The system Python on macOS 12.6.5 is Python 3.9.6 whose ssl module is compiled with LibreSSL 2.8.3. The removal of LibreSSL support in urllib3 2.0 makes it impossible to be used with the system Python ...

We are encountering a high rate of failure with some of our tests after upgrading to Python 3.9.6. > python3 -m green --run-coverage --cov-config-file my_lib.coveragerc --junit-report ...