This goes away with Outlook 2010. And it shouldn't happen if autodiscover is 
configured properly in your current environment. That's what I would 
investigate.... www.testexchangeconnectivity.com is your friend. :)

Regards,

Michael B. Smith
Consultant and Exchange MVP
http://TheEssentialExchange.com

From: Brad Metzler [mailto:[email protected]]
Sent: Wednesday, March 03, 2010 9:29 PM
To: MS-Exchange Admin Issues
Subject: Outlook Authentication Prompt on reboot of server

I have noticed one difference between using Outlook 2007 on Exchange 2003 vs. 
Exchange 2010 is a prompt to users for credentials. On Exchange 2003, the user 
(particularly when using Cached Exchange mode) would normally not even notice a 
reboot of the server. However, now on Exchange 2010 if we reboot the server, 
users are immediately prompted for credentials which continue until the server 
is back up or until they restart Outlook when the server is back up. This seem 
significantly more invasive than before where Outlook would simply go into 
offline mode temporarily until the server was available again. Anyone happen to 
know why this change in behavior, or is this not normal?

Brad

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