Guideline adherence/opt out tool
I like the idea for an icon to indicate how the guidelines are being used in a specific instance. I can offer no help as to coding for such an application, but have you seen Template:Learning Design? It uses an icon (a fourbox square) to communicate stages in the design process, separately for learning and content design. Thought you might be interested.
Heh, I've just realised what you meant by the fourbox square! I just saw it used elsewhere, and yes, it has inspired me as useful in this application. I've an idea for how to design this, but I need to go back and find the CSS code I had looked at before. Look for it in one of my dev pages, soon.