I'm having issues connecting to my SBS 2003's Exchange server through RPC over HTTPS. We bought a certificate through Godaddy and imported it. I've tested that I can go to https://mail.mydomain.com/exchange and get to the OWA site. Also, in the brwoser, my cert shows up and clearly reads that it's Godaddy and that the security principal is mail.mydomain.com.
I've set up my laptop with Outlook 2010 using the internal name of the SBS server, srv01.domain.local and a test mailbox user. In the Exchange proxy, I'm using https://mail.mydomain.com, checking every box, using NTLM and then msstd:mymail.domain.com. When I'm inside the network and connecting through Outlook using the internal name for the server, I can connect no problem.
Outside is my issue. If I try to connect using the external address of the server, mail.mydomain.com, I get responses that Exchange is unavailable. Or, I may keep getting prompted to put in a username and password. I'm not a part of the domain but even as not part of the domain, I can still connect using the internal address. No DNS problem. No port forwarding problem. If I go to https://mail.mydomain.com, I am brought to the SBS home page where you can access the Remote Web Workplace. If I go to https://mail.mydomain.com/exchange, I am brought to OWA.
I'm at a loss. Is it possible that the SBS website is conflicting?