App.plex.tv is unable to connect securely

[BigWheel]

I don’t know what your set up is like but you can try what this guy did.

I cannot access my server with a browser but i can with the Plex app

My setup is also using Pi-Hole. I went into Settings - DNS and switch my ipv4 settings from OpenDNS to Quad9 (filtered, DNSSEC). After i made the change on Pi-Hole, i close my browser and reopen app.plex.tv with the new dns settings in pi-hole. I had to do that for each PC in my house using the link before switching back to OpenDNS.