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My family insists on using Facebook messenger, so I only have an account for that.

Can just get a Chromecast.

I bought a Dell OptiPlex 3070 with a i5 9500T CPU for a good price, filled the RAM up right away, it can run anything I throw at it.

If you go for one of those make sure the CPU supports QuickSync for hardware acceleration.

Ubuntu LTS because that’s what I was most comfortable with at the time, now I’d really like to switch over to Debian but I’m not sure I can be bothered until I really have to, everything is working well at the moment. It’s running in Proxmox.

Nginx Proxy Manager.

Yeah I can see the Jellyfin UI, but the streaming fails, or is blocked by Cloudflare.