Step 1: Prepare the Cookie Dough

In a large mixing bowl, beat the softened butter, granulated sugar, and brown sugar until light and creamy.

Add the egg yolk and vanilla extract. Mix until well combined.

In a separate bowl, whisk together the all-purpose flour, baking powder, and salt.

Gradually add the dry ingredients to the butter mixture, mixing gently until a soft cookie dough forms.

Step 2: Prepare the Pumpkin Filling

In another mixing bowl, combine the pumpkin puree, brown sugar, heavy cream, egg yolk, pumpkin pie spice, and vanilla extract.

Stir until the filling becomes smooth and creamy.

Step 3: Shape the Cookies

Preheat your oven to 350°F (175°C).

Line a baking sheet with parchment paper.

Roll the cookie dough into approximately 1-inch balls and arrange them on the prepared baking sheet, leaving about 2 inches between each cookie.

Use your thumb or the back of a measuring spoon to create an indentation in the center of each dough ball.

Step 4: Add the Pumpkin Filling

Spoon approximately 1 teaspoon of pumpkin filling into each cookie indentation.

Avoid overfilling to prevent the pumpkin mixture from overflowing during baking.

Step 5: Bake the Cookies

Place the baking sheet in the preheated oven.

Bake for approximately 13 to 17 minutes, or until the cookie edges become lightly golden and the pumpkin filling is set.

Check that the egg-containing filling reaches an internal temperature of 160°F (71°C).

Step 6: Cool and Decorate

Remove the cookies from the oven and let them cool on the baking sheet for 5 minutes.

Transfer the cookies to a wire rack and allow them to cool completely.

Decorate with whipped cream, ground cinnamon, powdered sugar, or chopped pecans before serving.