Not really a "braking my linux setup", but still fun as hell! Back in university, a friend of mine got a new notebook at a time... we spent the night at the university hacking and they wanted to set the notebook up in the evening. They got to the point where they had to setup luks via the cryptsetup CLI. But they got stuck, it just wouldn't work. They tried for HOURS to debug why cryptsetup didn't let them setup LUKS on the drive.
At some point, in the middle of the night (literally something like 2 in the morning) they suddenly JUMPED from their seat and screamed "TYPE UPPERCASE 'YES' - FUCK!!!"
They debugged for about six hours and the conclusion was that cryptsetup asks "If you are sure you want to overwrite, type uppercase 'yes'". ... and they typed lowercase. For six hours. Literally.
The room was on the floor, holding their stomach laughing.
Nix is a source code package manager and compiles everything from source, except when there's a binary substitute available.