Final Update: IOS app was not working due to invalid certificate (life of cert was over 1 year) therefore the app did not trust it. Regenerated certificate with valid lifetime and remote Plex access via IOS is functional

Hi everyone long time plex user

Looking to leverage nginx reverse proxy in a container. My public DNS record is configured and working properly.

When trying to have nginx receive traffic on port 443 and forward to my internal plex server on 32400, it seems like its working. I can access the URL and everything works publicly. When trying to configure this in the plex app, testing remote connectivity works for a second and greens up, but then flips to fail, I have added the DNS name to the network settings section as well.

Im lost on what to do to make this work properly. Any ideas on what Im doing wrong?

Public Internet -> MyWAN_IP(DNS Record):443 -> Nginx Reverse Proxy Manager -> Plex_Internal_IP:32400