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Outlook 2010 client unable to connect to newly deployed Exchange Server 2013

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Problem

You’ve deployed a new green field deployment of Exchange Server 2013 in an environment, applied cumulative update 2 but notice that when you attempt to connect with an Outlook 2010 client, you notice that the configuration passes the Establish network connection step, then the Search for username@domain.com server settings step but fails at the Log on to server step with the the following error:

The connection to Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action.

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Clicking on the OK button will display the Microsoft Exchange window with the Microsoft Exchange server field filled with a:

GUID number followed by @domain.com

… and the Mailbox field with:

=SMTP:username@domain.com

image

Changing the *Specify the authentication method for external clients to use when connecting to your organization from:

Negotiate

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… which Exchange gives the warning:

warning

Microsoft Exchange versions earlier than Exchange Server 2013 do not support the Negotiate client authentication method. Connectivity to public folders and mailboxes hosted on earlier versions may be affected.

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… to:

NTLM

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… does not resolve the issue.

Solution

I’m not sure why but one of the first few results from searching

outlook 2010 unable to connect to exchange server 2013

… was the following KB:

Outlook is unable to connect to Exchange 2013 public folder or auto-mapped mailbox
http://support.microsoft.com/kb/2839517

… but the hotfix did not resolve my issue.

After trying multiple suggestions from various source I found from searching without any luck, I decided to first update Outlook 2010 RTM (no service pack version 14.0.4763.1000) with SP1 (version 14.0.6029.1000) which unfortunately did not fix the issue.  I then proceeded to download Outlook 2010 SP2, applied it and noticed that I was then able to connect.  The following is a screenshot of the version that was able to connect to the newly deployed Exchange 2013 server:

Version: 14.0.7106.5001

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A bit of a frustrating problem so I hope this post would be able to save someone the frustration and some time.


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