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Exchange 2013 & 2010 coexist problem. Authentication Credentials Prompt in Outlook

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Hello Forum

We have two Exchange servers coexisting together. A new 2013 and a old 2010.

Everything was setup with the help of the Exchange Deployment Assistant.

I have had alot of trouble with Outlook 2013 Prompting for credentials on Exchange 2013 Mailboxes. None of the 2010 Mailboxes expericence this popup.

I solved most of the popup issues with this by changing the ExternalClientAuthenticationMethod to ntlm.(from negotiate)
http://blog.gothamtg.com/2013/10/15/users-constantly-prompted-for-credentials-after-being-migrated-to-exchange-2013/

and installing this update for Outlook:
http://support2.microsoft.com/kb/2899504/en-us

Now 2013 Mailboxes Work without any anoying popups. Except when they try to open another users mailbox that is located on the old 2010 server or a shared 2010 calander.

The connection to Exchange 2010 is working if I input the users password, but should it not work without this popup too?

This connections name acording to Outlook is called: Exchange-Mail RPC/HTTP (remote [NTLM])

We use the same domain for external and internal autodiscover connections.
Test Exchange Connectivity Analyzer shows everything ok.

If i run

get-outlookanywhere | fl *external*

(2013 server)

ExternalHostname                   : webmail.domain.com
ExternalClientAuthenticationMethod : Ntlm
ExternalClientsRequireSsl          : True

(2010 server)
ExternalHostname                   : webmail.domain.com
ExternalClientAuthenticationMethod : Basic
ExternalClientsRequireSsl          : True  

Only one thing I am wondering here is. If I change my old 2010 Auth Method to NTLM if that will break anything i OWA and so on.

What do you Guys have setup in your environments and can you point me towards any troubleshooting?

Thanks!


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