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Outlook Anywhere cannot login

Posted on 2012-08-30
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I have a SBS 2003 server with Exchange 2003 in which multiple users connect in Outlook to the Exchange server via Outlook Anywhere. In trying to connect a new user's Outlook, I get the login box  from the exchange server but it fails the login. I ran the Microsoft Remote Connectivity Analyzer from https://www.testexchangeconnectivity.com. The test fails at the end with a certificate error: Certificate trust validation failed.

The certificate was generated from the SBS server and the name matches in the connectivity tool. Since other users connect via Outlook Anywhere and use this certificate, I don't understand why this user cannot set up the account. He is using Outlook 2007 and Vista and is a member of another domain, not the domain he is trying to connect to.

This is the results from the Analyzer:
I have a SBS 2003 server with Exchange 2003 in which multiple users connect in Outlook to the Exchange server via Outlook Anywhere. In trying to connect a new user's Outlook, I get the login box  from the exchange server but it fails the login. I ran the Microsoft Remote Connectivity Analyzer from https://www.testexchangeconnectivity.com. The test fails at the end with a certificate error: Certificate trust validation failed.

The certificate was generated from the SBS server and the name matches in the connectivity tool. Since other users connect via Outlook Anywhere and use this certificate, I don't understand why this user cannot set up the account. He is using Outlook 2007 and Vista and is a member of another domain, not the domain he is trying to connect to.

Can anyone help?
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Question by:Racer1950
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Jeff Perry earned 2000 total points
ID: 38350671
Try changing the password for him on the account and DO NOT keep the "this user must change password at next login" box selected.

Once he is logged into the mailbox he should be able to change his password once the password change frequency policy (if set) has expired.

This is a bug I ran into some years ago and thought they had fixed it. Basically the OWA wont allow access to the mailbox on any new account that has not logged into the domain and set their password.
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by:Racer1950
ID: 38350706
I reset his password on the DC according to the instructions and it still will not authenticate.
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Author Comment

by:Racer1950
ID: 38350796
I also logged in successfully at a local domain computer under his name. It looks like a certificate problem.
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by:Jeff Perry
ID: 38350943
Can you post a copy of the error?
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