Right now I just have only the songs I want on my iPod in my iTunes Library and have it automatically sync everything. But that means I have some songs on my hard drive that aren't in my library. What is the best way for me to put everything in my library but only sync a certain section? I see two ways and I don't like either of them. Tell me if I'm missing something: 1) Create one main playlist of songs that I want in my iPod. Problem 1: playlists allow duplicates, so I might accidentally make things appear more than once, which annoys me. Problem 2: Sub playlists will pull from the main library, not the main iPod playlist, so if I remove songs from the main playlist, they won't be removed from the iPod...I have to go into every single playlist that songs appears in to remove it from my iPod...and that is damn impossible to do if you have lots of playlists. 2) Check mark all the songs you want synced. I would actually like this method if there was a smart playlist setting where all checked songs would go to. Then I could make my sub-playlists from this master smart playlist. So how do you all do it? There's got to be a better way than just limiting the size of your library to the size of your iPod and still have control of the many playlists you want on your iPod.