We help IT Professionals succeed at work.
Get Started

Outlook Third Party Certificate is invalid or expired

chtbi asked
Last Modified: 2014-02-12
I have a lot to learn about certificates and hope I can learn here. The issue is with Outlook only on external networks connecting to SBS2008. When users open Outlook they are prompted with a Security warning stating that certificate is invalid or has expired. More details show that it has expired. We do not have an issue with RWW and I can see the cert.

It seems we are using two GoDaddy standard SSL certs and the one that Outlook tries to use is the one that recently expired. Issue didn't pop it's head until it expired. The other one installed on server is working for RWW/OWA only.

Services for the current cert are: IMAP, POP, IIS, SMTP

How can I get Outlook to use the cert that is current and already installed or is that not the issue?

I probably don't have enough info posted here but will answer anything I can.

Thanks for your help.
Watch Question
This problem has been solved!
Unlock 1 Answer and 9 Comments.
See Answer
Why Experts Exchange?

Experts Exchange always has the answer, or at the least points me in the correct direction! It is like having another employee that is extremely experienced.

Jim Murphy
Programmer at Smart IT Solutions

When asked, what has been your best career decision?

Deciding to stick with EE.

Mohamed Asif
Technical Department Head

Being involved with EE helped me to grow personally and professionally.

Carl Webster
CTP, Sr Infrastructure Consultant
Ask ANY Question

Connect with Certified Experts to gain insight and support on specific technology challenges including:

  • Troubleshooting
  • Research
  • Professional Opinions
Did You Know?

We've partnered with two important charities to provide clean water and computer science education to those who need it most. READ MORE