## Thinking Path
> - Paperclip orchestrates AI agents for zero-human companies.
> - The Claude-local adapter resumes prior sessions via `claude --resume
<session-id>` so work continues across heartbeats.
> - When a resumed session contains an image whose content is no longer
accessible, Claude returns a 400 "Could not process image" — but the
session itself is poisoned and will keep returning the same error on
every resume.
> - The existing retry path only catches the "unknown session" 400 case;
image-processing 400s on resume fall through and the run fails for the
user.
> - This PR adds an `isClaudeImageProcessingError` detector mirroring
`isClaudeUnknownSessionError` and wires it into the same fresh-session
retry branch in `execute.ts`.
> - The benefit is that a poisoned-image resume self-recovers by
retrying once with a fresh session, exactly like the existing
unknown-session path.
## Linked Issues or Issue Description
Fixes#3275
Refs #3123
## What Changed
- Added `isClaudeImageProcessingError()` in
`packages/adapters/claude-local/src/server/parse.ts` that matches `Could
not process image` in 400 error messages.
- Wired the new detector into the existing session-resume retry branch
in `packages/adapters/claude-local/src/server/execute.ts` alongside
`isClaudeUnknownSessionError`.
- Retry only fires when `sessionId` is present (i.e. we were resuming),
so fresh-session runs that hit the same error are not retried (no
infinite loop).
## Verification
- `pnpm --filter @paperclipai/adapter-claude-local test` covers
`parse.ts` patterns and the resume-retry decision branch.
- `pnpm --filter @paperclipai/adapter-claude-local typecheck`
## Risks
Low. Behavior change is narrowly additive: a previously-fatal 400 on
resume now triggers a single fresh-session retry. No effect on
fresh-session runs, unknown-session retries, or non-image 400s.
## Model Used
Claude (Opus 4.6) — used to mirror the existing unknown-session pattern
and verify the guard against infinite loops.
## 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 run tests locally and they pass
- [x] I have added or updated tests where applicable
- [x] If this change affects the UI, I have included before/after
screenshots (N/A — no UI changes)
- [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 (in progress)
- [ ] 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: Devin Foley <devin@paperclip.ing>
Co-authored-by: Paperclip <noreply@paperclip.ing>
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