With recent changes to Chrome to more aggressively flag insecure sites, this has become more important too us. Is it possible to turn on HTTPS somewhere and allow us to apply a certificate? I guess I can move to hosting it in IIS, but I'd really prefer to keep it all in the managed website if possible.

We've got some management people concerned about the browser saying "not secure" when they login. We'd really like a way to apply a certificate to make the whole thing HTTPS without having to host it in IIS ourselves.