I am finally getting around to getting a non-self-signed cert so I tried to install the Let's Encrypt app. Both the marketplace app and yum throw an error when attempting to install, about there being no way to resolve the certbot dependency:
This was extremely confusing and my only thought is the SSL error for the marketplace repo. In response I reset the system clock via ntp, cleared the yum cache, and tried again. Same error. If anyone has any idea what's going on, I'm all ears.