@Valas Valas- I have great sympathy for you. Several times I've sworn there's a bug in the app, only to find it was between my ears. One suggestion for trouble shooting this. Make a short, but long enough playlist. Hit the play button on top, then the shuffle button on top, ignore what flashes on the screen. Go to the first song and press and hold until you see the repeat options. Choose "repeat category". Now, touching the song icon on the screen, rapidly flip the songs to the left. You can rattle through the playlist that way and see if you have acontinued issue. You can use screen video capture to show what is happening if needed.
@andrewilley If I do these settings, does Poweramp remember and do it for every playlist or do I need to do it each time I do a playlist?