I’m a little confused about your topology. But on Exchange 2010 you need IWA 
and no FBA.

From: [email protected] [mailto:[email protected]] On 
Behalf Of Todd Lemmiksoo
Sent: Friday, December 12, 2014 9:15 AM
To: [email protected]
Subject: [Exchange] Exchange 2013 & Exchange 2010 Outlook prompts for password

I am in the middle of our migration to Office 365/Exchange On-line. Have 
Exchange 2013 installed with CAS/Database roles. Right now mail still flows 
through 2010 and no mailboxes have been moved. I am testing the setup for mail 
and Outlook access to go through the Exchange 2013 server.
When I first login to the network get a prompt from Outlook for password. If I 
close and open Outlook get prompted again for password. I have added NTLM to 
the Outlook anywhere VD along with Basic for authentication. But still get 
prompted.
has any one worked through this before.

--
T. Todd Lemmiksoo

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