About once every few months I back up all of the settings into a folder I created on my desktop called Cowon S9 Backup. You could create the same folder on your pc, copy everything from your Cowon to that folder and then copy the settings, etc. plus all of your music to your new player when you get it.
If you know the location of your music folder you can open up windows explorer and copy all of the music on your S9 the music folder on your pc. It will ask you if you want to overwrite. I would just do a copy and paste or a drag and drop from the music folder on your cowon to the music folder on your pc. Does this make sense?