Originally Posted by Just Some Guy
The first thing is just how the S540 series sorts music. Mine did that, yours does it, everyones does it. It's just the way the Walkman organizes music.
As for the other one... maybe skip using WMP? For that matter, skip using any kind of syncing program to put music on it. You can just drag and drop files and directories using Windows itself, and there's no need for any software.
If you feel you need to use a program, try Songbird or one of the other programs. They will work the same, but with some of the odd quirks removed.
Hmm, I have an earlier model (don'thave it with me, so don't know the #), that I don't have the first issue with, so I figured it was some setting that I had neglected. Guess not.