Hi Richard,
I think it needs to be mentioned that we have internal exchange servers here, Exchange 2010 SP2. Will they work with Outlook 2015 for Mac? In addition the exchange server admin here had this response to the DNS fix: "
I believe your friend at MS is under the incorrect assumption that Outlook 2015 for the Mac doesn't work with VPN at all
Which isn’t the issue…. The issue is that the autodiscover is flipping it to the Internal URL, but then not flipping it to the External URL when it is External." He is correct in the description of the behavior of Outlook 2015. Please let me know what else we can troubleshoot as nothing has recently changed in our environment and Outlook 2011 still connects internally and externally without needing to use any VPN.