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Secure is relative, you should be aware that jellyfin itself has security issues https://github.com/jellyfin/jellyfin/issues/5415 most of which are harmless, but at least one is fairly serious and allows people to watch your media without authentication, and adding an extra layer of authentication on the proxy would likely cause issues with clients.
That being said, if you're okay with those security issues what I would do is have a cheap VPS, connect both machines to tailscale, and have something like Caddy on the VPS to do the forwarding.
Just leaving this here
https://github.com/jellyfin/jellyfin/issues/5415#issuecomment-2825240290
It really seems overblown of an issue...
Except most people have almost the same structure because of media organizers like radarr/sonarr. At the very least they should hide that behind a setting to not require auth (since the header should be there for most clients) so only people running an old client would be affected. They could also add an extra salt to that hash or something similar.
I agree, it's not critical, but it shouldn't be hand waved either. And like I said, security is relative, I would argue for most people this is fine, but I still think this should be taken more seriously.
Yeah not only would a lot of people have the same media name, because of docker mounts, probably a lot of people have the same path to the media inside of the docker container even if the external location is different. I bet you could make a rainbow table of sorts of the most popular movie/TV torrents combined with the most common place in the container for media to be mounted, then use shodan to get a list of hundreds of instances that you could scan for the common hashes.
I'm just seeing the issue for the first time and noticed it was raised 5 years ago - surely that was enough time to at least put forward a changeover date and give clients time to update.