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I'm not even against Jellyfin or anything, but as long as I have to build elaborate VPN solutions to continue sharing my content I'll stick with Plex. Not even starting with the availability of clients on different platforms and the general lack of polish in Jellyfin first party UI (player and config).
I could live with most of that stuff if there was a way to share my library without becoming tech support for half my friends circle
Your reply just raised so many questions but most importantly why would you need a VPN with Jellyfin? I mean it's just server like any other which means install, add certificates or reverse proxy with certificates and if you're behind NAT you would need to setup port forwarding.
I mean if you're worried about server being exploited if not updated then opening it to the internet wouldn't be good but isn't that the case with Plex already?