> This is probably is missing LD_LIBRARY_PATH environment variable.
>> Fatal Python error: Failed to initialize Windows random API (CryptoGen)
>Oh, it remembers me that Windows requires some environment variables to start, otherwise it fails badly.

Ok, I filled issue #20614 to track these bugs with __cleanenv=True.

Serhiy>print() can be used during Python exit in destructor if destructor called before cleaning up the builtins and sys modules and encoding module with the encoding of sys.stdout.
Serhiy>Cleaning up the builtins and sys modules are delayed after wiping other modules, this decreases the chance of print() failure.

Ah ok. I tested with a codec implemented in Python, it works well. So it is very specific to test_cleanup() which hack builtins and sys modules to keep a reference their.

I don't see anything else to do, I close the issue.