In Exchange 2010 with the self signed certificate & a third party certificate. When opening Outlook from the inside, an error : The name on the certificate is invalid or does not match the name of the site. Outlook is looking at the third party cert which has the outside address & not the server address.

What subject names do you have on the third party cert? mail.company.com autodiscover.company.com servername.company.com (for all your exchange servers) If it only has mail.company.com than you need to either get it reissued to contain all 3 or update the internal urls to match the external friendly name. Outlook 2007 security warning: "The name of the security certificate is invalid or does not match the name of the site" http://support.microsoft.com/kb/940726James Chong MCITP | EA | EMA; MCSE | M+, S+ Security+, Project+, ITIL msexchangetips.blogspot.com

What subject names do you have on the third party cert? mail.company.com autodiscover.company.com servername.company.com (for all your exchange servers) If it only has mail.company.com than you need to either get it reissued to contain all 3 or update the internal urls to match the external friendly name. Outlook 2007 security warning: "The name of the security certificate is invalid or does not match the name of the site" http://support.microsoft.com/kb/940726James Chong MCITP | EA | EMA; MCSE | M+, S+ Security+, Project+, ITIL msexchangetips.blogspot.com

Hi there, A service can bind only one certificate. If we run Enable-ExchangeCertificate twice, only the second certificate is used. To troubleshoot this issue, we need to change the internal urls to match the name in third party cert. OR you might need to purchase a new third party certificate for all names. Fiona Liao TechNet Community Support

Hi there, A service can bind only one certificate. If we run Enable-ExchangeCertificate twice, only the second certificate is used. To troubleshoot this issue, we need to change the internal urls to match the name in third party cert. OR you might need to purchase a new third party certificate for all names. Fiona Liao TechNet Community Support

If no more questions on this thread, we assume the issue is resolved and to be marked as answered. Your understanding would be appreciated.Fiona Liao TechNet Community Support