TODO.md had reached 1050 lines and 72 open items across 28 sections, read mostly on a phone. It is now a directory: todo/<theme>/<item>.md, one card per file, with frontmatter carrying id, status, created date and order, and the prose body copied across verbatim. TODO.md becomes a generated index (bun run todo:index). Dates: where an item's prose stated one it is used; otherwise its old section's; otherwise 2026-08-20, floored at the day before the split rather than invented. date_source records which. Shaped for a two-way Kanban board, filed as todo/tooling — a card is a file, id is the identity, frontmatter is the machine's half and the body is the owner's. Co-Authored-By: Claude Fable 5 <noreply@anthropic.com>
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id, title, theme, status, created, date_source, order
| id | title | theme | status | created | date_source | order |
|---|---|---|---|---|---|---|
| waiting-on-owner/plan-mode-is-live-and-has-never-been-exercised | Plan mode is live and has never been exercised | waiting-on-owner | open | 2026-08-17 | stated | 2 |
Plan mode is live and has never been exercised. Landed 1b811dfa on 2026-08-17; all three
processes were restarted the same evening, so the code IS running. Not one part of it has been used:
not the toggle, not the plan card, not the round trip from the sidecar's pending promise to a browser
and back, not the stored column, not settleAllPlans.
docs/chat-plan-mode-test-plan.md is the checklist — eleven ordered tests, what each should show,
and what its failure looks like. Test 4 (approve) is the one most likely to be wrong: it is the case
that changed the design, because approving ExitPlanMode drops the harness into default rather than
back into bypassPermissions.
Safe to leave untested. Plan mode is opt-in and off by default, so a conversation that never touches
the toggle behaves exactly as it did before. The one failure worth knowing in advance is a turn that
never ends after a plan is answered — that would be a leaked canUseTool promise, and
pm2 restart officer-claude-code clears it.
Design and the probe results behind it: docs/chat-plan-mode.md.