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Roku app issue

I’m trying to connect to a remote Jellyfin server that is hosted behind a reverse proxy on a network joined via a WireGuard tunnel.

What works:
From laptop browser, from desktop browser, from iOS browser, from iOS 1st party and 3rd party apps.

What doesn’t work:
Freaking Roku

I can see the dns requests to the router (which forwards dns to a dns server over the WiredGuard tunnel). So it can find the IP but doesn’t seem to do anything with it.

Tunnel and dns are working, I just cant tell what is causing the connection to fail.

Anyone have ideas of what could be failing or how I could figure it out?

Source: r/jellyfin · by /u/shaioshin

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