headroom/tests/test_update_helpers.py
Rod Boev 2678bb1db6
fix(update): let Windows self-update replace headroom.exe (#2016)
## Description

`headroom update` currently runs pip from the same `headroom.exe`
process pip needs to replace. On Windows that leaves the launcher locked
and the upgrade fails mid-uninstall. This reroutes Windows pip-based
self-update through a short delayed Python helper that replays the
original pip argv after the current launcher exits. Other update paths
stay synchronous, and the printed upgrade command stays exact for manual
recovery.

Closes #1941

## 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

- Replace the Windows-only `cmd.exe /c` handoff for `pip` and `pip-user`
self-update with a short Python helper that replays the original pip
argv after the launcher exits.
- Keep every pip value, including extras, as argv data through the
delayed child and preserve the manual recovery output.
- Keep pipx, uv-tool, and non-Windows behavior unchanged.
- Add focused regression coverage for extras containing `&`, `|`, and
`>`.

## Testing

- [x] Unit tests pass
- [x] Linting passes
- [ ] Type checking passes
- [x] New tests added for new functionality when applicable
- [ ] Manual testing performed

### Test Output

```text
uv run pytest tests/test_cli_update.py tests/test_update_helpers.py -q
66 passed

uv run ruff check headroom/cli/update.py tests/test_cli_update.py tests/test_update_helpers.py
All checks passed

uv run ruff format --check headroom/cli/update.py tests/test_cli_update.py tests/test_update_helpers.py
3 files already formatted
```

## Real Behavior Proof

- Environment: Windows pip install
- Exact command / steps: run `headroom update --extras "foo&calc"`,
accept the prompt, and wait for the child pip output
- Observed result: Windows pip and pip-user updates now launch the
original pip command through a short delayed Python helper argv, so
extras stay one argument end to end, while pipx and non-Windows paths
remain synchronous in the focused test coverage
- Not tested: live Windows run on this host
- Scope: Windows pip self-update

## 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
- [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
- [ ] I have updated the CHANGELOG.md if applicable

## Additional Notes

The printed upgrade command stays unchanged so the manual recovery path
remains exact and copy-pasteable.

---------

Co-authored-by: JerrettDavis <mxjerrett@gmail.com>
2026-07-14 11:52:47 -04:00

345 lines
12 KiB
Python

"""Coverage for update_check / cli.update helper functions and branches."""
from __future__ import annotations
import importlib.metadata as md
import sys
import sysconfig
import pytest
from click.testing import CliRunner
from headroom import update_check as uc
from headroom.cli import update as up
from headroom.cli.main import main
@pytest.fixture(autouse=True)
def _env(tmp_path, monkeypatch):
monkeypatch.setenv("HEADROOM_WORKSPACE_DIR", str(tmp_path))
monkeypatch.setenv("HEADROOM_UPDATE_CHECK", "on")
monkeypatch.delenv("HEADROOM_STATELESS", raising=False)
monkeypatch.delenv("CI", raising=False)
monkeypatch.delenv("HEADROOM_IN_DOCKER", raising=False)
monkeypatch.delenv("CONDA_PREFIX", raising=False)
# --------------------------------------------------------------------------- #
# cli.update helpers
# --------------------------------------------------------------------------- #
def test_norm_normalizes_and_lowercases():
assert up._norm("/Foo/Bar").endswith("/foo/bar")
assert up._norm(None) == ""
assert up._norm(r"C:\\X\\Y").count("\\") == 0
def test_in_virtualenv_via_prefix(monkeypatch):
monkeypatch.setattr(up.sys, "prefix", "/venv")
monkeypatch.setattr(up.sys, "base_prefix", "/usr")
assert up._in_virtualenv() is True
def test_in_virtualenv_via_conda(monkeypatch):
monkeypatch.setattr(up.sys, "prefix", "/x")
monkeypatch.setattr(up.sys, "base_prefix", "/x")
monkeypatch.setenv("CONDA_PREFIX", "/opt/conda")
assert up._in_virtualenv() is True
def test_in_virtualenv_false(monkeypatch):
monkeypatch.setattr(up.sys, "prefix", "/x")
monkeypatch.setattr(up.sys, "base_prefix", "/x")
assert up._in_virtualenv() is False
def test_in_docker_env_flag(monkeypatch):
monkeypatch.setenv("HEADROOM_IN_DOCKER", "1")
assert up._in_docker() is True
def test_in_docker_default_false():
# No HEADROOM_IN_DOCKER and (almost certainly) no /.dockerenv on the runner.
assert isinstance(up._in_docker(), bool)
def test_editable_install_true(monkeypatch):
class _D:
def read_text(self, name):
return '{"dir_info": {"editable": true}}'
monkeypatch.setattr(md, "distribution", lambda name: _D())
assert up._is_editable_install() is True
def test_editable_install_false_when_not_editable(monkeypatch):
class _D:
def read_text(self, name):
return '{"url": "https://pypi.org", "archive_info": {}}'
monkeypatch.setattr(md, "distribution", lambda name: _D())
assert up._is_editable_install() is False
def test_editable_install_false_when_no_direct_url(monkeypatch):
class _D:
def read_text(self, name):
return None
monkeypatch.setattr(md, "distribution", lambda name: _D())
assert up._is_editable_install() is False
def test_editable_install_swallows_errors(monkeypatch):
def _boom(name):
raise RuntimeError("nope")
monkeypatch.setattr(md, "distribution", _boom)
assert up._is_editable_install() is False
def test_package_location_handles_missing(monkeypatch):
def _boom(name):
raise md.PackageNotFoundError(name)
monkeypatch.setattr(md, "distribution", _boom)
assert up._package_location() is None
def test_user_site_and_membership(monkeypatch):
monkeypatch.setattr(up, "_user_site", lambda: "/home/u/.local/site")
assert up._is_user_site_install("/home/u/.local/site/headroom_ai") is True
assert up._is_user_site_install("/home/u/.local/site") is True
assert up._is_user_site_install("/usr/lib/python3/site") is False
assert up._is_user_site_install(None) is False
def test_user_site_no_sibling_prefix_match(monkeypatch):
# Path-segment containment: "/.../site" must NOT match "/.../site-packages".
monkeypatch.setattr(up, "_user_site", lambda: "/home/u/.local/site")
assert up._is_user_site_install("/home/u/.local/site-packages/x") is False
def test_format_cmd_quotes_spaces(monkeypatch):
monkeypatch.setattr(up.sys, "platform", "linux")
out = up._format_cmd(["/path with space/python", "-m", "pip", "install", "-U", "headroom-ai"])
assert "'/path with space/python'" in out
def test_format_cmd_windows(monkeypatch):
monkeypatch.setattr(up.sys, "platform", "win32")
out = up._format_cmd([r"C:\\Program Files\\Python\\python.exe", "-m", "pip"])
assert "Program Files" in out and out.endswith("-m pip")
def test_windows_pip_update_needs_handoff(monkeypatch):
monkeypatch.setattr(up.sys, "platform", "win32")
assert up._windows_pip_update_needs_handoff(
up.InstallMethod(kind="pip", can_self_update=True, argv=["python"])
)
assert up._windows_pip_update_needs_handoff(
up.InstallMethod(kind="pip-user", can_self_update=True, argv=["python"])
)
assert not up._windows_pip_update_needs_handoff(
up.InstallMethod(kind="pipx", can_self_update=True, argv=["pipx"])
)
def test_windows_pip_update_handoff_false_off_windows(monkeypatch):
monkeypatch.setattr(up.sys, "platform", "linux")
assert not up._windows_pip_update_needs_handoff(
up.InstallMethod(kind="pip", can_self_update=True, argv=["python"])
)
@pytest.mark.parametrize("operator", ["&", "|", ">"])
def test_build_windows_handoff_argv_preserves_pip_argv(monkeypatch, operator):
monkeypatch.setattr(up.sys, "platform", "win32")
pip_argv = [
r"C:\\Program Files\\Python\\python.exe",
"-m",
"pip",
"install",
"-U",
f"headroom-ai[foo{operator}calc]",
]
handoff_argv = up._build_windows_handoff_argv(pip_argv)
assert handoff_argv[:2] == [sys.executable, "-c"]
assert "subprocess.run" in handoff_argv[2]
assert "cmd.exe" not in handoff_argv
assert handoff_argv[3:] == pip_argv[1:]
def test_externally_managed_true(tmp_path, monkeypatch):
(tmp_path / "EXTERNALLY-MANAGED").write_text("[externally-managed]")
monkeypatch.setattr(sysconfig, "get_path", lambda key: str(tmp_path))
assert up._is_externally_managed() is True
def test_externally_managed_false(tmp_path, monkeypatch):
monkeypatch.setattr(sysconfig, "get_path", lambda key: str(tmp_path))
assert up._is_externally_managed() is False
def test_user_site_real_returns_str_or_empty():
assert isinstance(up._user_site(), str)
def test_source_checkout_real_is_bool():
assert isinstance(up._is_source_checkout(), bool)
def test_package_location_real_runs():
# Either a normalized path string or None, but the call must not raise.
assert up._package_location() is None or isinstance(up._package_location(), str)
@pytest.mark.parametrize(
"platform,needle",
[("darwin", "brew"), ("win32", "pipx"), ("linux", "distro")],
)
def test_managed_env_guidance(monkeypatch, platform, needle):
monkeypatch.setattr(up.sys, "platform", platform)
assert needle in up._managed_env_guidance()
def test_spec_with_and_without_extras():
assert up._spec(None) == "headroom-ai"
assert up._spec("all") == "headroom-ai[all]"
assert up._spec("[proxy]") == "headroom-ai[proxy]"
# --------------------------------------------------------------------------- #
# cli.update command branches
# --------------------------------------------------------------------------- #
def test_update_aborts_on_decline(monkeypatch):
monkeypatch.setattr(up, "installed_version", lambda: "0.26.0")
monkeypatch.setattr(up, "fetch_latest_version", lambda **k: "0.27.0")
monkeypatch.setattr(up, "_is_source_checkout", lambda: False)
monkeypatch.setattr(up, "_is_editable_install", lambda: False)
monkeypatch.setattr(up, "_in_docker", lambda: False)
monkeypatch.setattr(up, "_in_virtualenv", lambda: True)
def _no_run(*a, **k):
raise AssertionError("should not run after decline")
monkeypatch.setattr(up.subprocess, "run", _no_run)
res = CliRunner().invoke(main, ["update"], input="n\n")
assert res.exit_code == 0
assert "Aborted" in res.output
def test_update_missing_tool_surfaces_command(monkeypatch):
monkeypatch.setattr(up, "installed_version", lambda: "0.26.0")
monkeypatch.setattr(up, "fetch_latest_version", lambda **k: "0.27.0")
monkeypatch.setattr(up, "_is_source_checkout", lambda: False)
monkeypatch.setattr(up, "_is_editable_install", lambda: False)
monkeypatch.setattr(up, "_in_docker", lambda: False)
monkeypatch.setattr(
up,
"detect_install_method",
lambda extras=None: up.InstallMethod(
kind="pipx", can_self_update=True, argv=["pipx", "upgrade", "headroom-ai"]
),
)
def _missing(*a, **k):
raise FileNotFoundError("pipx")
monkeypatch.setattr(up.subprocess, "run", _missing)
res = CliRunner().invoke(main, ["update", "--yes"])
assert res.exit_code != 0
assert "not found on PATH" in res.output
def test_update_externally_managed_refuses_via_command(monkeypatch):
monkeypatch.setattr(up, "installed_version", lambda: "0.26.0")
monkeypatch.setattr(up, "fetch_latest_version", lambda **k: "0.27.0")
monkeypatch.setattr(up, "_is_source_checkout", lambda: False)
monkeypatch.setattr(up, "_is_editable_install", lambda: False)
monkeypatch.setattr(up, "_in_docker", lambda: False)
monkeypatch.setattr(up, "_in_virtualenv", lambda: False)
monkeypatch.setattr(up, "_is_user_site_install", lambda loc: False)
monkeypatch.setattr(up, "_is_externally_managed", lambda: True)
res = CliRunner().invoke(main, ["update", "--yes"])
assert res.exit_code == 0
assert "PEP 668" in res.output
# --------------------------------------------------------------------------- #
# update_check helpers / branches
# --------------------------------------------------------------------------- #
def test_installed_version_present(monkeypatch):
monkeypatch.setattr(md, "version", lambda name: "0.26.0")
assert uc.installed_version() == "0.26.0"
def test_installed_version_not_found(monkeypatch):
def _boom(name):
raise md.PackageNotFoundError(name)
monkeypatch.setattr(md, "version", _boom)
assert uc.installed_version() is None
def test_is_source_checkout_real_is_bool():
assert isinstance(uc._is_source_checkout(), bool)
def test_in_docker_real_is_bool():
assert isinstance(uc._in_docker(), bool)
def test_select_latest_skips_invalid_versions():
data = {"releases": {"not-a-version": [{}], "0.26.0": [{}]}}
assert uc._select_latest(data, allow_pre=False) == "0.26.0"
def test_select_latest_info_fallback_invalid_returns_none():
data = {"releases": {}, "info": {"version": "not-a-version"}}
assert uc._select_latest(data, allow_pre=False) is None
def test_select_latest_info_fallback_prerelease_filtered():
data = {"releases": {}, "info": {"version": "1.0.0rc1"}}
assert uc._select_latest(data, allow_pre=False) is None
assert uc._select_latest(data, allow_pre=True) == "1.0.0rc1"
def test_run_check_disabled_returns_none(monkeypatch):
monkeypatch.setenv("HEADROOM_UPDATE_CHECK", "off")
monkeypatch.setattr(uc, "fetch_latest_version", lambda **k: pytest.fail("no fetch"))
assert uc.run_check() is None
def test_maybe_check_async_disabled_returns_none(monkeypatch):
monkeypatch.setenv("HEADROOM_UPDATE_CHECK", "off")
assert uc.maybe_check_async() is None
def test_format_update_notice_invalid_versions(monkeypatch):
uc.write_cache("not-a-version")
monkeypatch.setattr(uc, "_is_source_checkout", lambda: False)
monkeypatch.setattr(uc, "_in_docker", lambda: False)
monkeypatch.setattr(uc, "installed_version", lambda: "0.26.0")
assert uc.format_update_notice() is None
def test_fetch_latest_version_info_only(monkeypatch):
import json
payload = json.dumps({"releases": {}, "info": {"version": "0.30.0"}}).encode()
class _Resp:
def __enter__(self):
return self
def __exit__(self, *a):
return False
def read(self):
return payload
monkeypatch.setattr(uc.urllib.request, "urlopen", lambda *a, **k: _Resp())
assert uc.fetch_latest_version() == "0.30.0"