Apologies if this has already been covered. I first noticed this problem after I reset my iTunes library. One of my Smart Playlists, called 3-5, grouped together all songs rated 3 - 5 stars so that I could easily listen to the music I liked. However, ever since making the change my iPod won't load that playlist. The same thing is happening to one I just created that has all songs under 2 plays. No idea why its being so picky over what goes into the iPod. Its got plenty of room left, isn't terribly old, and imports all the other music just fine. Any ideas of what's going on?