I think I'm now over the 6200 mark in terms of MP3s. Thankfully, most of them are full albums, eac having its own directory. Earlier today, I found M3U Maker which has the capability to create a playlist for each directory, and can dump all of the playlists just about anywhere (merge into one playlist, actually put playlist *in* each directory, or a separate directory containing all playlist files).
I am trying to use Jukebox utility for my Palm to control WinAmp on my MP3 server. I can do all the normal play/next/last/stop stuff, but I can't seem to change playlists right now. If I can get all of this going via IrDA, I'd be set.
-SUO