I am having fits. I have a customer running a SBS 2011 Server and trying to connect via RPC/https from his home computer running Outlook 2013. I can connect to it the very first time. It will sync and everything looks fine until I close Outlook at which point it will never connect again.
The second time I open Outlook I get a SSL Cert warning about remote.domain.com followed but the same SSL Cert warning about autodiscover.domain.com. It will never connect a second time. I have a feeling it is Outlook 2013 but can't figure it out. Why is it checking remote and autodiscover certs? Any ideas what I need to do to get this working?