Songs from itms won't play on nano

It will play songs that I've ripped from cd, but nothing downloaded from itms. Seems like the ipod got "de-authorized" somehow.
I did a reset, but this didn't fix it.
Can anyone help out? Thanks.

For difficulties transferring iTunes purchases, see this.
iPod does not play content purchased from the iTMS.
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.
About Authorization and Deauthorization.
How to restore the iPod.
How to recreate your iTunes library.
How to create a new user account in Windows.

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