About a month and a half ago, I started playing around with the Rockbox 2.0 firmware my Archos Jukebox Studio 20 and discovered the quaint little feature called "Build Playlist". After it built a playlist, I sicced shuffle on that badboy and let the player rip.
As of today, I'm at roughly song 1300 out of 3100 on the mega-playlist. I've gotten the opportunity to listen to a lot of seeming long forgotten hidden gems hiding in the deep recesses of the player. In addition, the odd juxtaposition of tracks I wouldn't normally stick next to each other has been ia refreshing and interesting change. I do wish that I had some better shuffle options (ex. no two tracks by the same artist with in a n songs), but overall it does the job rather well.
(On a downer note, the player seems to have gotten prone to seizures and the like. I'm not sure if it's a battery problem, a firmware problem or both, but it's highly annoying.)
Anyway, it looks like another two months before I get to load new music and begin the process all over again...whee.