Ok that seems to have fixed the issue… file has downloaded
I added:
server:
private-domain: "192-168-100-4.d889772e5ef141a1a08ec934305c2211.plex.direct"
to the DNS Resolver Custom Options box in PfSense
Result of nslookup:
Server: 127.0.0.53
Address: 127.0.0.53#53
Non-authoritative answer:
Name: 192-168-100-4.d889772e5ef141a1a08ec934305c2211.plex.direct
Address: 192.168.100.4
Is the plex.direct URL static?