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SBS 2003 R2 RWW OWA SSL Certificate Problem

Posted on 2008-10-24
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Last Modified: 2012-05-05
If I install legitimate certificates from Comodo or Equifax or even a self-signed certificate using the Configure Email and Internet Connection Wizard ( CEICW ) the error exists. It trusts nothing! I have been issued two different basic FREE certificates from InstantSSL and RapidSSL & neither of them or the self-signed one are trusted by the server.
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Question by:dsasc
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Expert Comment

by:dfxdeimos
ID: 22800892
Look in the Trusted Root Certification Authorities store on your server. That list is all the Certification Authorities that your server will trust. Do you see the companies that issued you those certificates in the list?
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Author Comment

by:dsasc
ID: 22800911
Yes.
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Expert Comment

by:dfxdeimos
ID: 22800926
Did you get a individual certificate or a certificate chain (p7b) file from the issuer?
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Author Comment

by:dsasc
ID: 22801009
How about we keep this really simple. Limit conversation to the self-signed certificate. In this case, the Small Business Server is the Certification Authority and it creates a self-signed certificate that is trusted by itself.

When the Small Business Server creates a self-signed certificate, you can access the site locally (on the server) using; https://SERVERNAME/SITENAME and the certificate is indeed trusted. When viewed, the Certification Path shows servername.domain.com as the root path and the Certificate status section shows "This certificate is ok"

In the problem environment, when the Small Business Server creates a self-signed certificate, you can access the site locally (on the server) using; https://SERVERNAME/SITENAME and the certificate is not trusted. When viewed, the Certification Path shows servername.domain.com as the root path and the Certificate status section shows "This CA Root certificate is not trusted because it is not in the Trusted Root Certification Authorities store."

The statement in the Certificate status section is false.
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Accepted Solution

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dsasc earned 0 total points
ID: 22927966
Eventually... after several days and countless support hours they "allowed" escalation to someone who repaired and validated the repair in 3 minutes. OMG! Microsoft support fixed this one by running certutil.exe -repairstore with specifics related to the certificate.
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