We have had the delight in trying to solve the issue of root
certificates with Entourage 2008 and Exchange 2007 (Microsoft Small
Amazingly, with lots of people on the web with the same problem,
no-one has posted a solution? As a small business we at Alpine hope
this saves you the time and expense that we have incurred trying to
solve this problem!
Here goes with the solution for how to install a root
certificate on Mac OS X, Entourage 2008 and Microsoft Exchange:
First we need to create a certificate:
Error message: unable to establish a secure connection to
XXX.XXX.XXX.XXX because a correct root certificate is not
Within IIS console on SBS 2008
- Server Certificates
- Create self signed certificate i.e. mail.myserver.com or buy
- SBS web applications
- Edit - where it says SSL certificate - ensure correct
certificate is selected - or select view drop down menu.
- Copy to file
- Yes, export the private key
- Choose Personal Information Exchange
- Tick boxes for;
- "include all certificates in the certification path if
- "export all extended properties"
- Give it a password
- Save the certificate.
- Go to location where you saved the file/certificate and email
your users or put on an accessible network share.
Save certificate to your mac (desktop).
Installing the certificate on mac OS X.
We need to install the certificate in two places:
Open hard drive
Search for Microsoft cert manager (choose files to search) and
Locate saved certificate - open
Enter password you gave to certificate earlier.
Certificate now imported.
Quit cert manager
Install certificate on Keychain login
Now search for "Keychain access"
Browse for certificate
Make sure you are importing into login key chain
Enter certificate password
You should now have 2 certificates that you have imported. One is
On both certificates:
Under field "when using this certificate"
Choose "always trust"
Then enter MAC password
Now go to to Entourage 2008, connect to your exchange 2007
Open entourage and note no certificate problems!
2 days - 3 people. This cost us a small fortune in work hours and
I'm sure put doubt in our new customers mind as to our
But at Alpine we persevere and our customers problems truly are