Plex Media Server 1.32.0.6918 custom certificate must be regenerated with new OpenSSL arguments

If that was you under the other username, then yep you forgot to add the new cipher qualifier.

I thought I’d made the required change clear enough in the Linux Tips post

# Generate new p12 (Acme LE is valid until 2025)
openssl pkcs12 -export -out my-fdqn-tld.p12 \
	-certpbe AES-256-CBC -keypbe AES-256-CBC -macalg SHA256 \
	-inkey my-fqdn-tld.key -in my-fqdn-tld.crt \
	-certfile CertAuth.crt \
	-password pass:PASSWORD_HERE

It was like 4-almost 5am here. (sorry if I was fuzzy/terse)

After that — PMS restart is required to load the new cert.