It seems like there are a ton of poeple online who are having trouble with
RPC over HTTPS. I was one of them, but I got a solution now and I wanted to
share it with everyone.
I had followed all the RPC instructions on microsoft's web site. And still
my Outlook client would hang when I was outside of my LAN. Why?? Well, it
turns out that if you have a SSL certificate you created using SELFSSL, then
you may have an issue!
First thing you need to do is to make sure that you created the right kind
of certificate. Namely, make sure that you set a large enough window for the
expiration date and then make sure that \N option says something like
"*.mydomain.com" so that you cover all subdomains for that certificate (as
most of you probably want to do).
Now try going to the RPC web page by pointing Internet Explorer to
https://FQDN/rpc ... do you see a pop up screen giving you a warning about
the certificate? If so, then click on "view certificate" and then click on
"install certificate". Now you have installed that SSL certificate and you
should not see this pop up screen agian. Try shutting down Internet
Explorer, restarting it, and then going to that web page again. Now you
should not see that pop up warning screen about the SSL certificate.
Hopefully this should fix your problem. It did for me!