You know how on Windows, if you try to copy a folder into a place that already has a folder of the same name, it merges the two folders into one? Apparently Apple doesn't get the concept of merging folders; when I tried copying custom content into the tf folder, it decided to completely erase the existing tf folder. It didn't even move it to the trash bin, it just flat out purged it from all existence. I've tried a bunch of recovery tools but they could only find a tiny handful of maps, and even then they wouldn't actually recover them until I shelled out £50 for the full version of the software.
I had all my VMFs stored in there, as well as all the BSPs, so I've got no chance of getting anything back. I could download the last uploaded version of arena_samuel but I'd still have to redo the second stage entirely from scratch which frankly I'm not really in the mood for right now.
Today I learned two very important lessons:
1. Always back up your files.
2. Never buy a Mac.