Files
paperclip/server
DottaandClaude Opus 5.5 6adc8b1049 fix(recovery): keep restarted Retry attempts as task directories and settle failed re-preparation (#19759)
## Thinking Path

> - Paperclip is the open source app people use to manage AI agents for
work
> - Task recovery lets a user click Retry after a run fails, and a
native run restarts its own preparation after a control-plane restart
> - A Retry for a task without a project runs in a fresh task directory
under `isolated-workspace-attempts`
> - When a restart hit that Retry during bootstrap, preparing it again
treated the task directory as the base of a new git worktree and failed
> - The failed run then kept its native recovery claim open, so the task
showed Retry but every Retry click created no run
> - This pull request keeps the restarted attempt in its task directory
and settles a failed re-preparation
> - The benefit is that a Retry finishes after a restart, and a failed
one can be retried again

## Linked Issues or Issue Description

Refs #19666

**What happened?**
A task without a project failed after a restart
(`native_session_interrupted`). The user clicked Retry. The Retry run
started in a fresh task directory. A restart hit it during bootstrap.
Restart recovery prepared the same run again and failed with
`workspace_validation_failed`: "requested isolated_workspace with
git_worktree, but base workspace
`.../isolated-workspace-attempts/<company>/<issue>/<run>` is not a git
checkout". The task rested blocked with Retry shown. A later Retry click
created no run: the receipt stayed deferred with "New work must wait
while a native run recovers its unfinished accounting." A second storm
wave showed the same failure on a Claude C1 task.

**Expected behavior**
Preparing a run again after a restart reuses the task directory that run
already bound. A git worktree base is only the project's checkout or the
task's own worktree. A run whose re-preparation fails leaves a working
Retry.

**Paperclip version or commit**
`master` at `51eb4ff705` and `131b566ca4` (both include #19666).
Restart-chaos waves on 2026-11-07.

**Steps to reproduce**
1. Use a task with no project and isolated workspaces enabled. Let a
native run fail after a restart.
2. Click Retry. The run starts in
`isolated-workspace-attempts/<company>/<issue>/<run>`.
3. Restart the control plane while the run bootstraps.
4. The re-preparation fails with `git_worktree_base_not_git_checkout`.
Click Retry again: no run starts.

Root cause:
- `server/src/services/fresh-workspace-continuation.ts`
`readFreshWorkspaceReadiness` returns `null` for a native run that
already has admitted input and a bound workspace (from #19693). This is
correct: the restart must resume the admitted workspace.
- `server/src/services/heartbeat/environment-selection.ts`
(`boundTaskDirectory`) excluded every native recovery binding from the
task-directory path. With readiness no longer fresh,
`useIsolatedTaskDirectory` was false. The default `isolated_workspace`
strategy (`git_worktree`) applied, with the task directory as its base.
- The restart recovery claim set the native coordinator to `observed`
with its lease owner. `failRunSetup` failed the run, but nothing
released that claim. `budgets.ts` reads an open coordinator as
unfinished accounting, and Retry admission reads it as
`controller_settling`.

## What Changed

- Environment selection treats a native recovery binding as the task
directory when it is the task's current binding and a bound isolated
task directory. The directory strategy is kept; it never becomes a git
worktree base. A recovery binding the issue no longer points to keeps
its existing path.
- New `settleFailedNativeRecoveryPreparation`. When a
`bootstrap_incomplete` or `resume_dead_runner` restart claim fails its
re-preparation before any provider dispatch, it settles the claimed
coordinator as `terminal_failure` and wakes deferred work. It only
changes a coordinator that is still `observed`, owned by that claim,
without a result, for a failed run. Reattach claims (live runner) are
not changed.
- `doc/task-recovery.md` describes both rules.

## Verification

- `environment-selection.test.ts`, RC-58 cases: a restarted fresh
attempt bound to the task re-prepares as its task directory
(`useIsolatedTaskDirectory` true). It failed before the fix and passes
now. A binding the issue moved away from keeps the old behavior.
- `native-runtime/native-recovery-preparation-failure.test.ts` (embedded
Postgres): before settlement, Retry admission reports
`controller_settling` (the dead Retry). After settlement the coordinator
is `terminal_failure` with the run's error code, and admission no longer
waits on the controller. Settlement is idempotent. Another owner, a
reattach claim, a run that is not failed, and a coordinator finalizing
elsewhere are left unchanged.
- Local regression: `environment-selection`, `workspace-preparation`,
`retry-workspace-continuity`, `native-recovery-preparation-failure`,
`explicit-native-continuation` (588 tests passed).
- Restart-chaos: local restart-chaos runs on `3a7abef4e5` passed, but
neither one reproduced the exact failure (a restart during the Retry's
bootstrap). The race depends on timing, so the unit tests above are the
red/green proof for both defects.
- `--replay w-20261107T011010-s7403/t02` (codex C1 K4 with the original
fault sequence): PASS, R1-R6 and T. The replay's Retry did not cross a
bootstrap restart.
- Wave `w-20261107T064432-s7210` (codex+claude, C1+B1, K1/K4/K6,
`--triggers retry`, concurrency 2): 8/8 PASS. It had 4 Retries,
including C1 tasks with a fault fired right after the Retry click. No
`git_worktree_base_not_git_checkout` and no dead Retry. The server log
has no "incomplete native runner bootstrap" restart in this wave either.
- `ce7e3f9b19` registers execution work before the settlement writes
(Greptile finding).

## Risks

- A native recovery now re-prepares a bound task directory through the
task-directory path. That path still validates the binding, owner,
status and directory identity before use.
- Settling a failed re-preparation ends that run's recovery claim. It
applies only when the previous runner is verified gone
(`bootstrap_incomplete`, `resume_dead_runner`) and no provider dispatch
started in this attempt. A Retry still passes its normal stop, ownership
and admission checks.

## Model Used

- Claude Opus 5.5 (`claude-opus-5-5`), Anthropic, used through Claude
Code with tool use (shell, file edits, test runs).

## 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 <[email protected]>
2026-11-07 02:17:24 -06:00
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