01 - Preheat oven to 350°F. Lightly grease a 24-cup mini muffin tin with cooking spray or butter.
02 - In a medium bowl, whisk together flour, baking soda, and salt until well combined.
03 - In a large bowl, beat softened butter and granulated sugar with an electric mixer until light and fluffy, approximately 2 minutes.
04 - Add egg and vanilla extract to the butter mixture. Beat until fully incorporated.
05 - Gradually add dry ingredients to wet ingredients, mixing on low speed until just combined. Do not overmix.
06 - Scoop about 1 tablespoon of dough into each muffin cup. Press gently with fingers to form a cup shape, pushing dough up the sides to create a well.
07 - Bake for 10 to 12 minutes, or until edges are lightly golden. Remove from oven.
08 - While cups are still warm, gently press the center of each with the back of a spoon to deepen the cup shape. Cool in pan for 10 minutes, then transfer to wire rack to cool completely.
09 - In a chilled bowl, whip heavy cream, powdered sugar, and vanilla extract with an electric mixer until stiff peaks form.
10 - Fill each cooled cookie cup with whipped cream using a spoon or piping bag. Top with fresh berries, sprinkles, or mini chocolate chips as desired.