I have an external HD that I keep my iTunes library on so I can use it on my XP machine or Powerbook. Right now my XP machine is messed up so I've been managing my iPod with my Powerbook. I don't let iTunes manage any files-- it's all done by me. I was ripping CDs with my PC and copying them to the external HD, then adding them to the iTunes library on the Powerbook. Just so I don't get confused, I not added music in a seperate folder until I add it to my iTunes library-- then I move it to the folder that has everything allready in the Library. When I drag one folder to the folder with the already added library (the folder that contains everything already in iTunes), it shortens the folder name to ABCD~. When I try to rename the file, it says that name already exists-- it doesn't. Again, this is all happening in the finder with the directory structure and naming, NOT in iTunes. After pulling my hair out wondering why this happens I tried something. Instead of just copying one folder to the library folder, I copied two or more. Copying two or more folders keeps the existing filenames. Nothing gets changed and nothing says the name is in use. Any logical explaination or did I find a bug?