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Exchange 2010 Outlook Anywhere Not Working

Bill Benson
Bill Benson asked
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Last Modified: 2012-08-21
We have three Exchange 2010 SP2 multiple role servers (mailbox, HT, CAS) in our environment which we plan to migrate our users to from Exchange 2007. Two of the servers are in one site and one is in another site. There is a CAS Array which points to an internal Kemp load balancer. We also have an external load balance at Rackspace pointing the Exchange 2010 servers. The purpose of the external load balancer is to point Internet traffic to the Exchange 2010 server in the other site in case of a disaster. Our Exchange 2007 environment consists of a Mailbox, CAS\HT, and an HT server.

OWA and Activesync in 2010 work fine but Outlook Anywhere does not work. Outlook Anywhere works in Exchange 2007. When Exchange 2010 users attempt to log in via Outlook Anywhere over the Internet they cannot. They keep getting prompted for their credentials which are never accepted. I have tried disabling Outlook Anywhere in Exchange 2007. I tried using NTLM authentication on the Exchange 2010 server and on my Outlook 2010 client. We are using a SAN certificate and all of the required names are on it. My test from www.testexchangeconnectivity.com gave me an "RPC Proxy Can't Be Pinged" error. Everyone is using either Outlook 2007 or Outlook 2010 as their client. I appreciate any assistance.
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