Thanks Ringeye. This has some helpful places to start looking. I am not as familiar with some networking things as maybe I should be. As for the remote access, I run Plex server in a docker container on unraid behind ngnix, a cloud flare proxy and a pfsense firewall. It works for our family, but still may have some configuration issues.
I really appreciate your help on this. As soon as I can, I’ll restart the plex server to collect better logs.
Similarly, if you are using pfSense’s internal DNS resolver service (specifically the “ISC DNS” resolver), you’ll want to adjust that configuration. In the pfSense web UI, go to Services > DNS Resolver, click Display Custom Options, and enter the following the the text box: