Selfhosted
A place to share alternatives to popular online services that can be self-hosted without giving up privacy or locking you into a service you don't control.
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I completely agree, Tailscale will not just solve your issues. If you want to have is as simple as possible for your users you are going to need to expose it publicly for your users. And the reason I posted the comment above is to share a solution that has worked for me to get my users "Smart"TVs to work. Honestly if someone where to make a service that provides a "plex networking" solution for jellyfin I think allot of people would consider using it and leave plex for good!