One of my article has been published on IIS.NET on how to troubleshoot SSL related issues. Here is the link:

Troubleshooting SSL related issues (Server Certificate)

There is another article written by my colleague few years ago. Here is the link to that:

http://blogs.msdn.com/b/saurabh_singh/archive/2007/09/05/troubleshooting-ssl-related-issues-with-iis.aspx

Let me know if there are any additional scenarios that you want me address in this.

CIAO! Smile