Every way I have tried to synch my music onto the captivate has had a big problem - the music got copied, but it didn't recreate the playlists in the phone's media player. Now I've discovered a way to do it. The bad news is, it requires an app purchase (iSyncr, $2.99 US), the good news is it works great and will synch your media from iTunes INCLUDING the playlists themselves. Here's the short instructions: Buy iSyncr from the Android market Run iSyncr Plug in your phone and mount as USB mass storage Find the isyncr.exe file on your card and run it. It will load iTunes - just tell it what to sync and click "Sync" For the full iSyncr FAQ and instructions go here: JRT Studio: iSyncr FAQ *NOTE: If you are a MediaMonkey user (like me) you will need to export your MediaMonkey playlists (Tools>Scripts>Export All Playlists...) and import them into iTunes (File>Library>Import Playlist) first.