I recently ran into an error after the newest Plex update where I was no longer able to get remote access through my Plex. I have been using Tailscale and trying to get as many apps comfortably working on it as Umbrel, as of yet, has no https functionality.
After a bit of research I was able to get Plex to run exclusively through Tailscale with these steps:
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Have Tailscale setup and know your vpn ip for your server.
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Make sure to have remote access disabled on Plex.
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go to Plex webview and enter settings > Network.
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Under Custom server access URLs, type the servers Tailscale IP 'http://:32400
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Save Changes
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Done
Hopefully this helps anyone else who runs into this error.