Purchased music won't play on ipod 5g 60gb - need help!

hello everyone,
i've been looking for help all over the internet for hours and hours, and i have yet to find an answer. i wrote the whole sequence of events down so everyone will know which troubleshooting steps i have already gone through.
i have an ipod video, 5g, 60gb that i got in december. it's been great, up until i needed to upgrade my operating system to windows xp pro (from xp home edition). i backed up everything onto dvds, proceeded to install the new os (even gave my music it's own partition, now it feels all special and lovely and whatnot ), and reloaded itunes, got my music back on like before. then, i proceeded to install my ipod software, got the latest updates (version 1.1.1 for ipod video), and this is where i ran into problems.
prior to using itunes to install my music, i noticed a few glitches with version 1.1.1 of the ipod updater. some of my music files would show the correct artwork when normally playing the music, but if i cycled through to the larger picture of the album artwork, almost every item on my ipod showed a picture of a podcast i am subscribed to. seeing i've spent hours putting in correct artwork for thousands of songs, this irked me.
after getting all my music straight on my computer and made any changes i needed to make, i hooked my ipod up and updated with itunes. due to the new installation of windows, it had to wipe everything, and then redownload everything to my ipod.
i then noticed that not only my artwork was still screwy, but my purchased music didn't play any longer either. all of the purchased songs and videos skip through after about a couple seconds, but i did notice it did increase my play counts upon further updates. the songs play fine on my computer, no issues. and i have tried the deauthorize/reauthorize process as well, with no success.
after researching this issue a bit, i decided to follow the 5 r's. even the "restore" r, and then reloaded everything back on my ipod. now, my artwork is back like normal, which i am happy about. however, purchased music still has the same behavior. even gave the deauthorize/reauthorize process another whirl. while i could easily burn those songs to a cd and then rip them to mp3 to make them play, this still wouldn't fix my purchased video issues, leaving me right back at square one.
oh, and i also downloaded the free song of the week to see if downloading something new would help it out. nope.
i also downloaded anapod explorer to see if that would give any light onto the situation. it shows the purchased files are on my ipod, but when i disconnect from the program, it tells me "you must download a file from iTMS in order to play protected music," a step which i had already done with the free song of the week.
i'm just wondering if i should try downgrading my ipod firmware, if anyone has had the same problems, or if anyone could offer any helpful advice? i would greatly appreciate it!
hp pavilion zv5405us Windows XP Pro recently upgraded to xp pro, 4/1/2006

"oh, and i also downloaded the free song of the week to see if downloading something new would help it out. nope."
Into a new user account with a separate iTunes library? That's the idea.
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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