Custom URL/Reverse Proxy w/ HAProxy - Ok via browser, not via App

So I’m having a really strange issue. I am running the latest version of Plex. I have my opnsense running HAProxy with a url plex.mydomain.com:443 reverse Proxy to my Plex server. Opnsense gets a wildcard certificate from let’s encrypt.

I have remote access disabled in Plex and a custom URL set in Plex to https://plex.mydomain.com:443

It works fine within my lan, and outside of my lan in a web browser on my phone. It does not, however, work in the Plex app. Anyone have any idea where to start with this issue?

This is running in Linux on a proxmox virtual machine.

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