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).
This commit is contained in:
Ayush Kumar Jha 2026-08-22 03:29:53 +05:30 committed by GitHub
parent 87e71dd100
commit 202c1895e1
No known key found for this signature in database
GPG key ID: B5690EEEBB952194
2 changed files with 167 additions and 3 deletions

View file

@ -1816,6 +1816,40 @@ def _serena_project_skip_reason(root: Path) -> str | None:
#: Upper bound on the synchronous pre-index. The agent does not launch until
#: this call returns, so the number is a stall budget, not just a safety net.
_SERENA_INDEX_TIMEOUT = 300
_SERENA_INDEX_TIMEOUT_ENV = "HEADROOM_SERENA_INDEX_TIMEOUT"
def _resolve_serena_index_timeout_seconds() -> int:
"""Resolve the Serena pre-index stall budget from env, else the default.
A wrap launched from a directory Serena has already claimed re-indexes the
whole tree on every run, and 300s of that is time the agent is not running
(#3093). The budget is therefore tunable per environment, which also keeps
it reachable from ``wrap ... -- agents`` sessions that take no flags.
Unlike :func:`_resolve_wrap_proxy_timeout_seconds`, a bad value is not
fatal here: the pre-index is best-effort, so an unusable setting falls back
to the default rather than aborting a launch that would otherwise succeed.
It is reported unconditionally, because a knob that looks applied but is
not is the failure this issue is about.
"""
raw = os.environ.get(_SERENA_INDEX_TIMEOUT_ENV, "").strip()
if not raw:
return _SERENA_INDEX_TIMEOUT
timeout_seconds: int | None
try:
timeout_seconds = int(raw)
except ValueError:
timeout_seconds = None
if timeout_seconds is None or timeout_seconds <= 0:
click.echo(
f" Serena: ignoring {_SERENA_INDEX_TIMEOUT_ENV}={raw!r} "
f"(want a positive integer number of seconds) "
f"— using {_SERENA_INDEX_TIMEOUT}s"
)
return _SERENA_INDEX_TIMEOUT
return timeout_seconds
def _kill_serena_index_tree(proc: subprocess.Popen) -> None:
@ -1875,8 +1909,9 @@ def _index_serena_project(*, verbose: bool = False) -> None:
so any failure here is survivable.
This runs on the launch path, synchronously: the agent starts only once it
returns, so the timeout below is time the user spends staring at nothing.
Two guards keep that bounded (#2938):
returns, so the timeout below is time the user spends staring at nothing
``HEADROOM_SERENA_INDEX_TIMEOUT`` resizes that budget (#3093). Two guards
keep it bounded (#2938):
* ``stdin`` is ``DEVNULL``. Serena prompts when it has to auto-create
``project.yml``, and because stdout is captured the question never
@ -1892,6 +1927,8 @@ def _index_serena_project(*, verbose: bool = False) -> None:
click.echo(" Serena: uvx not found — skipping pre-index")
return
timeout_seconds = _resolve_serena_index_timeout_seconds()
popen_kwargs: dict[str, Any] = {
"stdout": subprocess.PIPE,
"stderr": subprocess.PIPE,
@ -1931,7 +1968,7 @@ def _index_serena_project(*, verbose: bool = False) -> None:
# the output is captured, so without this line the wrap looks hung.
click.echo(" Serena: pre-indexing project (first run can take a while)…")
try:
_stdout, stderr = proc.communicate(timeout=_SERENA_INDEX_TIMEOUT)
_stdout, stderr = proc.communicate(timeout=timeout_seconds)
except subprocess.TimeoutExpired:
_kill_serena_index_tree(proc)
click.echo(" Serena: pre-index timed out (will index on demand)")

View file

@ -257,6 +257,133 @@ def test_preindex_spawn_failure_is_non_fatal(
wrap_cli._index_serena_project(verbose=True) # must not propagate
# ---------------------------------------------------------------------------
# HEADROOM_SERENA_INDEX_TIMEOUT — the stall budget is tunable (#3093)
# ---------------------------------------------------------------------------
def _clear_index_timeout(monkeypatch: pytest.MonkeyPatch) -> None:
"""Resolve from a known-empty environment, not the developer's shell."""
monkeypatch.delenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, raising=False)
def test_index_timeout_defaults_when_env_is_unset(monkeypatch: pytest.MonkeyPatch) -> None:
_clear_index_timeout(monkeypatch)
assert wrap_cli._resolve_serena_index_timeout_seconds() == wrap_cli._SERENA_INDEX_TIMEOUT
def test_index_timeout_reads_the_env(monkeypatch: pytest.MonkeyPatch) -> None:
monkeypatch.setenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, "45")
assert wrap_cli._resolve_serena_index_timeout_seconds() == 45
@pytest.mark.parametrize("raw", [" 30 ", "\t30\n"])
def test_index_timeout_tolerates_surrounding_whitespace(
raw: str, monkeypatch: pytest.MonkeyPatch
) -> None:
"""An env var exported from a shell heredoc keeps its padding."""
monkeypatch.setenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, raw)
assert wrap_cli._resolve_serena_index_timeout_seconds() == 30
@pytest.mark.parametrize("raw", ["", " "])
def test_index_timeout_treats_a_blank_value_as_unset(
raw: str, monkeypatch: pytest.MonkeyPatch, capsys: pytest.CaptureFixture[str]
) -> None:
"""``export HEADROOM_SERENA_INDEX_TIMEOUT=`` is not a misconfiguration."""
monkeypatch.setenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, raw)
assert wrap_cli._resolve_serena_index_timeout_seconds() == wrap_cli._SERENA_INDEX_TIMEOUT
assert capsys.readouterr().out == "" # no warning noise on the default path
def test_index_timeout_accepts_the_smallest_useful_budget(
monkeypatch: pytest.MonkeyPatch,
) -> None:
monkeypatch.setenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, "1")
assert wrap_cli._resolve_serena_index_timeout_seconds() == 1
def test_index_timeout_accepts_a_budget_longer_than_the_default(
monkeypatch: pytest.MonkeyPatch,
) -> None:
"""A deliberately huge monorepo may want *more* than 300s, not less."""
monkeypatch.setenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, "86400")
assert wrap_cli._resolve_serena_index_timeout_seconds() == 86400
@pytest.mark.parametrize("raw", ["0", "-1", "abc", "30s", "1.5", "1e3", "0x10", "None"])
def test_index_timeout_falls_back_on_an_unusable_value(
raw: str, monkeypatch: pytest.MonkeyPatch, capsys: pytest.CaptureFixture[str]
) -> None:
"""Best-effort means degrade to the default, never abort the launch."""
monkeypatch.setenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, raw)
assert wrap_cli._resolve_serena_index_timeout_seconds() == wrap_cli._SERENA_INDEX_TIMEOUT
# A silently-ignored knob is the bug being fixed, so say so — and quote the
# value back, since the usual cause is a unit suffix the parser rejects.
out = capsys.readouterr().out
assert wrap_cli._SERENA_INDEX_TIMEOUT_ENV in out
assert repr(raw) in out
def test_index_timeout_survives_a_float_unrepresentable_budget(
monkeypatch: pytest.MonkeyPatch,
) -> None:
"""``int()`` accepts integers ``float()`` cannot hold; resolving must not raise.
``communicate`` would go on to raise ``OverflowError`` adding that to a
monotonic clock, which the caller's generic handler already absorbs as a
non-fatal skip so the budget is honoured as given rather than clamped.
"""
monkeypatch.setenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, "1" + "0" * 400)
assert wrap_cli._resolve_serena_index_timeout_seconds() == 10**400
def test_preindex_uses_the_env_budget(tmp_path: Path, monkeypatch: pytest.MonkeyPatch) -> None:
"""The resolved budget reaches ``communicate`` — the point of #3093."""
monkeypatch.chdir(tmp_path)
monkeypatch.setenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, "5")
_stub_uvx(monkeypatch)
proc = _FakeProc()
_stub_popen(monkeypatch, proc)
seen: list[float | None] = []
monkeypatch.setattr(
proc, "communicate", lambda timeout=None: (seen.append(timeout), ("", ""))[1]
)
wrap_cli._index_serena_project()
assert seen == [5]
def test_preindex_still_runs_on_an_unusable_budget(
tmp_path: Path, monkeypatch: pytest.MonkeyPatch
) -> None:
"""A bad value must not skip the pre-index or propagate out of it."""
monkeypatch.chdir(tmp_path)
monkeypatch.setenv(wrap_cli._SERENA_INDEX_TIMEOUT_ENV, "not-a-number")
_stub_uvx(monkeypatch)
proc = _FakeProc()
mock_popen = _stub_popen(monkeypatch, proc)
seen: list[float | None] = []
monkeypatch.setattr(
proc, "communicate", lambda timeout=None: (seen.append(timeout), ("", ""))[1]
)
wrap_cli._index_serena_project() # must not propagate
mock_popen.assert_called_once()
assert seen == [wrap_cli._SERENA_INDEX_TIMEOUT]
# ---------------------------------------------------------------------------
# _kill_serena_index_tree — no orphaned `serena project index` on timeout
# ---------------------------------------------------------------------------