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Outlook Anywhere constantly asks for password on setup

Posted on 2011-02-14
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Last Modified: 2012-05-11
I'm back again . . .

My environment:

Server 1
Exchange 2010 (Mailbox, CAS, Hub)
Windows Server 2008 R2

Server 2
Exchange 2007 (Mailbox, CAS, Hub)
Windows Server 2003 R2

I'm attempting to create a connection using Outlook Anywhere to Server 1 environment using Outlook 2010.  Most CAS functions are working with no problems with connectivity. (Active Sync, OWA, OAB)

When I manually configure a user to connect using Outlook Anywhere with Basic Authentication, when I hit "Check Name", I get prompted for a password.  I enter the password and almost instantly get another prompt.  I am now stuck in an endless loop where the credentials never hold.

As far as login, I've tried: Name/UPN/email address.
Server side I've tried:
-http://www.exchange-genie.com/2009/02/continous-prompting-in-outlook-anywhere/
-verified the RPC and RPCwithCert virtual directories have Basic Authentication is enabled
-https://testexchangeconnectivity.com/ passes with flying colors when manually configured

I hope this one is simple but I fear that it is not.  Any help would be greatly appreciated.
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Question by:40hz
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Assisted Solution

by:40hz
40hz earned 0 total points
ID: 34891493
Ok, I think i figured this one out.

I went to re-verify RPC and RPCwithCert virtual directories in IIS on the Exchange server and anonymous as well as windows authentication were disabled on both applications.  That seems to have resolved the issue as I am able to log in without numerous password prompts.
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Accepted Solution

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e_aravind earned 250 total points
ID: 34895449
Default settings for Exchange-related virtual directories in Exchange Server 2010
http://msexchangeteam.com/archive/2010/09/23/456396.aspx
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Author Comment

by:40hz
ID: 34928475
I was able to solve the solution prior to the added comment but e_aravind definitely deserves some credit for responding when no one else would.
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Author Closing Comment

by:40hz
ID: 34959177
I was able to solve the solution prior to the added comment but e_aravind definitely deserves some credit for responding when no one else would.
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