Songs not playing properly on 3rd gen iPod (click wheel)

I have a large amount of songs on my iTunes and iPod, and I often buy new music (from sources other than iTunes) to add to me collection. After updating my iPod last night to add a new album that I purchased, I noticed today that certain songs on my iPod would not play properly. When they come up in the cue or are selected to play manually, they appear on the screen, stay at "0:00 elapsed" for a second or two, then the iPod simply switches to the next cued song, as if this song has come to an end. If it's the only song in the cue, the iPod reverts to the general Menu screen.
I checked my iTunes to see that the songs were still in my library and that I did not move or delete the source. None of the affected songs had the "This song cannot be found" exclamation point next to them, and they all played fine on my computer through iTunes, but they simply wouldn't work on the iPod. I updated my iPod tonight in hopes that the mistake would correct itself, but nothing's happened.
Since this is a rare problem, I haven't been able to find any FAQs or solutions regarding it. I hope someone has the answer.
Thanks for your time.
Eugene Gurvich
Intel Mac 24"   Mac OS X (10.4.8)  

I have the exact same thing happening. I just bought the new Foo Fighters album, the songs play on iTunes, but will not play on my iPod. I have updated my iTunes and iPod to try to get it to play with no success. With the iPod in the sourcelist, I can play the songs from the iPod music list, but not once the iPod is undocked from my PC the song titles come up for a brief second then skip to the next song on the album without ever playing any audio. I even tried to delete the album and reload it. Never had this happen with any other songs, artists, etc.

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