Ingredients
Equipment
Method
- Preheat your oven to 180°C (350°F) and line a baking sheet with parchment paper.

- In a small bowl, whisk together the flour, baking soda, cinnamon, nutmeg, and chili powder to evenly combine.

- In a large bowl, beat the softened butter and brown sugar together with an electric mixer until light and fluffy, about 3 minutes. The mixture should look creamy and slightly paler in color.

- Add the egg to the butter mixture and beat until well incorporated. Then stir in the pumpkin puree and vanilla extract until the mixture is smooth.

- Gradually add the dry ingredients to the wet mixture, mixing on low speed just until combined. The dough will be moist and slightly sticky but scoopable.

- Use an ice cream scoop or spoon to drop dollops of dough onto the prepared baking sheet, spacing them about 5 cm apart. Slightly flatten each mound with the back of the spoon.

- Bake the cookies for 12-14 minutes, or until the edges are just golden and the centers look slightly soft but set. The cookies will spread and develop a gentle crackle on top.

- Remove the baking sheet from the oven and let the cookies cool on it for about 10 minutes, allowing them to firm up slightly.

- Transfer the cookies to a wire rack to cool completely before assembling. Meanwhile, prepare the filling by beating the softened cream cheese, powdered sugar, vanilla extract, and chili powder together until smooth and fluffy.

- Once cooled, pipe or spread a generous dollop of the chili cream filling onto the flat side of one cookie, then top with another cookie to form a sandwich.

- Repeat with remaining cookies and filling. Chill the assembled whoopie pies for at least 30 minutes to let the flavors meld and the filling set before serving.

Notes
For extra flavor, sprinkle a pinch of chili powder on the filling before assembling. These treats are best enjoyed within a few days of baking. Chilling the assembled pies helps the flavors develop and the filling to firm up.
