I resolved this issue. Turns out a handful of our plugins were Windows only. I temporarily have kind of brute forced them to work in the project with no issues yet, but we’ll see.
In case you’re curious about how I did that, exactly, I simply opened up the .plugin files in each folder that needed it and added a “mac” tag to the whitelist group with a text editor.
I read somewhere this could be done, but to expect errors, so use at your own discretion I suppose.