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## Thinking Path
> - Paperclip is the open source app people use to manage AI agents for
work
> - People use chat to tell the CEO agent how work must be ordered
> - A person said "Do not start the website until the design is
approved"
> - The CEO only promised to hold the work. It did not save a blocker,
so nothing stopped the Website task
> - Chat guidance names blockers only when chat creates new tasks. It
says nothing about an order between existing tasks
> - This pull request adds one guidance line: save the order as a
blocker on the waiting task
> - The benefit is that Paperclip enforces the order and wakes the
assignee when the prerequisite is done
## Linked Issues or Issue Description
**What happened**
In the chat eval `task-coordination.block-on-design` (run 43088288923),
the person asked the CEO to keep Website from starting until Design is
approved. The CEO read both tasks and replied "I'm holding both until
the design is actually approved". It saved no blocker. Website stayed
startable.
**Expected behavior**
The CEO adds Design to Website's `blockedByIssueIds`. Website cannot
start while Design is open. Its assignee wakes when Design is done.
**Steps to reproduce**
1. Create Design and Website tasks in backlog. Assign Website to an
agent.
2. In chat with the CEO, say "Do not start the website until the design
is approved."
3. Read Website: `blockedBy` is empty in some runs, because the guidance
does not tell the agent to save the order.
## What Changed
- `AGENT_CHAT_DIRECTIVE`: one paragraph. When the person says an
existing task must not start until another is done or approved, add the
prerequisite to the waiting task's `blockedByIssueIds` with `PATCH
/api/issues/{id}`, and keep existing blockers. A comment or a promise
does not stop the work. Link both tasks.
- `agent-conversations.test.ts`: a regression test for the new guidance,
in the directive and in the rendered chat prompt.
## Verification
- Red: the new test failed before the guidance change.
- Green: `npx vitest run src/__tests__/agent-conversations.test.ts
src/__tests__/case-history-api-discovery.test.ts` (66 passed).
- Local scripted-human check (dev server, Playwright): with the blocker
saved, the Website task shows the Design row under "Blocked by", a Todo
click returns 200 without a Morgan run, Design done wakes Morgan with
`issue_blockers_resolved`, and the follow-up chat message sends.
- End-to-end: chat eval run linked in a comment below.
## Risks
- Low risk. The change adds about 470 characters to the chat prompt. It
changes no API or permission. The route and field already exist and
agents already use them.
## Model Used
- Anthropic Claude Opus 5.5 (`claude-opus-5-5`), 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
🤖 Generated with [Claude Code](https://claude.com/claude-code)
Co-authored-by: Claude Opus 5.5 <noreply@anthropic.com>