I have a smart playlist that contains everything except a few golf rythm audios that I don't want in my shuffled music. Because of this, I have "Manually manage music and videos" checked. But I haven't been able to synchronize. When I plug in my iPod, it takes some time doing something. Or sometimes I check "Synch Brazee's iPOD", which takes a long time. But I only want to synch changed stuff, as when I edit a song to enter in the composer. So I thought I would try dragging the playlist to my iPod. When I tried that, every song was in there twice. So I manually synchronized - everything is still there twice. I'm guessing I need to manually delete every other song now. I still haven't figured out this synchronizing thing. (And I'm afraid to try from my iTunes at work). I just tried deleting the playlist from my iPod. The playlist is now gone from there, but my songs are still there twice.