I never found iTunes to be that great with my pc, so I use a piece of software called anapod by red chair software. I used to get problems with iTunes not copying the files across properly so when you tried to play them it just skipped to the next track. Oh and the best thing is that you can retrieve your mp3s from your ipod back to your pc, and also it won't try to "synchronise" your pc with your ipod then lose them all.