I have been doing some research on what is required to get playlists to work on the Clip. Here is what I have found that seems to work:
1. The song files and the .m3u playlist file all need to be together in the MUSIC subdirectory.
2. The .m3u file needs to have the first line be “#EXTM3U”
- In the .m3u file the 2nd and subsequent lines need to contain only the names of the songs in the playlist, but without a pathname.
I used a program called SyncTunes to help create a playlist file and move the proper songs to the Clip from my iTunes playlist. I had to go in and move the files to the proper location, and I edited the .m3u file as described above. When I ejected the Clip and let it restart, it seemed to have the proper playlist with the correct songs in it.
Now I’m trying to find a program that will work properly with iTunes to set things up as I described so that the Clip will be able to create proper playlists when using a Mac.
I hope this helps anyone who has been trying to figure this out.