Reinstalling did not seem to help. It left my AppData and preferences in tact, so that could still be a concern. Also, I had installed IronPython separately, I have now uninstalled to avoid conflicts with the IronPython installed for Rhino/Grasshopper, but maybe it hasn’t been entirely uninstalled. I do have Python 2.7.18 separately installed for other applications.
It’s the exact same issue however. import uuid alone in a script causes an exit. I tried checking sys.version inside a GHpy component which returns 2.7.8 (IronPython 2.7.8 (2.7.8.0) on .NET 4.0.30319.42000 (64-bit))
With my work environment using Sentinel Agent, this post seems relevant.
https://discourse.ladybug.tools/t/updated-honeybee-freezes-and-crashes-rhino/8058/6