Brown the butter: I like using the high heat method. Melt the butter in a saucepan over high heat while whisking constantly. Once the milk solids start turning a toasty brown, turn off the heat but keep whisking and pull the pan off the burner. Let the residual heat finish the browning for about 20 to 30 seconds. Pour the butter into a heat safe bowl and let it cool to room temperature while you prep your chocolate chunks and crush your waffle cone pieces.
Cream the butter and sugars: Once the brown butter has cooled, add it to a bowl with the light brown sugar and granulated sugar. Cream them together until the mixture looks lighter in color and slightly fluffy. This step dissolves some of the sugar into the fat which helps with spread and chew and gives you that shiny cookie top.
Add the egg and vanilla: Mix in the egg and vanilla until the mixture becomes glossy and smooth. It should look almost like loose natural peanut butter — that shiny pourable texture you see at health food stores.
Add the dry ingredients: Add the flour, baking soda, and salt. Mix until the flour is just starting to incorporate. You should still see a few streaks of flour. The mix ins will finish the job.
Fold in the chocolate and waffle cone: Add your chopped chocolate and waffle cone pieces. Gently fold them in until evenly dispersed. Do not overmix.
Portion the dough: Scoop the dough into two ounce portions, which is about three tablespoons each. You should get twelve cookies. Place them on a tray and chill for thirty to forty five minutes.
Preheat and prep: Heat your oven to 325°F. Give each cookie at least two and a half inches of space on all sides so they can spread properly.
Add the caramel topping: Right before baking, press half of a soft caramel candy into the top of each dough ball. Add a small piece of crushed waffle cone on top as a little preview of what is inside.
Bake: Bake for ten to twelve minutes while keeping a close eye on the caramel. You want the cookies to look lightly golden in the centers with slightly darker edges. They will continue to cook on the sheet tray so pull them while they still look slightly underdone. If the caramel turns dark brown it has overcooked. Aim for it to stay its original golden color.
Cool and enjoy: Let the cookies cool on the tray for at least ten minutes so the caramel can settle and the centers stay chewy. Serve warm for maximum gooeyness.