Start by preheating the oven to 350º
In a medium-sized casserole dish, layer the cookies at the bottom, then set aside.
Meanwhile, bring a large pot of water to a boil. Peel the sweet potatoes and chop into quarters, throw into the pot of water and boil until fork tender, approximately 30-40 minutes. Take out of the boiling water and let it drain.
Place the sweet potatoes into either a stand mixer, mixing bowl with an immersion blender, or in a food processor, then blend until the sweet potatoes are fully mashed.
Add in the butter, maple syrup, and cinnamon, then blend until full incorporated and smooth. Taste the mixture and adjust any flavorings needed.
Pour the sweet potato into the dish with the chocolate chip cookies.
Bake at 350º for 25 minutes, with the option to broil for 30 seconds to brown the marshmallows.