Microsofts offering new tool called "ServerValidator" which can help you run through the checklist and understand if your server is configured properly.
"ServerValidator is a general-purpose tool which can be used in your own server provisioning workflow to determine if the right components are installed. ServerValidator ships with a sample input file which checks for WebMatrix-specific requirements, but you can change the input file to suit your own needs and run your own validations."
Aslam detailed the steps necessary to run ServerValidator, once the tool is downloaded.
"The ServerValidator ZIP file comes with a sample configuration file, WebMatrixValidation.xml, which contains validation checks for WebMatrix support. You can run ServerValidatorUI with this file to start with to get a feel for what the tool does.
Open the folder where you unzipped ServerValidator
Right-click ServerValidatorUI.exe and click "Run as Administrator". This is required for several of the validations to succeed because they require elevated privileges on your server.
Inspect the results in the UI."