IPhone Not Remembering "Skipped" Tracks

Hardware involved: iPhone 4 & MacBook Pro i5 (2010)
I recall, back when we got our first 2G iPhones in 2007, that the iPod app had problems with remembering Last Played meta data. Consequently, when synced backed to iTunes, songs that had been listened to were not being marked as played. Eventually that issue was resolved with an iOS update.
However, I'm now having a similar problem with the "Last Skipped" criteria. When a song plays that I decide to "skip" I hit the Next / Fast Forward button (>>I) to skip to the next song. The iPhone appears not to "remember" that the song has been skipped.
As a result, once the iPhone is synced with iTunes, any Smart Playlists that rely on the "Last Skipped" criteria do not work. In fact, the most recently skipped song in iTunes is from last Sept 2010.
Anyone else experiencing this or have a suggestion on how to resolve this issue? Thanks

i just want to clarify - when you say you sync twice a day, is the second sync immediately after the first?
i was having the same issue with smart playlists based on playcount. the playlist would not auto-update on the phone, but after syncing with my computer, the playcounts would update and then my playlists would update. this aggrivated me to no end as there was no way to remember which song i listened to, and after posting on here, an extremely awesome user gave me the solution which is still working for me.
http://discussions.apple.com/thread.jspa?threadID=2698673&tstart=0
i know this is not the solution you want, but maybe you do something with it that can help you...

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