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 the all-purpose flour, baking soda, and salt until well combined.
03 - In a large bowl, beat softened butter and granulated sugar with an electric mixer on medium-high speed until light and fluffy, approximately 2 minutes.
04 - Add the egg and vanilla extract to the butter mixture. Beat until fully incorporated and smooth.
05 - Gradually add the dry ingredient mixture to the wet ingredients, mixing on low speed until just combined. Do not overmix.
06 - Scoop approximately 1 tablespoon of dough into each muffin cup. Using fingers or the back of a spoon, gently press dough into the bottom and up the sides to form a cup shape.
07 - Bake for 10-12 minutes until edges are lightly golden. Remove from oven.
08 - While cookies are still warm, gently press the center of each cup with the back of a measuring spoon to deepen the well. Let cool in the tin for 10 minutes before transferring to a wire rack.
09 - In a chilled bowl, whip the 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 piping bag or small spoon. Top with fresh berries, sprinkles, or mini chocolate chips as desired.