Having a lot of trouble with file management

[s13]

I forgot if I had this problem on my K5 or S5, but I think it had something to do with the playlists. If I did anything to fix it, it was probably press the reset button and format the player to start from scratch again.

As far as playlists go, I've been using this tried and true method for a while now.
http://anythingbutipod.com/forum/showthread.php?t=14112