Smart Playlist: Limitation or broken iPod?

I have been struggling mightily trying to get my Smart Playlists to sync properly between iTunes and my iPod. One particular playlist that has been a major problem is one with two filters, the first filter is for purchases, and the second filter is for songs played less than 10 times. In iTunes, this Smart Playlist works just as I would expect, with all of the songs filtered out that have 10 or more plays. However, on my iPod, the second filter is completely ignored, and only purchased songs will show up.
Oddly, when I sync iTune with my iPod, for the flash of second, the filters work, but then, it reverts back to only honoring the first of the two filters.
So, the question is: is Plays not a filter that will work on an iPod, and this is expected, or my iPod not working properly with regard to Smart Playlists?
Thanks,
Ryan B
Update: The Playlist works on iPod when Live Updating is unselected. Does not work correctly when Live Updating is selected.

hmm, I thought I was only seeing a porblem with my ipod shuffle on my Mac - starting with itunes 8.1 and hte 3rd gen shuffle, I have to sync my 1st en shuffle twice to even get stuff onto it, sometimes. And of course since it has no clock, everything syncs back with the time I am syncing it, not the time it was actually played.
camoracer may be onto something. I just played a song from a smart playlist on my 5th gen clickwheel ipod, and it didn't sync back OK.
edit - correction, I played it from an On-The-Go playlist. The On-The-Go playlists got synced back, but not the track playcount.
I DO use a complicated playlists on my 2nd gen nano and it syncs the playcounts OK.
I wonder if it has anything to do with the iPod model?
Message was edited by: Katrina S.

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