It might make a difference that it's flashed to Cricket (I'm assuming you mean using Cricket firmware, as that would be somewhat different). Aside from that, where on the card are you putting the music? Are you putting the songs as they are or are you putting them in their own (artist/album) folders as well? Are these MP3s or WMAs that don't have very long names and no weird/special characters in their names?
Bookmarks