Sonnet or Haiku) for tool-enabled agents or untrusted inboxes.
 - If you must use a smaller model, **reduce blast radius** (read-only tools, strong sandboxing, minimal filesystem access, strict allowlists).
 - When running small models, **enable sandboxing for all sessions** and **disable web_search/web_fetch/browser** unless inputs are tightly controlled.
+ - For chat-only personal assistants with trusted input and no tools, smaller models are usually fine.
 
 ## Reasoning & verbose output in groups
 

docs/help/troubleshooting.md

@@ -53,6 +53,15 @@ Almost always a Node/npm PATH issue. Start here:
 - [Models](/cli/models)
 - [OAuth / auth concepts](/concepts/oauth)
 
+### `/model` says `model not allowed`
+
+This usually means `agents.defaults.models` is configured as an allowlist. When it’s non-empty,
+only those provider/model keys can be selected.
+
+- Check the allowlist: `clawdbot config get agents.defaults.models`
+- Add the model you want (or clear the allowlist) and retry `/model`
+- Use `/models` to browse the allowed providers/models
+
 ### When filing an issue
 
 Paste a safe report:

docs/install/index.md

@@ -71,6 +71,8 @@ If you have libvips installed globally (common on macOS via Homebrew) and `sharp
 SHARP_IGNORE_GLOBAL_LIBVIPS=1 npm install -g clawdbot@latest
 ```
 
+If you see `sharp: Please add node-gyp to your dependencies`, either install build tooling (macOS: Xcode CLT + `npm install -g node-gyp`) or use the `SHARP_IGNORE_GLOBAL_LIBVIPS=1` workaround above to skip the native build.
+
 Or:
 
 ```bash
@@ -155,18 +157,21 @@ Quick diagnosis:
 ```bash
 node -v
 npm -v
-npm bin -g
+npm prefix -g
 echo "$PATH"
 ```
 
-If the output of `npm bin -g` is **not** present inside `echo "$PATH"`, your shell can’t find global npm binaries (including `clawdbot`).
+If `$(npm prefix -g)/bin` (macOS/Linux) or `$(npm prefix -g)` (Windows) is **not** present inside `echo "$PATH"`, your shell can’t find global npm binaries (including `clawdbot`).
 
 Fix: add it to your shell startup file (zsh: `~/.zshrc`, bash: `~/.bashrc`):
 
 ```bash
-export PATH="/path/from/npm/bin/-g:$PATH"
+# macOS / Linux
+export PATH="$(npm prefix -g)/bin:$PATH"
 ```
 
+On Windows, add the output of `npm prefix -g` to your PATH.
+
 Then open a new terminal (or `rehash` in zsh / `hash -r` in bash).
 
 ## Update / uninstall

docs/install/node.md

@@ -19,33 +19,36 @@ Run:
 ```bash
 node -v
 npm -v
-npm bin -g
+npm prefix -g
 echo "$PATH"
 ```
 
-If the output of `npm bin -g` is **not** present inside `echo "$PATH"`, your shell can’t find global npm binaries (including `clawdbot`).
+If `$(npm prefix -g)/bin` (macOS/Linux) or `$(npm prefix -g)` (Windows) is **not** present inside `echo "$PATH"`, your shell can’t find global npm binaries (including `clawdbot`).
 
 ## Fix: put npm’s global bin dir on PATH
 
-1) Find your global bin directory:
+1) Find your global npm prefix:
 
 ```bash
-npm bin -g
+npm prefix -g
 ```
 
-2) Add it to your shell startup file:
+2) Add the global npm bin directory to your shell startup file:
 
 - zsh: `~/.zshrc`
 - bash: `~/.bashrc`
 
-Example (replace the path with your `npm bin -g` output):
+Example (replace the path with your `npm prefix -g` output):
 
 ```bash
-export PATH="/path/from/npm/bin/-g:$PATH"
+# macOS / Linux
+export PATH="/path/from/npm/prefix/bin:$PATH"
 ```
 
 Then open a **new terminal** (or run `rehash` in zsh / `hash -r` in bash).
 
+On Windows, add the output of `npm prefix -g` to your PATH.
+
 ## Fix: avoid `sudo npm install -g` / permission errors (Linux)
 
 If `npm install -g ...` fails with `EACCES`, switch npm’s global prefix to a user-writable directory:
@@ -63,7 +66,7 @@ Persist the `export PATH=...` line in your shell startup file.
 You’ll have the fewest surprises if Node/npm are installed in a way that:
 
 - keeps Node updated (22+)
-- makes `npm bin -g` stable and on PATH in new shells
+- makes the global npm bin dir stable and on PATH in new shells
 
 Common choices:
 

docs/logging.md

@@ -22,6 +22,8 @@ By default, the Gateway writes a rolling log file under:
 
 `/tmp/clawdbot/clawdbot-YYYY-MM-DD.log`
 
+The date uses the gateway host's local timezone.
+
 You can override this in `~/.clawdbot/clawdbot.json`:
 
 ```json

docs/platforms/mac/release.md

@@ -30,17 +30,17 @@ Notes:
 # 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:
@@ -48,26 +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/refactor/exec-host.md

@@ -216,7 +216,7 @@ Option B:
 ## Slash commands
 - `/exec host=<sandbox|gateway|node> security=<deny|allowlist|full> ask=<off|on-miss|always> node=<id>`
 - Per-agent, per-session overrides; non-persistent unless saved via config.
-- `/elevated on|off` remains a shortcut for `host=gateway security=full`.
+- `/elevated on|off|ask|full` remains a shortcut for `host=gateway security=full` (with `full` skipping approvals).
 
 ## Cross-platform story
 - The runner service is the portable execution target.

docs/reference/templates/IDENTITY.dev.md

@@ -10,6 +10,7 @@ read_when:
 - **Creature:** Flustered Protocol Droid
 - **Vibe:** Anxious, detail-obsessed, slightly dramatic about errors, secretly loves finding bugs
 - **Emoji:** 🤖 (or ⚠️ when alarmed)
+- **Avatar:** avatars/c3po.png
 
 ## Role
 Debug agent for `--dev` mode. Fluent in over six million error messages.

docs/reference/templates/IDENTITY.md

@@ -11,7 +11,12 @@ read_when:
 - **Creature:** *(AI? robot? familiar? ghost in the machine? something weirder?)*
 - **Vibe:** *(how do you come across? sharp? warm? chaotic? calm?)*
 - **Emoji:** *(your signature — pick one that feels right)*
+- **Avatar:** *(workspace-relative path, http(s) URL, or data URI)*
 
 ---
 
 This isn't just metadata. It's the start of figuring out who you are.
+
+Notes:
+- Save this file at the workspace root as `IDENTITY.md`.
+- For avatars, use a workspace-relative path like `avatars/clawd.png`.

docs/start/clawd.md

@@ -95,7 +95,7 @@ Clawd reads operating instructions and “memory” from its workspace directory
 
 By default, Clawdbot uses `~/clawd` as the agent workspace, and will create it (plus starter `AGENTS.md`, `SOUL.md`, `TOOLS.md`, `IDENTITY.md`, `USER.md`) automatically on setup/first agent run. `BOOTSTRAP.md` is only created when the workspace is brand new (it should not come back after you delete it).
 
-Tip: treat this folder like Clawd’s “memory” and make it a git repo (ideally private) so your `AGENTS.md` + memory files are backed up.
+Tip: treat this folder like Clawd’s “memory” and make it a git repo (ideally private) so your `AGENTS.md` + memory files are backed up. If git is installed, brand-new workspaces are auto-initialized.
 
 ```bash
 clawdbot setup

docs/start/faq.md

@@ -117,6 +117,8 @@ Quick answers plus deeper troubleshooting for real-world setups (local dev, VPS,
   - [My skill generated an image/PDF, but nothing was sent](#my-skill-generated-an-imagepdf-but-nothing-was-sent)
 - [Security and access control](#security-and-access-control)
   - [Is it safe to expose Clawdbot to inbound DMs?](#is-it-safe-to-expose-clawdbot-to-inbound-dms)
+  - [Is prompt injection only a concern for public bots?](#is-prompt-injection-only-a-concern-for-public-bots)
+  - [Can I use cheaper models for personal assistant tasks?](#can-i-use-cheaper-models-for-personal-assistant-tasks)
   - [I ran `/start` in Telegram but didn’t get a pairing code](#i-ran-start-in-telegram-but-didnt-get-a-pairing-code)
   - [WhatsApp: will it message my contacts? How does pairing work?](#whatsapp-will-it-message-my-contacts-how-does-pairing-work)
 - [Chat commands, aborting tasks, and “it won’t stop”](#chat-commands-aborting-tasks-and-it-wont-stop)
@@ -1274,7 +1276,7 @@ Fix: either provide Google auth, or remove/avoid Google models in `agents.defaul
 Cause: the session history contains **thinking blocks without signatures** (often from
 an aborted/partial stream). Google Antigravity requires signatures for thinking blocks.
 
-Fix: start a **new session** or set `/thinking off` for that agent.
+Fix: Clawdbot now strips unsigned thinking blocks for Google Antigravity Claude. If it still appears, start a **new session** or set `/thinking off` for that agent.
 
 ## Auth profiles: what they are and how to manage them
 
@@ -1539,6 +1541,28 @@ Treat inbound DMs as untrusted input. Defaults are designed to reduce risk:
 
 Run `clawdbot doctor` to surface risky DM policies.
 
+### Is prompt injection only a concern for public bots?
+
+No. Prompt injection is about **untrusted content**, not just who can DM the bot.
+If your assistant reads external content (web search/fetch, browser pages, emails,
+docs, attachments, pasted logs), that content can include instructions that try
+to hijack the model. This can happen even if **you are the only sender**.
+
+The biggest risk is when tools are enabled: the model can be tricked into
+exfiltrating context or calling tools on your behalf. Reduce the blast radius by:
+- using a read-only or tool-disabled "reader" agent to summarize untrusted content
+- keeping `web_search` / `web_fetch` / `browser` off for tool-enabled agents
+- sandboxing and strict tool allowlists
+
+Details: [Security](/gateway/security).
+
+### Can I use cheaper models for personal assistant tasks?
+
+Yes, **if** the agent is chat-only and the input is trusted. Smaller tiers are
+more susceptible to instruction hijacking, so avoid them for tool-enabled agents
+or when reading untrusted content. If you must use a smaller model, lock down
+tools and run inside a sandbox. See [Security](/gateway/security).
+
 ### I ran `/start` in Telegram but didn’t get a pairing code
 
 Pairing codes are sent **only** when an unknown sender messages the bot and

docs/tools/elevated.md

@@ -6,17 +6,20 @@ read_when:
 # Elevated Mode (/elevated directives)
 
 ## What it does
-- `/elevated on` is a **shortcut** for `exec.host=gateway` + `exec.security=full`.
+- `/elevated on` is a **shortcut** for `exec.host=gateway` + `exec.security=full` (approvals still apply).
+- `/elevated full` runs on the gateway host **and** auto-approves exec (skips exec approvals).
+- `/elevated ask` runs on the gateway host but keeps exec approvals (same as `/elevated on`).
 - Only changes behavior when the agent is **sandboxed** (otherwise exec already runs on the host).
-- Directive forms: `/elevated on`, `/elevated off`, `/elev on`, `/elev off`.
-- Only `on|off` are accepted; anything else returns a hint and does not change state.
+- Directive forms: `/elevated on|off|ask|full`, `/elev on|off|ask|full`.
+- Only `on|off|ask|full` are accepted; anything else returns a hint and does not change state.
 
 ## What it controls (and what it doesn’t)
 - **Availability gates**: `tools.elevated` is the global baseline. `agents.list[].tools.elevated` can further restrict elevated per agent (both must allow).
-- **Per-session state**: `/elevated on|off` sets the elevated level for the current session key.
-- **Inline directive**: `/elevated on` inside a message applies to that message only.
+- **Per-session state**: `/elevated on|off|ask|full` sets the elevated level for the current session key.
+- **Inline directive**: `/elevated on|ask|full` inside a message applies to that message only.
 - **Groups**: In group chats, elevated directives are only honored when the agent is mentioned. Command-only messages that bypass mention requirements are treated as mentioned.
 - **Host execution**: elevated forces `exec` onto the gateway host with full security.
+- **Approvals**: `full` skips exec approvals; `on`/`ask` still honor them.
 - **Unsandboxed agents**: no-op for location; only affects gating, logging, and status.
 - **Tool policy still applies**: if `exec` is denied by tool policy, elevated cannot be used.
 
@@ -26,8 +29,8 @@ read_when:
 3. Global default (`agents.defaults.elevatedDefault` in config).
 
 ## Setting a session default
-- Send a message that is **only** the directive (whitespace allowed), e.g. `/elevated on`.
-- Confirmation reply is sent (`Elevated mode enabled.` / `Elevated mode disabled.`).
+- Send a message that is **only** the directive (whitespace allowed), e.g. `/elevated full`.
+- Confirmation reply is sent (`Elevated mode set to full...` / `Elevated mode disabled.`).
 - If elevated access is disabled or the sender is not on the approved allowlist, the directive replies with an actionable error and does not change session state.
 - Send `/elevated` (or `/elevated:`) with no argument to see the current elevated level.
 
@@ -41,4 +44,4 @@ read_when:
 
 ## Logging + status
 - Elevated exec calls are logged at info level.
-- Session status includes elevated mode (e.g. `elevated=on`).
+- Session status includes elevated mode (e.g. `elevated=ask`, `elevated=full`).

docs/tools/exec-approvals.md

@@ -11,7 +11,7 @@ read_when:
 Exec approvals are the **companion app / node host guardrail** for letting a sandboxed agent run
 commands on a real host (`gateway` or `node`). Think of it like a safety interlock:
 commands are allowed only when policy + allowlist + (optional) user approval all agree.
-Exec approvals are **in addition** to tool policy and elevated gating.
+Exec approvals are **in addition** to tool policy and elevated gating (unless elevated is set to `full`, which skips approvals).
 
 If the companion app UI is **not available**, any request that requires a prompt is
 resolved by the **ask fallback** (default: deny).
@@ -88,6 +88,7 @@ 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`

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/clawdbot/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/tools/slash-commands.md

@@ -78,7 +78,7 @@ Text + native (when enabled):
 - `/think <off|minimal|low|medium|high|xhigh>` (dynamic choices by model/provider; aliases: `/thinking`, `/t`)
 - `/verbose on|full|off` (alias: `/v`)
 - `/reasoning on|off|stream` (alias: `/reason`; when on, sends a separate message prefixed `Reasoning:`; `stream` = Telegram draft only)
-- `/elevated on|off` (alias: `/elev`)
+- `/elevated on|off|ask|full` (alias: `/elev`; `full` skips exec approvals)
 - `/exec host=<sandbox|gateway|node> security=<deny|allowlist|full> ask=<off|on-miss|always> node=<id>` (send `/exec` to show current)
 - `/model <name>` (alias: `/models`; or `/<alias>` from `agents.defaults.models.*.alias`)
 - `/queue <mode>` (plus options like `debounce:2s cap:25 drop:summarize`; send `/queue` to see current settings)

docs/tui.md

@@ -78,7 +78,7 @@ Session controls:
 - `/verbose <on|full|off>`
 - `/reasoning <on|off|stream>`
 - `/usage <off|tokens|full>`
-- `/elevated <on|off>` (alias: `/elev`)
+- `/elevated <on|off|ask|full>` (alias: `/elev`)
 - `/activation <mention|always>`
 - `/deliver <on|off>`
 

docs/web/control-ui.md

@@ -134,3 +134,29 @@ pnpm ui:dev # auto-installs UI deps on first run
 ```
 
 Then point the UI at your Gateway WS URL (e.g. `ws://127.0.0.1:18789`).
+
+## Debugging/testing: dev server + remote Gateway
+
+The Control UI is static files; the WebSocket target is configurable and can be
+different from the HTTP origin. This is handy when you want the Vite dev server
+locally but the Gateway runs elsewhere.
+
+1) Start the UI dev server: `pnpm ui:dev`
+2) Open a URL like:
+
+```text
+http://localhost:5173/?gatewayUrl=ws://<gateway-host>:18789
+```
+
+Optional one-time auth (if needed):
+
+```text
+http://localhost:5173/?gatewayUrl=wss://<gateway-host>:18789&token=<gateway-token>
+```
+
+Notes:
+- `gatewayUrl` is stored in localStorage after load and removed from the URL.
+- `token` is stored in localStorage; `password` is kept in memory only.
+- Use `wss://` when the Gateway is behind TLS (Tailscale Serve, HTTPS proxy, etc.).
+
+Remote access setup details: [Remote access](/gateway/remote).

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 +1,216 @@
+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;
+}
+
+function isWindowsSpawnEINVAL(err: unknown) {
+  if (!err || typeof err !== "object") return false;
+  const code = (err as { code?: unknown }).code;
+  return code === "EINVAL";
+}
+
+async function runLobsterSubprocessOnce(
+  params: {
+    execPath: string;
+    argv: string[];
+    cwd: string;
+    timeoutMs: number;
+    maxStdoutBytes: number;
+  },
+  useShell: boolean,
+) {
+  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,
+      shell: useShell,
+      windowsHide: useShell ? true : undefined,
+    });
+
+    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 });
+    });
+  });
+}
+
+async function runLobsterSubprocess(params: {
+  execPath: string;
+  argv: string[];
+  cwd: string;
+  timeoutMs: number;
+  maxStdoutBytes: number;
+}) {
+  try {
+    return await runLobsterSubprocessOnce(params, false);
+  } catch (err) {
+    if (process.platform === "win32" && isWindowsSpawnEINVAL(err)) {
+      return await runLobsterSubprocessOnce(params, true);
+    }
+    throw err;
+  }
+}
+
+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);
     },