HTTPS what port is it listening on?

@erasedhammer
Have you checked you permissions on your keystore (i.e. changeit, or secret etc…)
Can Graylog access the Java keystore?
Did you create your own keystore or are you using java default (i.e. cacerts)
I would follow Graylog documention first when creating your certs maybe you might find where you problem is.

Maybe give this a try.