I knew you were refering to your computer and that's what shocked me! You could put them in folders and just drag the root folder into Winamp and save that playlist too... It would also make it easier to sync your RioCar and PC collection.

There is certainly no one "right way" to organize your music and that is what is so great about the emplode software. One of my favorite features is that you can have a song appear in 1000 playlists, but it only takes the space of one song on the player! cool!