I have a 60GB iPod Touch and Windows 7 running iTunes 10.1... All software is the latest version and they are not getting along. Whenever I try to sync the entire playlist (or even one song) iTunes freezes and I get this message. "Attempting to copy to the disk "John's iPod" failed. The device timed out." Is the problem with the iPod or iTunes? I have restored factory settings on the iPod and it was no help. I WOULD just copy the 30 gigs of music (WAVs) onto my Mac and sync it over there but it's a friend's iPod and PC and they need to be synced together. Ugh.