Question : Using 3rd Party SSL to Setup Exhange 2007, Outlook 2007, Server 2003 with Terminal Services

I have been using a self signed certificate for a few years living with the process of reissuing a new certificate every year, gettting certificate warning everytime I use OWA, and getting an alert using RDP with Vista.

I am thinking about getting a 3rd party SSL certificate from godaddy.com.  My local network uses a DomainName.local  and I connect to OWA and RDP with subdomain.DomainName.com.

I see that godaddy.com offers a single domain for about $24.00/yr.  Would I need two or multiple domians for my DomainName.com and DomainName.local?

Is there any benefit to even getting a SSL for DomainName.local.  (Thinking I would not have to reissue new local certifcate every year and update each Outlook 2007 workstation).

What about terminal server? Would I get a sercurity benefit by adding SSL?

TIA.

Answer : Using 3rd Party SSL to Setup Exhange 2007, Outlook 2007, Server 2003 with Terminal Services

To generate the request:
http://help.godaddy.com/article/5281

Once you have boght the certificate from Go-Daddy, go to the Manage SSL Certificates and paste in the request.  If you buy a UCC certificate you will be able to add additional names for the certificate, this would be for example the fully qualified name of the terminal server etc.  

One of the names should be autodiscover.domain.com.  This basically is a web page hosted on your exchange server that gives querying outlook clients, 2007 and above, all the server information, so that you don't have to type it in when you set up a client.  Users simply put in there email address and password and Outlook finds out the rest itslef.  You obviosly have to set up an external A-record pointing to your server called autodiscover if you want that part to work.  It also helps when you are setting up mobile devices etc, so it is not a bad idea to have it.

If you don't get a UCC then yes you need an additional certificate for your Terminal Server as the name is different.

Once you have done the first part Go-Daddy at pretty good at guiding you through the rest of the steps, just read the emails they send you and use the links.

If you use an self signed SSL then yes you will need to update the certificate on each of your computers, but they can do this by browsing to OWA and installing the certificate in "Trusted Route Certificates".  If you buy one from Go-Daddy then you do not need to install the certificate, it will just work.

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