Yes, Roku boxes are probably the most popular streaming boxes (besidess fire TVs and Chromecasts), so they work with all the major streaming services.
Tailscale does not run on Roku, unless you find a way to jailbreak it and side load a custom ROM, which I'm unaware of any. You would have to route all your stuff through a separate network device like a pi. But a Roku will connect to your local network, so you should be able to access anything that way.
I run Plex and Jellyfin on my home server and can connect either by local IP or through my reverse proxy domain.
Tailscale does not run on Roku, unless you find a way to jailbreak it and side load a custom ROM, which I'm unaware of any. You would have to route all your stuff through a separate network device like a pi. But a Roku will connect to your local network, so you should be able to access anything that way.
I run Plex and Jellyfin on my home server and can connect either by local IP or through my reverse proxy domain.