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Turns out that pylint by default doesn't scan all subdirectories - it requires you to specify each module folder (folder with an init.py in it) separately.
pylint-dev/pylint#352
I have no idea why this suddenly started failing (or working depending on how you looked at it...) on Linux though. Possibly some updated version of the package or something for Linux only? Not going to dig into that at this moment though.
Luckily there's a helpful package pylint_runner that will do this for us though so switching to use that instead. Now when I run pylint_runner locally I was able to repro the error and fix it.
(also disabled
C0301 - line too long
since that isn't something we really need to care about right now)