For years we've been trying to get people to reduce their file/folder names, and now it seems like it's causing some major issues with some software. Right now, we only have 4 files that go beyond 255 ...

I am testing on Windows 7 , looking at explorer and the "md" command. (I know Windows 10 might have to an extent got over this limit). (I know that some programs like 7-zip support long filenames but ...