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DottaandPaperclip
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## Thinking Path > - Paperclip helps people manage AI agents for work. > - Slack setup creates a dedicated bot for an agent. > - The setup should upload that agent's avatar. > - The current upload asks Slack to fetch an image from the board origin. > - Cloud requires a tenant session at that origin, so Slack receives HTTP 401. > - This change renders the PNG on the server and uploads the file directly. ## Linked Issues or Issue Description Refs #15413. **What happened?** Automatic Slack setup left the app and bot with default icons on Cloud staging. An unauthenticated request to the exact avatar URL returned HTTP 401 with `tenant_session_required`. Local setup did not expose this Cloud ingress requirement. **Expected behavior** New Slack bots receive the assigned agent's 512-pixel avatar with the Paperclip dark background. **Steps to reproduce** 1. Create a Slack app through automatic setup on a Cloud tenant. 2. Complete installation. 3. Inspect the bot avatar in Slack. The previous URL-based upload cannot fetch the image without a tenant session. ## What Changed - Render the assigned agent's preset PNG with the existing bounded worker pool. - Send PNG bytes as multipart `file` data to `apps.icon.set` instead of passing a board URL. - Keep the temporary token in the Authorization header. Let fetch set the multipart boundary. - Recheck management permission and credential-lease ownership after rendering. Close the worker pool during chat service shutdown. - Cover actual PNG dimensions, uploaded bytes, failure recovery, and secret-safe responses. Update deployment documentation. ## Verification - Passed: 84 focused tests across automatic Slack registration and on-demand agent avatars. - Passed: full repository build. - Passed: full repository typecheck. All 54 current-head GitHub checks passed, including the complete test matrix, all browser shards, build, typecheck, canary, and security checks. Greptile completed on `79e79f6fc` with 5/5 and no actionable findings or open review threads. - The Cloud fetch failure was reproduced without browser credentials. No Cloud access rule was changed. - A real Slack upload with this new path still requires deployment and a fresh automatic setup. Existing apps retain the manual avatar-upload fallback. ## Risks - The renderer can time out or Slack can reject the upload. Both failures preserve the saved app and leave installation usable. - The renderer adds a bounded, lazy worker pool to Slack registration. Shutdown closes it. - No migration, bot permissions, credential retention, or Cloud authentication behavior changes. ## Model Used OpenAI Codex, GPT-6 family, with reasoning, repository tools, code execution, and browser inspection. The runtime does not expose a more specific authoring model ID or context-window size. ## Checklist - [x] I have included a thinking path that traces from project context to this change - [x] I have specified the model used (with version and capability details) - [x] I have checked ROADMAP.md and confirmed this PR does not duplicate planned core work - [x] I have searched GitHub for duplicate or related PRs and linked them above - [x] I have either (a) linked existing issues with `Fixes: #` / `Closes #` / `Refs #` OR (b) described the issue in-PR following the relevant issue template - [x] I have not referenced internal/instance-local Paperclip issues or links (only public GitHub `#NNN` / `github.com/paperclipai/paperclip` URLs) - [x] My branch name describes the change (e.g. `docs/...`, `fix/...`) and contains no internal Paperclip ticket id or instance-derived details - [x] I have run tests locally and they pass - [x] I have added or updated tests where applicable - [x] I have updated relevant documentation to reflect my changes - [x] I have considered and documented any risks above - [x] All Paperclip CI gates are green - [x] Greptile is 5/5 with no open P2s, recommendations, or follow-ups - [x] I will address all Greptile and reviewer comments before requesting merge Co-authored-by: Paperclip <noreply@paperclip.ing>