I've searched the solutions on this site and have yet to come up with an answer that solves my scenario.
I have a SBS 2008 server std. I have a standard trusted SSL cert that I purchased for my remote.<domain> site. I created the request through the SBS console and applied it via the console as well. From what I have gathered, it adds this cert to the "SBS Web Applications" website in IIS. Also, I have read that in SBS 2008, the autodiscover web app is moved from the default website to this "sbs web applications" website as well. Therefore, I should be able to get to https://remote
I added a DNS entry on the External dns host for Autodiscover.<domain>.
Now, problem is, my outlook clients, configured via Outlook Anywhere, are getting a certificate error. I also get sync errors in Outlook saying it can't download the OAB. My understanding is that the location of the OAB is determined through the autodiscover service? So I am thinking I need to get the autodiscover working before I get the OAB to download.
Main question: How do I properly configure SBS 2008 and Outlook anywhere to get my clients to use https://remote
.<domain>/autodiscover (using my trusted cert) instead of it defaulting to https://autodiscover
I checked the Exchange Management Console and the OAB is configured to use https://remote
.<domain> for the external site.