Having a lot of problems with Outlook 2010/2013 authentication prompts. Client is migrating from EX 2010 and going to onsite EX 2013. Both Outlook 2010 & 2013 get the prompts. At this point in the migration, all internal DNS records point to the load balancer which goes to the 2013 DAG environment. I have verified the Outlook Anywhere settings on 2013 about 100 times.
External Host Name and Internal Host Name are identical: mail.company.com
External/Internal ClientAuthenticationMethods NTLM
IISAuthenticationMethods {Basic, NTLM, Negotiate}
Require SSL is true for both External/Internal
I have tried many things already, but I am still getting prompted. However, when I modify the local Hosts file to point to Exchange 2010 directly (for those users who are still on 2010), I get no prompts at all.
I have also tried pointing the hosts file to the 2013 servers directly, bypassing the load balancer and the prompts still happen. So, it is not the load balancer.
Thoughts?
MCITP Exchange 2010 | MCITP Lync Server 2010 | MCTS Windows 2008