Creating m3u Playlists for Clip Sport on a Mac

Long time later, but maybe you can help me:

I downloaded the MP3Tag-program and figured out how to use it, I made several playlists that works just fine, some songs on repeat, other not. With TextEdit for mac.

But now there are some playlists that behave weird. 

I make a plain playlist with the songs in the order they are in the directory. It works.

I move them around a bit, delete some and put some on repeat. Only one song shows when I open the playlist in Clip Sansa, and it is on repeat, but it was not that song I wanted to repeat. 

What is happening? How to fix? I have been messing around with this for two weeks now.