Playlist loop not infinite

I’m running Roon Rock with one endpoint for background music. I would like to set to an infinite loop so the playlist keeps running 24/7. When I click the ‘loop’ function it will evidentially stop and require clicking play again to restart it.

There are two loops, one loop is set to 1 repeat and has a little number 1 in the loop icon. Check to see if that is your issue.