IPod Will Not Sync iTunes Purchased Music

My 20gb 4th gen iPod is no longer syncing purchased music fron iTunes… I am working with the later version of iTunes and the latest version of the iPod software… I moved my entire iTunes library to a new computer and authorized the new computer (auth #2)… I connected the iPod and synced the library, but none of the newly purchased music went down to the iPod… The existing purchased iTunes music already on the iPod stayed there… The track information is on the iPod in the appropriate playlist as if it was there, but the song is not there… If I try playing the tracks, the iPod just goes through each track in less than a second…
So I updated the iPod with the latest software and did a full update to erase the contents completely… I plugged in and began a new sync… Again, all of my mp3 in my library came across, but none of the purchased iTunes music… The track information came over, but no song… So I now have no purchased music on my iPod…
This is a new Dell XPS laptop w/ Windows XP MC edition…
Anyone with thoughts on this problem? Any help would be greatly appreciated…
Thanks in advanced…
Tim
4th gen 20gb   Windows XP  

If you have made sure that both the iTunes and iPod software are current and have deauthorized and reauthorized your computer, try this test:
1. Deauthorize the computer.
2. Create a new user in the system.
3. Download the free song of the week from the iTMS in the new user account.
4. Play the song in that user account to authorize again.
5. Restore the iPod (using the iPod updater) in the new user account.
6. Sync just the free song of the week and see if it plays on the iPod.
If it does, you appear to have a corrupted iTunes library file, and you should recreate the iTunes library file in your normal user account, and then sync your music back to the iPod and all should be well.
The following articles will help you.
Authorization and Deauthorization.
How to create a new user account in Windows.
How to restore the iPod.
How to recreate your iTunes library.

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