I often DJ small gigs using two laptops and 20gb of MP3s, and I can tell you that MusicMatch has THE best interface for sorting, managing, creating playlists, searching, ripping, etc. Just take a page out of their book, and study their Jukebox interface closely. The ability to have a playlist displayed on the left, and your entire library displayed on the right, collapsable by artist (usng ID3 tag info) is incredibly convenient. If you can come up with a solution like this, then XBMP will find its way to the back burner!!! I don't really see the immediate need to include 'ripping' into the Xbox interface, because most folks who would be using this program would have their XBox connected to their PC anyway. A better feature would be the streaming server solution (Relax) to pull files from the PC, and support for the Xbox DVD remote is a must!!! You should be able to hit a key on the remote that pulls up a Search TAB and a keyboard so that you could search for songs quickly, even while the playlist is still running.