Greetings,
Not sure if this is the same issue you are having, but similar to what I see 
and hoping for some input from the list as I look to find a solution.
W2K8 R2 SP1 servers
EXCHANGE 2010 SP2 UR3.
1200 Mailboxes
EXCHANGE 2010 client
Two node(server)  DAG
Each node runs the CAS and MAILOBOX roles with a hardware load balancer.
Users routinely see the prompt you mention every month when we flip the MOUNTED 
and HEALTHY databases so we can do MSUPDATES.
Not a big deal, but it always results in calls and I am looking to make this a 
better experience for the users.

I have done a little research.
The link below seems to describe what we observe so please take a look.
http://anewmessagehasarrived.blogspot.com/2011/07/outlook-authentication-popup-when.html

However, we do get a couple of user calls each week reporting the same during 
normal hours and I occasionally see this myself.

I believe all our PCs are rolled with EXCHANGE 2010 client  "Negotiate 
Authentication".
This is the way it was set up when we installed  EXCHANGE 2010 a couple of 
years ago by  the consultants.
The other options ( looking in the client) are:
Kerberos Password Authentication
Password Authentication ( NTLM).

The link I posted seems to indicate that NTLM will solve the issue?

Before I ask more questions, I am hoping someone can explain a little better 
what all this means and if that is a valid solution.
What is not clear to me is if we can change the settings on a few clients to 
NTLM, to test or does this require we make changes on our EXCHANGE SERVERS as 
well.

One consultant I checked with indicated this was "all or nothing" and if we 
make any changes, it needs to be done on both the servers and the clients at 
the same time.

That would be a huge project with 1200 user PCs on a large college campus.
Not sure I agree, but I simply don't have the EXCHANGE  experience to know the 
correct answer.
I am wondering if we can't just make the change on a couple of the client PCs 
that routinely report this problem to test before we do something in full 
production?
Hoping for some input on this.

Thanks for your help.
Dana


From: Michael B. Smith [mailto:[email protected]]
Sent: Friday, January 04, 2013 6:28 PM
To: MS-Exchange Admin Issues
Subject: RE: Outlook disconnects

What is the authentication set to?

Are there any event log errors on the 2010 servers?

What SP and UR on the 2010 servers?

From: Tom Miller 
[mailto:[email protected]]<mailto:[mailto:[email protected]]>
Sent: Friday, January 4, 2013 4:23 PM
To: MS-Exchange Admin Issues
Subject: Outlook disconnects

Hi Folks,

I am moving our accounts from Exchange 2003 to an Exchange 2010 system.  Not 
many users:  about 300 or so.  There are two servers for a DAG and two for a 
client access array.   We use Outlook 2007.  What I am seeing sporadically 
(maybe once or twice a day) is Outlook will disconnect, then prompt the user 
for a password (bottom right of taskbar says something like need password).  If 
the user does not enter anything, the client eventually reconnects and it's 
fine.

Thoughts?

Tom Miller
Specialty Food Group
Engineer, Information Technology
21 Enterprise Parkway, 4th Floor
Hampton, VA  23666
Desk:  757-952-1228
Mobile:  757-570-5165


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