I had this same problem with my Droid X, so obviously I'm doing something wrong With my Droid X and this phone I just created a music folder and dragged and dropped, which works perfectly for transferring music but not so much for transferring playlists. So I also tried syncing through windows media player which has the playlist sync option and it's not working either. Any thoughts? My music is not organized through itunes, but that is an option too. I tried searching already but found nothing, thanks in advance!