BlackBerry - BlackBerry Media Sync – Tuned Up
I recommend BB Mediasynch for anyone who uses iTunes. Free, just dl/install, connect BB. It reads your media card's free space, then you just hit synch and it first scans your playlist songs for album art via iTunes. Then you check what playlists you want to synch from your iTunes (it changes free card memory after each checkmark) hit synch and that's all. Playlist appears in Music section with the covers. Very fast and simple. I'm told Media Manger is a royal PIA and sloooow to boot (I didn't install that). This works great, try it.