Preheat & Prepare: Begin by preheating your oven to a gentle 325°F (160°C). Line a baking sheet with parchment paper for effortless cleanup and set it aside.
Creamy Blend: In a spacious bowl, use a handheld mixer to combine the softened butter, shortening, granulated sugar, room-temperature eggs, and fragrant vanilla extract until the mixture is beautifully smooth and creamy. This forms the perfect foundation for your cookies!
Dry Mix Magic: Gently fold in the all-purpose flour, cornstarch (our secret for keeping these large cookies wonderfully soft yet sturdy), a pinch of kosher salt, and baking powder. Mix carefully until all the dry ingredients are just incorporated – be sure not to overmix!
Shape & Bake: Scoop out about ¼ cup of dough for each cookie (or use two 2-tablespoon scoops, combining them into one). Place these dough balls about 2 inches apart on your lined baking sheet. Lightly flatten each ball to about ¼ to ½-inch thickness using the bottom of a glass. This ensures even baking and that classic shape.
Golden Perfection: Bake for 12 minutes for a delightfully softer cookie, or extend to 14 minutes if you prefer a slightly firmer texture.
Cool Down: Once baked, carefully remove the cookies from the oven and transfer them to a wire rack to cool completely. Patience is key before we add our luscious toppings!
Melt the Caramel: In a medium microwave-safe bowl, combine the caramel bits (or unwrapped candies), heavy cream, and the ¼ teaspoon kosher salt. Microwave in short 30-second increments, stirring thoroughly after each, until the caramel is wonderfully smooth and pourable.
Caramel Drizzle: Spoon about 1-2 tablespoons of the warm, melted caramel onto each cooled cookie, spreading it gently. If your caramel starts to firm up, simply pop it back into the microwave for a few seconds to soften it again.
Chocolate Finish: In another medium microwave-safe bowl, melt the milk chocolate chips in similar 30-second intervals, stirring until the chocolate is glossy and smooth.
The Grand Finale: Once the caramel has had a chance to set slightly (you can chill the cookies briefly to speed this up), drizzle or spread about a tablespoon of the melted chocolate over each caramel-topped cookie.
Enjoy: Allow the chocolate to set, then indulge in these easy-to-make, healthier-at-home treats! They're perfect for sharing the holiday joy or savoring as a special New Year's delight.