Recently we renewed our cert for OWA, using Thawte. When we applied the new one we started getting various security errors, including such ones as "Windows does not have enough information to verify this certificate error" and "The security certificate was issued by a company you have not chosen to trust" (see below)".

Now this is Thawte, not some fly-by-night place. And our previous cert had worked just dandy. We were having issues with Outlook, syncing our phones, OWA, etc. So why were we not trusting them?

What I discovered was that in June 2010 Thawte changed their intermediate cert - going to 2048 - which was a good thing. Unfortunately, because the cert we were replacing overlapped that time by over a year we were unaware that the new cert needed a new "Third-Party Root Certificate Authority" cert from Thawte.

Luckily I figured it out, found the appropriate certs on Thawte's site and walked through their simple step by step instructions to install the cert on the hub server. Rebooted the server and bingo! All is happy, happy, joy, joy.

Rather than repeat their instructions I will simply give you the links below:

• New intermediate certs - https://search.thawte.com/support/ssl-digital-certificates/index?page=content&actp=CROSSLINK&id=AR1373
• Instructions for IIS install - https://search.thawte.com/support/ssl-digital-certificates/index?page=content&id=SO15007&actp=search&viewlocale=en_US&searchid=1323051600188

Hope this helps...

I am cross referencing this to Visual Studio 2008 since I first ran into this trying to connect to the remote website. I got yelled at:

When I looked I found that it had been installed and even approved to run:

So I right clicked on the Website, choose All Tasks, and Configure Server Extensions 2002

I got yelled at, AGAIN!

This looked a LOT more serious. But luckily some web browsing gave me an hint. What you did not see was that the Microsoft Sharepoint Adminstration site was stopped.

So I started it up, and voila!