I am having a bit of an unusual issue with Outlook 2013 and Autodiscover. At present for all Office 2010/2007/2003, Android, Apple and Windows phone autodiscover works perfectly without any issue If I use the MS tool to test autodiscover and outlook anywhere the connection comes back 100% with no errors.
When I try to connect a new Outlook 2013 client I enter in the clients name, email and password information and the process starts, after a moment we get presented with a certificate error. The error says it is the wrong name on the certificate and that the certificate is expired. If I open the certificate presented, it is for a totally different company (www .otherdomain.com) that is hosted at the same Domain\Web Hosting service. If I click ignore the certificate the autodiscover continues and works but I don't want that happening everytime we setup Outlook 2013....
For our company we use a web hosting services that has our main web site at www .domain.com and dns resolves domain.com to this site as well. What I think may be happening is Outlook 2013 sends a first autodiscover request to https ://domain.com/autodiscover. This resolves to our hosted web servers which returns the first hosted client to respond and their certificate which is https ://othercompany.com. Accepting the certificate allows the request to proceed but then fails when no Autodiscovery response returns from that address in time. Then it makes a request to autodiscover.domain.com and it succeeds in getting the configuration information.
I have ruled out an issue with our certificate if I check it from the shell or from OWA the alternate names and domain names are correct.
So...I opened a call with our hosting services to see if there was anything they could do on their side but I wonder if this is a bug with Outlook 2013? Why would my config work with everything else except this one new product? Has anyone else seen a similar issue? Is there a way to suppress the first autodiscover request from the outlook client in the registry to confirm my suspicion?