Got an Edge last week. I have a 40G 4th Gen iPod click wheel and purchase songs through iTunes. Initially, SYNC wouldn't play any of the songs I purchased through iTunes, but I was able to solve this problem by converting all my songs from m4p to m4a files. I then updated all my playlists with the new files, but SYNC still won't recongnize any playlists. Everything else works fine. Anyone have a similar experience or know a solution? Thanks!