Preheat oven to 350.
Grease a 10 inch cast iron skillet.
Place caramel sauce ingredients in a blender and blend until a sauce forms, about 30 seconds.
Transfer to the skillet, covering the bottom of the skillet.
In a medium bowl, mix together the cookie skillet ingredients, folding in the chocolate chips last.
Add to the cookie skillet and use a spatula to even out (it won't be perfect, the caramel sauce will move out towards the edges of the skillet!).
Bake 20-22 minutes, note it might still be soft and gooey and that's ok!
Let it sit for 10 minutes to cool and finish cooking, and then DEVOUR!