Properly creating playlists

You are correct !!

Take a look at this message describing a batch file command to use for subfolders of music files on the Clip Sport and Clip Jam.

    http://forums.sandisk.com/t5/SanDisk-Clip-Sport/Simple-Batch-File-for-Playlist-of-Genre-Folders/m-p/359406#M3578

(and I am able to execute the batch file command using Wine on my Mac)