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## Thinking Path > - Paperclip is the open source app people use to manage AI agents for work > - The database layer uses embedded Postgres for isolated test runs > - A port probe can fail when another process takes the same port before Postgres binds it > - That race can make a test fail even when the code under test is fine > - This pull request adds bounded retry and clearer error text to the embedded Postgres start path > - The benefit is more stable tests and faster diagnosis when startup still fails ## Linked Issues or Issue Description No public GitHub issue exists for this change. This PR fixes a flaky embedded Postgres test start path. The helper can lose a port between probe and bind. This PR retries the start with a fresh port and a fresh data directory. Related public context: - Refs #7259 - Refs #9769 ## What Changed - Add bounded retry around embedded Postgres initialization and start. - Stop each failed attempt and remove its data directory before the next attempt. - Capture Postgres output in the thrown error so the failure is easier to read. - Add unit coverage for retry success, retry exhaustion, and the improved error text. ## Verification - `pnpm --filter @paperclipai/db exec vitest run src/test-embedded-postgres.test.ts src/embedded-postgres-error.test.ts` - `pnpm --filter @paperclipai/db exec vitest run` - `pnpm --filter @paperclipai/db exec vitest run` passed in the worktree after the change. - `worktree.test.ts > quarantines copied live execution state in seeded worktree databases` passed. - A real cluster loop of 100 starts passed with 0 failures. ## Risks - The retry can hide a real startup fault until the fifth try. - The bound keeps the wait short, and the final error still shows the captured Postgres log. - This change only affects the embedded Postgres test start helper. ## Model Used OpenAI Codex, GPT-5, tool-use enabled. ## 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] 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>