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Outlook 2007 is not getting updated certificate

Posted on 2010-08-29
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Last Modified: 2012-05-10
We recently renewed our UCC cert for our Exchange 2007 environment. We have enabled the new cert and IIS is using this cert. All users are now connecting via the new cert when connecting through Webmail or Outlook Anywhere... We have one users, however, that is receiving The following error message when opening Outlook 2007:

The Security certificate has Expired or is not yet valid

When connecting via Webmail, the user is getting the new cert. I have reviewed her desktop, and the time is correct. What  other issues could be causing this and how can I get Outlook to get the new certificate?

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Question by:kirkmeldrum
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6 Comments
 
LVL 27

Expert Comment

by:davorin
ID: 33552361
When you try to connect to OWA do you get a certificate warning?
Have you changed also CA? Is a problematic PC part of your domain?
Is the installed certificate identical? Compare cert. dates and other details from two computers - working and noon working.
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Author Comment

by:kirkmeldrum
ID: 33552465
1- Connection to OWA is using new certificate...
2- We have not changed CA's...
3- The machine is part of our domain
4-Compare cert to what? The problem is that Outlook is continuing to use the old certificate that expired on Aug 19th. When we receive the pop-up with the error message, it provides an option to view the certificate and I have verified that it is continuing to use the old certificate rather than the new one... We are only having this problem on one workstation, so it appears that all other workstations are now using the new certificate, yet one workstation is not.

Very confusing...
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LVL 27

Accepted Solution

by:
davorin earned 250 total points
ID: 33552486
try to manually remove the old certificate from the problematic computer.
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Author Comment

by:kirkmeldrum
ID: 33552497
Any idea where I would locate that cert? I browsed through all the cert stores in the Certificates MMC Console for "My User Account' and "Computer Account" and was unable to locate a cert for the Exchange CAS server.
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LVL 27

Assisted Solution

by:davorin
davorin earned 250 total points
ID: 33552507
Try in Control panel-internet options-content-certificates.
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Author Closing Comment

by:kirkmeldrum
ID: 33552644
In this particular instance, the new certificate was installed, however, was not useable as it required an intermediate chain certificate. As soon as I installed the chain certificate into the Intermediate Certification Authorities bin, the error message stopped appearing.
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