IPod Playlists not syncing correctly?

I have a 60GB 5th Generation iPod. Up until my last sync, I could choose to randomize my playlists and they would automatically sync that way to my iPod. Now it's not doing it correctly. Everything is exactly the way that I had the last time that I synced my iTunes and iPod.
I've tried restarting it, resetting to factory settings, re-downloading the new iTunes 8 and it's still not working. Is it just a marketing ploy in order for more people to buy the newer iPods or am I just dumb and not doing something right?

I have had the same problem ever since installing iTunes 8. I have several playlists in iTunes that include many artists, some artists with more than 1 song. I have the playlists shuffled in iTunes, but when I sync my iPod, the playlists show up in my iPod with the songs in alphabetical order by artist. The playlists are not shuffled on the iPod, as they are in iTunes.
Message was edited by: MinerFortyNiner

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