Can not connect to server Securely using plex.tv link

Server Version#: 1.19.5.3112
I recently got a pfSense router. Been fighting getting it to detect nearby without using the IP address. Using the IP address it works fine. When going to app.plex.tv it states indirect.

Verified the following is in place.

server:
private-domain: "plex.direct"

Remote access states Fully accessible outside your network

Plex Media Server Logs_2020-07-31_02-20-37.zip (1.7 MB)

What do you mean by that?

When I login to Plex with the up address it shows the server as nearby. When I login using a domain it shows indirect.

There is no need to use the domain. Particularly not in a local network.

I wish to for convenience. Either going to plex.tv or domain I have pointed to my local up using a local DNS server.

If you are using DHCP in your local network, configure a reserved IP for your plex server device, so its IP remains the same at all times.
(or simply set a fixed IP in the network settings of your server device)

You should be using https://app.plex.tv by default.
It will always have a software version of the web app which is newer than the local copy on your server machine.
Use web browser bookmarks or shortcuts to achieve that.

The local IP of your server usually doesn’t need to concern you or your users, except when there is an internet outage (or when doing a first-time setup of a new server – in which case you need to use the IP anyway, or the setup will fail).

I do have a static IP on the server.

My problem is that on the local network going to https://app.plex.tv it states the server is indirect. Or if I go to plex.mylocaldomain.localdomain:32400 that has a IP pointing to the server it also states indirect.

When I do a nslookup to the plex.direct addresses found when going to the link bellow they are all public IP addresses. Do I have a dns rebinding issue even though I configured it to allow plex.direct?

https://plex.tv/pms/resources.xml?includeHttps=1&X-Plex-Token=xxxxxxxxxx

Furthermore if I disable remote access it simply states Unable to connect to “jakoi-ds” securely

Settings - Server - Network - Secure Connections
If it’s set to “Required”, set it back to the default “Preferred”.
Then stop and restart the plex server and let it sit a few minutes.
Then try again.

I assume your docker container is using the “host network” and not a virtual NAT?

The network this container is using is a bridged network.

I created it as a host network and it worked fine. Turns out I forgot to include the ADVERTISE_IP in the docker-compose.yml file.

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