Plex, PFSense, and HTTPS

I am having trouble connecting to my plex server via https both locally and remotely. It was working properly prior to enabling pfsense’s dnsmasq. This then lead me to plex’s guide on secure connections so per the instructions I added `rebind-domain-ok=/plex.direct/" to dnsmasq’s cutoms options, however this has proven unsuccessful. What are some additional items I can try to get this to work? Is plex.direct an accurate location for everyone? I tried running and nslookup and a ping on plex.direct with no success.

pfSense -> DNS resolver

Add private domain rule:

I have done this at the same time as dns forwarder even though the plex server does not use the resolver. Still didnt work.

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