As someone who actively enjoys listening to the games soundtrack when doing homework or when relaxing, I think it'd be a welcome addition, as the only way to stop the music is to either turn off the game or mute my device. A shuffle option would be cool too, but that's not really important since you could just pick what song you're in the mood for.

I wish I could get it to go to the next piece like a playlist.  ... I'm honestly against shuffle but it's their business if they put it in.

If it randomly picked something it already played far too frequently that wouldn't do any good.

That's a neat suggestion, though I don't think RenPy gives you good tools to do it.

I can... try I guess?