On-the-go playlists not syncing despite latest versions software

The subject says it all, really.
I have an 8GB ipod touch, with software version 2.0.1, and iTunes version 7.7.1 (on Vista, I should add)
I've read all the archived posts, and the solution seems to be to upgrate to the lastest software, but that was quite a few versions ago, and my ipod has NEVER sync'ed my on-the-go playlists.
I've also tried the turn it off and turn it on again trick to save the playlist, and nothing.
I manage my music in manual.
Does anyone have anything I could try to sort this out?

Oooh I wish I could help, but upgrading from 1.1.4 to 2.0 actually did fix this issue for me. Something happened when I did the January Upgrade that totally jacked up my ability to sync OTG playlists - made me so mad. When I upgraded to 2.0, they started syncing again. I always attributed the mess to playing around w/ the manual vs auto syncing when I was trying to get the January Upgrade on without having to restore.
And I hate to recommend this, because I hate the idea of restoring, but have you tried clearing it off, or restoring without a backup, and starting fresh? That's a poor way of fixing it, but that is my only recommendation

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