I'm using Visual Studio 2012 with Update 2 and IIS Express.
When I add a record to the staticContent section, all other static content (.js, .css, .jpg, etc) returns a 500 error.
Any advice would be greatly appreciated. Thanks in advance.
The mimetype is probably already added to your IIS.
Try to remove the mimetype first and then add it again in your web.config
<remove fileExtension=".woff"/>
<mimeMap fileExtension=".woff" mimeType="application/font-woff" />
Good luck!