headroom/tests/test_cli
Abhay Singh c49be269a1
fix(wrap): stop the launch cwd from shadowing the installed package in the proxy subprocess (#2843)
## Description

`headroom wrap` starts the proxy via `_start_proxy`, which builds `cmd =
[sys.executable, "-m", "headroom.cli", "proxy", ...]`. A `python -m
<module>` invocation prepends the launch cwd to `sys.path`. So when
`wrap` is run from a directory that contains a `headroom/` folder (most
commonly a clone of this very repo, whose package lives at
`<repo-root>/headroom/`), that raw source tree shadows the installed
wheel in site-packages. The source tree has no compiled `headroom._core`
(the maturin extension only exists in the built wheel), so the proxy
dies with:

```text
Error: Proxy dependencies not installed. Run: pip install headroom-ai[proxy]
Details: No module named 'headroom._core'
```

`wrap` then falls back to launching the client unwrapped, and the "not
installed" hint is misleading: the dependency is installed, it is being
shadowed by cwd.

The fix sets `PYTHONSAFEPATH=1` in the proxy subprocess env. That
disables the cwd/script-dir prepend to `sys.path` (Python 3.11+, and a
harmless no-op on 3.10, so it never breaks the supported floor), which
is exactly what the issue reporter confirmed resolves it:

```console
$ PYTHONSAFEPATH=1 python -c "import headroom._core; print('OK')"   # -> OK
```

The proxy is still launched as `-m headroom.cli`, so nothing about the
invocation changes except that it now always resolves the installed
package.

Fixes #2793

## 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/cli/wrap.py` (`_start_proxy`): set
`proxy_env["PYTHONSAFEPATH"] = "1"` alongside the existing
`PYTHONIOENCODING`, with a comment explaining the cwd-shadow failure
mode.
- `tests/test_cli/test_wrap_claude_vertex_proxy_env.py`: added
`test_start_proxy_sets_pythonsafepath_to_avoid_cwd_shadow`, which drives
`_start_proxy` with a faked `subprocess.Popen` and asserts the
subprocess env carries `PYTHONSAFEPATH=1` while still launching `-m
headroom.cli proxy`.

## 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
# Fail-before (source fix stashed, new test kept):
tests/test_cli/test_wrap_claude_vertex_proxy_env.py::test_start_proxy_sets_pythonsafepath_to_avoid_cwd_shadow FAILED
  assert captured["kwargs"]["env"]["PYTHONSAFEPATH"] == "1"
  KeyError: 'PYTHONSAFEPATH'

# Pass-after (fix applied):
tests/test_cli/test_wrap_claude_vertex_proxy_env.py  18 passed

# Broader wrap suites:
tests/test_cli/test_wrap_claude_vertex_proxy_env.py tests/test_cli_proxy_env.py tests/test_cli/test_wrap_persistent.py
121 passed, 1 skipped

# uvx ruff@0.15.17 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 0.15.17 and mypy 1.20.2 via uvx.
- Exact command / steps: confirmed `_start_proxy` builds
`[sys.executable, "-m", "headroom.cli", "proxy", ...]` and constructs
the subprocess env as `proxy_env`, reproduced the shadowing behaviour in
the reporter's terms (`python -m` prepends cwd; a cwd `headroom/`
without `_core` shadows the wheel), fail-before with `git stash push
headroom/cli/wrap.py` and `python -m pytest ... -k pythonsafepath` (the
env lacks the key), then pass-after with `git stash pop` and rerunning
the file (18 passed) plus the broader wrap suites (121 passed, 1
skipped).
- Observed result: the proxy subprocess env now carries
`PYTHONSAFEPATH=1`, which disables the cwd prepend, so `import
headroom._core` resolves the installed wheel instead of a shadowing
local `headroom/` source tree. The proxy command is unchanged otherwise.
- Not tested: an end-to-end `cd <repo-checkout> && headroom wrap claude`
against a real installed wheel (this environment is a source checkout
without a separate installed wheel to shadow). The behaviour is verified
through the spawn env the subprocess inherits, and `PYTHONSAFEPATH` is
the documented, reporter-confirmed switch for this exact failure mode.

## 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)

## Additional Notes

Scoped to the proxy launch, which is the reported, high-impact path (its
failure makes `wrap` fall back to unwrapped). `wrap` spawns one other
`python -m headroom.*` subprocess (the memory-sync helper in the Claude
flow) that shares the same root cause; it is a lower-severity,
unreported path and is left for a follow-up rather than widening this
diff. The misleading "pip install headroom-ai[proxy]" message the
reporter also flagged is a separate error-text concern and is likewise
out of scope here.
2026-08-08 01:31:40 -05:00
..
conftest.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_copilot_auth.py fix(auth): support GitHub Enterprise Copilot OAuth domain (#2192) 2026-07-14 16:07:17 -04:00
test_init_cli.py fix(cli/init): fail clearly on a target settings file with invalid JSON (#2227) 2026-07-15 18:15:45 +00:00
test_init_enable_tool_search.py fix(init): set ENABLE_TOOL_SEARCH=true so Claude Code keeps deferring tools (#746) (#995) 2026-06-19 11:26:26 -05:00
test_install_cli.py fix(install): carry upstream-routing env overrides into supervised deployments (#2429) 2026-07-19 22:18:15 -07:00
test_main_help_version.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_mcp.py feat(mcp): add streamable HTTP MCP transport (#1773) 2026-07-14 13:25:45 -04:00
test_mcp_status.py fix(mcp): mcp status checks ~/.claude.json, not only ~/.claude/mcp.json (#990) 2026-07-15 09:25:52 -05:00
test_recover_codex.py test(recover-codex): bind AF_UNIX socket via short relative path (#2396) 2026-08-02 13:14:31 -07:00
test_serena_disable.py fix(serena): stop the Serena dashboard popup and make --no-serena actually disable Serena (#1003) 2026-06-14 23:32:46 -07:00
test_serena_migrate.py fix(wrap/serena): stop creating serena_config.yml, unbricking Serena on fresh installs (#2676) 2026-07-30 20:55:47 -07:00
test_subprocess_utf8_encoding.py fix(windows): pin UTF-8 encoding on text-mode subprocess calls (#1311) 2026-06-23 12:52:49 -05:00
test_unwrap_claude.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_aider.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_bridge.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_claude_base_url.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_claude_finally_unbound.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_claude_vertex_proxy_env.py fix(wrap): stop the launch cwd from shadowing the installed package in the proxy subprocess (#2843) 2026-08-08 01:31:40 -05:00
test_wrap_codex.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_copilot.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_dead_marker_selfheal.py fix(wrap): self-heal a stale ANTHROPIC_BASE_URL left by a dead proxy (#2223) 2026-07-15 19:58:10 +00:00
test_wrap_encoding.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_goose.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_grok.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_helpers.py feat(claude): support Claude Code in VS Code (#2752) 2026-08-03 20:14:13 -07:00
test_wrap_kimi.py feat(wrap): add headroom wrap kimi for Kimi CLI (#1426) 2026-07-15 21:40:58 +00:00
test_wrap_omp.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_openclaude.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_openclaw.py fix(wrap): use canonical headroom-openclaw npm package for wrap openclaw (#1969) (#2120) 2026-07-13 16:33:44 -04:00
test_wrap_opencode.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_openhands.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_persistent.py feat(opencode): support Copilot subscription backend for headroom models (#2441) (#2445) 2026-07-20 11:02:14 -07:00
test_wrap_proxy_detach.py fix(wrap): detach the shared proxy on Windows so it survives an ungraceful agent close (#1464) 2026-06-30 13:49:28 -05:00
test_wrap_serena_boost.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_stale_marker.py fix: detect and clear stale ANTHROPIC_BASE_URL from crashed wrap sessions (#1768) (#1837) 2026-07-06 08:35:40 -07:00
test_wrap_vibe.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00
test_wrap_vscode.py feat(copilot): proxy VS Code models transparently (#2687) 2026-08-03 04:42:48 -07:00
test_wrap_vscode_claude.py feat(claude): support Claude Code in VS Code (#2752) 2026-08-03 20:14:13 -07:00
test_wrap_zcode.py fix: remove rtk and lean-ctx CLI context tools (#2677) 2026-07-30 22:59:41 -07:00