https://feathercast.apache.org/2019/09/13/reverse-proxy-magic-with-apache-httpd-2-4-jim-jagielski/ and https://feathercast.apache.org/2019/09/13/a-beginners-guide-to-https-and-tls-lars-eilebrecht/

Sent these to #sonTwo as suggested listening. I expect they'll have too much detail ("too technical"), but if he gets a birds eye view it'll be helpful.