IPod will not sync all music.

I am having the same problem as well. I have updated my iTunes, I have restored by iPod. Since restoring my iPod (I was running into some skipping problems) I have not been able to reload all my music to the iPod. iTunes keeps telling me that I do not have enough space. I have created a playlist to see how many files that I have checked, and I have less than 3GB. I working with a 4GB iPod Mini. I have removed the update playlist only option, it will still only allow me to update playlist and create its own playlist and not just automatically update all songs. Do you have any ideas??

Hello over_thetop,
And welcome to Apple Discussions!
Were these tracks purchased under a different account? Have you tried deauthorizing and reauthorizing to see if that helps.
Otherwise, see if this Apple support document can help.
http://support.apple.com/kb/TS1389
B-rock

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