Guys, I have A Classic 80GB ipod for a year and a half and last week I have this same problem Syncing my whole library and no songs but the space is filled up. I do not use Media Center at all, so I don't even think this is a media center problem. I just looked this topic online and this forum came up. I had to put it on manual sync and auto fill,I put My whole library on a playlist and it kinda of works, but it seems to take a few songs off the end of the playlist. And after about 3 or 4 times of syncing it comes up with the empty songs, then I have to restore and do it again. It's a real pain, but at least can get my songs on for a limited time, I wish I could get it fixed so I can sync my whole library again. I have about 1.8 GB left on 80gb, so I don't know if it some imaginary boundary that I can't go past or my itunes library file is messed up or something. Anymore Suggestions?