Thanks, Candee.  We do have a 3rd party (also GoDaddy) certificate in use.

From: Candee [mailto:[email protected]]
Sent: Thursday, September 20, 2012 8:54 AM
To: MS-Exchange Admin Issues
Subject: Re: Outlook 2010 and Logon Prompt

Hi Bill
I had this problem when our CAs weren't replicated on both our CAS and TMG 
servers.
We ended up going with a GoDaddy cert instead of rolling our own.
On Thu, Sep 20, 2012 at 8:44 AM, Mayo, Bill 
<[email protected]<mailto:[email protected]>> wrote:
Tanya, thanks for the reply.  I do not.

Bill

From: Tanya Pinetti [mailto:[email protected]<mailto:[email protected]>]
Sent: Thursday, September 20, 2012 1:48 AM
To: MS-Exchange Admin Issues

Subject: RE: Outlook 2010 and Logon Prompt

Bill,
I've seen issues similar to this where there is a WAN acceleration device 
between the Outlook client and the Exchange server.  The WAN acceleration 
device was causing the Outlook client to not use MAPI, so it would revert to 
HTTPS.  Do you have a WAN acceleration device in your environment?
________________________________
From: [email protected]<mailto:[email protected]>
To: 
[email protected]<mailto:[email protected]>
Subject: RE: Outlook 2010 and Logon Prompt
Date: Wed, 19 Sep 2012 22:08:05 +0000
You shouldn't get a login prompt if you have NTLM or Negotiate turned on for 
the OA vDir or if you have stored the necessary credential into the Windows 
Credential Cache.

From: Mayo, Bill 
[mailto:[email protected]<mailto:[email protected]>]
Sent: Wednesday, September 19, 2012 2:21 PM
To: MS-Exchange Admin Issues
Subject: Outlook 2010 and Logon Prompt

Since moving my mailbox from Exchange 2003 to Exchange 2010, I am prompted to 
logon when starting Outlook 2010.  I have researched it and, as near as I can 
understand, it is related to Outlook Anywhere being turned on.  The potential 
solutions I've found haven't been particularly helpful.  Since we don't 
actually use it at this time, it seems that a potential solution is to just 
turn it off, but I would like to confirm there are no less dramatic solutions.  
I have tried turning off Anywhere on my workstation, but it is simply turned 
back on when Outlook is restarted (seems to be expected behavior).

First, is my understanding correct? Does having Anywhere enabled cause the 
logon prompt?  If so, is there any setting I can change that makes it not be 
turned on for the machines connected to our domain?  I found an article about a 
special Administrative Template for GP, but I wasn't looking to go that route 
if I could avoid it.  I am also curious if this option being enabled really 
means that Outlook connects over HTTPS while connected to the domain, or if 
Outlook figures out it is not necessary, but what I really care about is how to 
prevent having this logon prompt (which is going to drive people nuts).

Bill Mayo
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