In my experience, if you use a file share consistently, it becomes stale over time and has to be remounted.
One thing that I’ve noticed with Apple is that there is a “happy path” they they design and test. If you happen upon the magic combo, you’re good, if you’re off the path, you are on untested ground. My guess is that Apple tests against a specific Windows or samba smb version/config, and doesn’t look for any regressions outside of that.