We help IT Professionals succeed at work.
Get Started

Self Signed certificate for Exchange 2003 and ActiveSync

Last Modified: 2015-12-24
I have a Windows 2003 SBS server (very out of date and unsupported I know) and currently have a RapidSSL certificate installed which allows me to configure Exchange email on my iPhone.
Instead of buying a certificate each year I would like to generate a self signed one (there's only me and one other person using the Exchange mail). I've run through the "connect to the Internet" wizard and it's generated and installed a certificate but when I run the Microsoft Connectivity Analyzer it rejects it with an error "The certificate chain didn't end in a trusted root...."
Is what I'm trying to do possible and if so where am I going wrong?
Watch Question
This problem has been solved!
Unlock 2 Answers and 3 Comments.
See Answers
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