Clip Sport with version 1.36 on board

Maybe take a look at using Mp3tag software to create playlists for the Clip Sport (and Clip Jam).

      http://forums.sandisk.com/t5/SanDisk-Clip-Sport/Creating-m3u-Playlists-for-Clip-Sport-on-a-Mac/m-p/3…

The discussion subject indicates “Mac” but Mp3tag software is designed for PC users and works really well for playlists.