tests/test_misc.py::test_resolving_ambiguous_import_path() flaky on Windows

Problem

• Pipeline #1970732953 failed on job test-oldest-windows (Job #10939714530) on the captioned test.
• Pipeline #1970865515 failed on job test-middle-windows (Job #10940511599) on the captioned test.

In both pipelines no other tests failed.

Questions

• Why is the test flaky on Windows and only Windows?
• Why does it flake across different stacks?
• Why are other tests making use of similar tools (~._test_utils.propose_name(), pytest fixtures tmp_path_factory and monkeypatch) not similarly flaky?