Ok. Let’s say (for the sake of argument) that you are a small business. Say……less than 50 employees. In that case, Microsoft’s best suggestion for you is Small Business Server 2003 (now SBS 2008). With SBS 2003, you have the ability to create a self-signed certificate for SSL communication.
Now, with the release of Windows Mobile 6.0 (and 6.1), the support for using self-signed certificates goes out the window. Note this: “Exchange ActiveSync does not support using a self-signed certificate to connect to Exchange 2007”
Come on, Microsoft! What is the point of this? A small business should be able to “bless” the ability for any device to easily connect (assuming the authentication is there). The whole point of SBS is to make it as easy as possible for stuff to work together.