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Outlook 2007 prompting for password

Posted on 2014-02-28
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Last Modified: 2014-03-10
Hello Experts,

My company uses Outlook 2007 connected to an Exchange 2003 server with auto-discover. The user profile will auto-connect to the exchange and find the mailbox, configure all settings and launch the Mailbox. However, after the initial setup, it will prompt for login credentials. Whether you put them in, incorrectly or not, or simply hit Escape to close the window the mailbox will send/receive email, but it will say "Need Password" down in the status bar. After you close the login window, you can right click on "Need Password" in the status bar, choose "Enter exchange password and connect" and without a login box popping up, it will say "Connected to Microsoft Exchange" and all is well for a few hours.

Some history:
- I have found that if "Cached Exchange Mode" is turned off, the problem disappears leading me to believe it's based around the Global Offline Address List. This however will not work for all of our users so I need to find a solution.
- Exchange 2003 was moved from one server to another that was recently freed up and had better hardware
- After the move, the RUS was found to be pointing to our old exchange server so mailboxes were not being created. That has been resolved.
- IIS is set to use Windows authentication on everything but "Default Web Site"

Thank you all in advance for whatever help you can provide.
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Question by:Brett Cook
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Simon Butler (Sembee) earned 500 total points
ID: 39895546
" Exchange 2003 server with auto-discover. "

No, you aren't doing that. Exchange 2003 doesn't support Autodiscover.

The prompt may well be from Autodiscover, but it isn't coming from Exchange. You need to ensure that Autodiscover.example.com (Where example.com is your domain after the @ sign) does NOT resolve anywhere.
The prompts are probably coming from another server, and not Exchange.

Simon.
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Author Comment

by:Brett Cook
ID: 39907200
I've indeed read that Autodiscover isn't part of Exchange 2003 but then how is the user's outlook profile being automatically created? If I knew that location, I could look more in depth into the problem.

Also, I'm not sure how to ensure that Autodiscover.domain.com isn't resolving anywhere.

Thank you for the response.
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LVL 63

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by:Simon Butler (Sembee)
Simon Butler (Sembee) earned 500 total points
ID: 39911843
It could be that the Outlook installation is using a configuration file that populates the information automatically. That is what we used to do before Autodiscover was introduced. Microsoft have a method using the Office Resource Kit, there are also third party tools that can do it.

To ensure that Autodiscover.example.com doesn't resolve, you simply need to ensure that any wildcards in the domain are removed.

Simon.
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