Exchange w/ self signed certs

As someone who has tried to do this sort of thing in the past with a limited amount of success on a Windows Mobile device, let me give you some hard-earned advice:

Go to GoDaddy and pay the $35 to get a proper certificate and install it on your Exchange Server.

The amount of time you will waste trying to get a self-signed/self-created certificate to work far exceeds the value of a proper certificate. Not to mention, getting a proper certificate from a valid authority will make using Outlook Web Access easier, too. (That's why I first paid for a proper certificate. Having it now makes iPhone setup a breeze.)

 

I will gladly second the above. Self signed certs are a total pain in the ass and not worth the effort. I know a couple IT guys who were pretty good at Exchange and never got it to work.

 

I've got mine talking to a server with a self signed cert. There was no need to install any cert beforehand - I just set it up in the Mail configuration inthe Settings app. It works great, but the downside is you get the certificate warning on occasion.