Selfhosted
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I would bet that the problem is with Plex being inside docker. Might be one of those situations where being more experienced causes issues because I'm trying to do things "right" and not run the service on my server directly or with root or on network host mode.
But being inside a container causes these many issues I can't even begin to imagine how it would be to get it to do more complex stuff like be accessible through Tailscale or being behind authorization.
Bullshit. Docker Plex is easy af. You calling yourself experienced is the real joke here
¯\_(ツ)_/¯ what do I know, I only do this for a living plus manage a couple of home servers with dozens of services for almost a decade.