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Comment by sirmarksalot
The absolute worst situation I've gotten into was just the other day, when my team managed to check in two files with the same name, but different capitalization. The server (Bitbucket) is Linux-based, but all the workstations are Mac or PC, so the names collided on everyone's desktops. This prevented anyone from pulling or checking out a different branch, so even after master was fixed, everyone's environment stayed broken until someone figured out the right magic incantation (git rm --cached).