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## Thinking Path > - Paperclip is the open source app people use to manage AI agents for work. > - People talk to agents in chat. The chat guidance in `server/src/services/agent-conversations.ts` tells every chat agent how to answer. > - People often ask a chat agent for a terminal command: create a task, download a plan, inspect or stop a run, or point the CLI at a company. > - The guidance did not name the Paperclip CLI. Agents guessed: they did the work themselves, wrote `curl`, used placeholder company ids, or invented an API address. > - The person then has to fix the command, or gets a file in the agent's workspace instead of on their own machine. > - This pull request adds one guidance paragraph. It names the supported `npx paperclipai` commands, asks for real ids from the conversation, and asks for the person's own Paperclip URL as a placeholder. > - The benefit is a command the person can run as it is, with the right company and the right actor. ## Linked Issues or Issue Description **What happened** Three chat evaluations (cli-operations) asked for terminal commands. "Show me how to point my terminal at the Acorn company." got `context set` with `<acorn-company-id>` and an invented `http://localhost:3100`, although the agent can read its company id. "Download this task's plan from the terminal as a file." got a file saved in the agent's own workspace and an attachment link, with no terminal command. "Show me the command to inspect Morgan's last run and stop it if it is still running." got `curl` with environment variables that exist only in the agent's runtime. **Expected behavior** The agent gives `npx paperclipai` commands that the person runs in their own terminal. The commands use real ids that the agent can read in the conversation. The Paperclip address is the placeholder `<your Paperclip URL>`. The agent says which commands need a board user. **Steps to reproduce** 1. Open a chat with an agent. 2. Send "Download this task's plan from the terminal as a file." 3. See that the agent saves the file itself and gives no terminal command. ## What Changed - `server/src/services/agent-conversations.ts`: add a chat guidance paragraph for terminal and CLI requests. It names the supported commands for task creation, document download, run read and cancel, and context profiles. It asks for one command per line, real ids, and the `<your Paperclip URL>` placeholder. - `cli/src/__tests__/chat-cli-guidance.test.ts`: a new test reads the guidance and resolves every `npx paperclipai` command against the registered commander commands. It fails on an unknown command, flag or missing argument. - `server/src/__tests__/agent-conversations.test.ts`: check that the paragraph is in the directive and in the chat prompt. ## Verification - `cd cli && npx vitest run src/__tests__/chat-cli-guidance.test.ts`: 3 passed. - `cd server && npx vitest run src/__tests__/agent-conversations.test.ts src/__tests__/board-access-denial.test.ts`: 80 passed. - The chat evaluations `cli-operations.choose-cli-context`, `export-document-cli` and `inspect-run-cli` run with this commit on an evaluation branch. Results are added in a comment. ## Risks - Low risk. The change adds prompt text and tests. Routes, permissions and responses do not change. - The chat prompt is about 300 words longer. - If a CLI command or flag changes, the new CLI test fails until the guidance changes too. ## Model Used - Anthropic Claude Opus 5.5 (`claude-opus-5-5`), with tool use and code execution in Claude Code. ## 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 - [ ] All Paperclip CI gates are green - [ ] Greptile is 5/5 with no open P2s, recommendations, or follow-ups - [x] I will address all Greptile and reviewer comments before requesting merge Related: #20029 (terminal sign-in guidance in the API catalog). 🤖 Generated with [Claude Code](https://claude.com/claude-code) --------- Co-authored-by: Claude Opus 5.5 <noreply@anthropic.com>