Microsoft Exchange Self Signed Certificate how to install on local Outlook, security certificate invalid does not match name of site

pjnutt used Ask the Experts™
I recently had to re-install SBS2008 at a client site.  I can't remember how I setup the self-signed certificate authority on the server in order for Outlook to correctly work without the attached screen shot pop-up.  I have tried 6 ways from sunday to install the certificate.  E-mail works, OWA works, I just need this pop up to go away.  I'm hoping someone more versed in Certificate Authority and exchange could help.

Watch Question

Do more with

Expert Office
EXPERT OFFICE® is a registered trademark of EXPERTS EXCHANGE®
Depending on the size of your organization a gpo could work for you


So, I did this once with one of the certificates.  It installed just like the webpage said it would.  It's almost although I have an "extra" certificate lingering around.  Like I said, exchange is working.  How can I trace back the certificate that's bogus or un-necessary?
Should you be charging more for IT Services?

Do you wonder if your IT business is truly profitable or if you should raise your prices? Learn how to calculate your overhead burden using our free interactive tool and use it to determine the right price for your IT services. Start calculating Now!


I have attached a copy of the certificate that complains when launching Outlook.  I have also attached a screen shot of the "good" certificate I have already successfully installed.  Where does the extra one get stored.  I do not see it on the server under the Certification Authority -> Issued Certificates....
See the attached image

The certificate should be present in the Personal -> certificates folder

It should then on EVERY client be installed to the folder where the arrow is pointing.
Did you still need any help with this ?

Let me know if you have any questions and if you were able to resolve this.


No, still questions.  I try and store there on every local computer, however; it doesn't get stored.  Every time I launch outlook, it pops up again.
So the actual solution here should be pushing out the certificate via GPO.

Please try the steps below


I had to google how to do it in Server 2008, but the answer was to push it in the GPO.  Thanks for the help!

Do more with

Expert Office
Submit tech questions to Ask the Experts™ at any time to receive solutions, advice, and new ideas from leading industry professionals.

Start 7-Day Free Trial