From my limited testing of tailscale a while back, I don’t see any reason it wouldn’t work. Saw no reason to switch from my wireguard setup.

It’s pretty much everywhere Plex is. The main issue is that it’s trickier to set up for sharing outside your LAN.

Kinda in the same boat except for the “fuck that” part. I’m more in the mindset of “let’s see which of these hundred projects that do the same thing survives and gains traction”.