Does it stop midway through song or stop trying to play another song? Is it the same song every time, in other words you are going sequentially through your playlist? I haven't encountered this yet. I upgraded the Roll20 Audio Master API, so I've been using Jukebox extensively. What I have seen is that Jukebox sometimes go out to lunch. The song simply won't play, for a while, in Jukebox. If I navigate using the cloud icon to Fanburst, it doesn't play there as well. For whatever reason, give it time and it comes back and starts playing again, but what happens is Jukebox plays the song and there's no sound. This is why I ask is it the same song causing this or is it happening after 4 songs no matter what songs they are?