SBS 2008 and Exchange 2007 SSL Certificate (Full Version)

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madman045 -> SBS 2008 and Exchange 2007 SSL Certificate (28.Jan.2009 7:46:58 AM)

Hi, I hope this is the right area to post this.

Just setup our SBS 2008 Standard server and purchased a SSL certificate for

Now SBS has already got its own self signed certificate installed and ive added the new one using the wizard.

Now when I check the list of certificates in Exchange, it shows both of them

Do I need to remove the self signed one?

When we try to use Outlook remotely, our old server was 2003 server with 2003 exchange and self signed certficate and it automatically connected

Now when we open Outlook, every time it asks us for our username and password details, is there anyway to get it to how it was before?

Also when connecting to it via the OWA url, it's coming up with check the certificate, so its as if its not seeing the remote certificate

Any suggestions?

Its also been suggested I change the certificate to a multi domain one, so instead of just it has


would this be the best route?

I've also thought of adding for future mobile devices, would this be a good idea?

Also does anyone know if SBS wizard adds the certificate to IIS?

And final question, how do you generate a multi entry code for generating the certificate with a 3rd party SSL certificate company?



Sembee -> RE: SBS 2008 and Exchange 2007 SSL Certificate (31.Jan.2009 8:38:31 PM)

If you used the wizard in SBS Management Console to do the entire process, it should have managed it for you. I suspect that your new certificate is probably not enabled for IIS.

If you want to switch to a SAN/UC certificate then I have instructions on my blog on what you need to do:

You can only use a single name certificate if your external domain name registrar supports SRV DNS records. Many don't.


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