breakpoint not working in 8.1.1

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Is the same Python being used in both cases? Recent Pythons have changed in behavior, as far as which lines of code are actually reached so that could explain it. If that's not it, could you show an example of the code and where the breakpoint is located? Also, try adding 'assert 0' there to see if Wing stops there. Wing should always stop on an assert but may fail to show the Python code file if there is some confusion about filenames. Also please let us know if this is remote development or local and whether you are using wingdbstub or not.

python is 3.8.5 windows x64 (same source folder, same venv) all local
I just hit factory reset on wing 8.1.1 options, no change.
I've never heard of wingdbstub, sorry.

I've verified that it is executing that code with print statements, but I'll try assert ...
I see the "AssertionError" printed in the console (i.e. the Debug I/O tab of wing) but it did not break on the assertion, either.

Putting a breakpoint on a single-line print() should be a safe way to check whether breakpoints are entirely not working for some reason. The relevant changes in Python are mostly in multi-line statements. But yes please also try the assert since it'll help narrow down the problem.

Is this code possibly run in a sub-process? If so, is the Debug Child Processes option enabled under the Debug/Execute tab in Project Properties? When in doubt, compare os.getpid() (after 'import os') between the first line of your code and the code where breakpoints are not working.

Thank you. It looks like it's hitting breakpoints now with project properties, debug/execute, debug child processes, "always debug child processes"