Another good reason is that some python lib devs are no longer building win32 wheels, so when we bump the python version we will start seeing issues with some libraries having to be compiled.
For instance pyscard stopped shipping win32 wheels starting with v2.0.1, which is a problem because v2.0.0 did not ship a python3.9 wheel for MacOS and v2.0.1 no longer ships a python 3.8 wheel for MacOS, so bumping python to 3.9 for binaries is going to be tricky (dependency on swig to compile pyscard) if we don't support 64-bit windows soon.
See https://github.com/spesmilo/electrum/issues/6598 for one good reason.
Another good reason is that some python lib devs are no longer building win32 wheels, so when we bump the python version we will start seeing issues with some libraries having to be compiled. For instance
pyscardstopped shipping win32 wheels starting with v2.0.1, which is a problem because v2.0.0 did not ship a python3.9 wheel for MacOS and v2.0.1 no longer ships a python 3.8 wheel for MacOS, so bumping python to 3.9 for binaries is going to be tricky (dependency onswigto compile pyscard) if we don't support 64-bit windows soon.