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It probably does tbh, I'll have to check the documentation to double-check though. Anything that isn't foss tends to get a handful indeed; Jellyfin genuinely is a better experience than Plex imo.
I know for me I had to give Plex the local IPs to force local streaming because it would try to stream remote even on local network.
Jellyfin doesn't need any particular setup to work directly from LAN because it doesn't ever try to use a central login provider the way Plex does.
The only reason OP is struggling with it is because they set it up so that they can only connect to it via Tailscale.
I’ll prolly give it a shot at some point. I bought lifetime plex long before jellyfin was a thing. Is there an experience similar to plexamp? It’s too good.