Logitech media server (squeezebox) with the don’t stop the music plugin. It can use different services for context aware playlists and I found last.fm to be a lot better than Spotify. MusicIP used to be a thing on LMS as well, and probably can still be used, that’s completely local but analyzing new tracks is slow since MusicIP servers are down (MusicIP got bought by Spotify ages ago).

2nd, but with just a bash script. Also, I’m forwarding http & https to different IPs and the best thing about cloudflare is that you can restrict those ports to only be open when coming from cloudflare’s proxy. I like the extra layer of security, and dislike that they can see all traffic…