Kind of a quick off the cuff question… but is it difficult to get a docker hosted jellyfin server accessible outside of lan safely?
I have tailscale and a VPN I can use for my own devices but would like to be able to access it safely without needing those.
Yeah I'm thinking maybe just have family sign up for tailscale.
Why not just run your own WireGuard instance? I have a pivpn vm for it and it works great. You could also just put jellyfin behind a TLS terminating reverse proxy.
Sounds like a pain to get non technical family members to use. If you're willing to break the non web app you could always put it behind an authenticating proxy (which is what I do for myself outside of VPN, setting up a VPN on a phone is obnoxious and I only look at metadata anyway on my phone)
Or headscale, works like a charm
CGNAT is a big reason.
Yep, that way you can set ACLs, you they can only access the jellyfin ports + the ports you allow them to.
Also, tailacale DNS.
The fact that tailscale has google/apple/etc logon integration will also help.