Files
PaperClipAI/server
Devin FoleyandPaperclip 90182b4f8b Report bounded Cloud portfolio failure diagnostics (#15340)
## Thinking Path

> - Paperclip manages work for AI agents and their companies.
> - Cloud instances proxy a trusted user's portfolio through the control
plane.
> - A failed request returns a generic error to the client.
> - That replacement error loses the failure phase and network code in
Sentry.
> - Operators need bounded evidence without upstream messages or
credentials.
> - This PR adds safe diagnostics while preserving the existing request
behavior.

## Linked Issues or Issue Description

Refs #10850, which added the portfolio proxy. No open PR for this
diagnostic gap was found.

**What happened?**

A rejected portfolio fetch becomes a generic 502 in Sentry. The event
cannot distinguish a connection reset, deadline, HTTP response failure,
or body failure. The route's previous warning also included the original
error and a stack identifier.

**Steps to reproduce**

Make the portfolio proxy's fetch reject with a TypeError whose cause has
`code: ECONNRESET`. The client correctly receives the generic 502, but
the captured replacement error loses that code.

**Expected behavior**

Keep the existing client response. Attach only bounded server-side
diagnostic fields to the failure event. Do not retry the request or
expose the original error.

## What Changed

- Add a typed portfolio error with a private frozen diagnostic record:
phase, upstream HTTP status, elapsed milliseconds, and an allowlisted
network code.
- Read at most four error/cause objects through own data properties.
Unknown codes, messages, getters, and out-of-range values do not enter
the record.
- Replace the route's raw-error warnings with safe fields. Send a plain
error plus event-local context through the existing optional Sentry
gate. Keep the route callsite and default fingerprint policy.
- Preserve authentication, trusted headers, cookies, exact HTTP error
bodies, cache behavior, the ten-second deadline, and one fetch per
request. Public responses receive no diagnostic fields.
- Document the fields and test HTTP behavior, privacy, and event
isolation with the real Sentry SDK.

## Verification

- `PAPERCLIP_REQUIRE_SENTRY_TEST_SDK=1 pnpm exec vitest run
server/src/__tests__/cloud-portfolio-error.test.ts
server/src/__tests__/cloud-routes.test.ts
server/src/__tests__/sentry.test.ts
server/src/__tests__/run-failure-sentry-real-sdk.test.ts`: 65 passed,
with the audited optional SDK installed.
- Full local `pnpm -r typecheck` and `pnpm build` passed on Node 24.21.0
and pnpm 9.15.4.
- Independent review found no blockers and independently passed all 65
tests, including the real SDK checks, on this exact commit.
- Full Linux CI passed on this exact commit and provides aggregate suite
coverage (54 successful checks, 2 intentional skips). A duplicate full
local aggregate was not run.
- The first SDK contract job failed before tests when npm could not
resolve an OpenTelemetry transitive package. A subsequent empty-cache
install first encountered a missing tarball, then succeeded after the
registry artifact became available. All 6 real-SDK tests passed against
that fresh install; the single unchanged-head CI retry passed. The SDK
pin, workflow, and dependency files are unchanged.
- The first browser shard 8 run timed out waiting for the inbox retry
reply after 45 seconds. The unchanged isolated case passed (1/1), and
the test, UI handler, fixture, and recovery files match the base commit.
The failed log contains no wakeup POST before the test's immediate
navigation; a navigation/request timing race is suspected but unproven
without a trace. The single unchanged-head shard retry passed (20
passed, 1 skipped); no timeout or source change was made.
- Greptile reviewed this exact commit at 5/5 with no unresolved review
threads.
- No live portfolio request was replayed. Route tests use controlled
local upstream responses.
- The added diff passed the secret and PII scan and `git diff --check`.

## Risks

This is a diagnostic change. It does not identify or repair the origin
of a connection reset. Unknown transport failures remain `unknown`.
Elapsed values outside 0–60,000 ms become null. Default Sentry
fingerprinting remains enabled; exact historical group membership is not
guaranteed. No retry, migration, deployment, or configuration change is
included.

## Model Used

OpenAI GPT-6 through Codex, with reasoning, repository editing, code
execution, and independent agent review. The exact deployment model ID
and context window are not exposed in this session.

## 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
- [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>
2026-10-06 06:58:36 -07:00
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