Neither of my iPods are updating one of my playlists

The songs from the playlists are all copied over, but my one Smart Playlist WILL NOT transfer over. The playlist is there on one of my iPod's but there is no music in the playlist. The other 5th Gen iPod doesn't even have the playlist listed.
I've tried resetting the 3rd Generation iPod, but it hasn't cured the situation. I've tried changing the songs in the Smart Playlist and it still won't update. All my other playlists, including one other Smart Playlist transfer over no problem.
All my playlists include both protected and unprotected songs...its a real mystery. It only started after upgrading to iTunes 7.0. I have all the necessary software updates in place too. I upgraded to 7.01 iTunes and I still have the same problem. I have lots of room on both iPods too. This is super ******* me off and I'd really like help!! ANYONE!!!!

as much as i'd love to help, i have the same problem, but mine is only every so often, my ipod freezes when i plug it into my laptop, and then i have to reset it manually and it becomes corrupt, i'm about ready to go buy a zune, i got it for christmas last year, and it hasnt worked right since day one, and i hate to get a zune because i love my ipod, but try to reinstall the apple drivers from your device manager, just uninstall any usb driver that has to do with your ipod, and then reconnect your ipod and it should reinstall them automatically

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