[johnwalkr]

By default there is a path character limit of 260 characters, although there is a method to increase it. So if you try to copy something with a long filename that is many nested folders deep, it will fail. In one office, I had a coworker who used very descriptive folder/subfolder names for everything, and he constantly had this issue.

[jupp0r]

The problem is that lots of older software allocates fixed size path buffers (mostly on the stack) that uses the MAX_PATH macro (which is set to 260). Fixing this requires recompilation.