IPod won't play purchased music after upgrading.....

Help -
My boss has the 30g video IPod. He has upgraded his Itunes software to 7.0 and also upgraded his IPod to 1.2 (whatever the newest version is). He is not having the problems I have seen others are having but the issue he is having is that his IPod will not play his purchased music.
I did find this article (http://docs.info.apple.com/article.html?artnum=303854) on the website and have tried everything it suggests to fix it. All the software is up-to-date, we have deauthorized and reauthorized his computer, and I have followed the instructions to recreate the Itunes Library. Still the songs won't play - he can navigate to the folder of purchased music on the IPod and it will let him hit play but it will just display the song and album cover and then keep skipping to the next song - never actually playing the song.
Can anyone please give me some advice for what else to try? If all else fails he would like to just restore his IPod and go back to ITunes 6.0. I tried this by uninstalling ITunes 7 and then installing 6 again but when I open 6 it says it can not be opened because the library was created by a newer version of ITunes. Can anyone tell me how to fix this?
Any help you can provide would be greatly appreciated!!!
Dell Windows XP

I have this exact same problem since I bought my new 80GB iPod.
All purchased songs play fine in iTunes on my Mac but they just skip past each track when I try to play on my iPod. As mentioned above I have tried the advice Apple give and have restored my iPod and recreated library but I still have the same problems.

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