2⅓cups(291.67g)all-purpose flourweighed in grams or spooned and leveled
¼teaspoonsalt
Pumpkin Pie Filling
½cup(122.5g)pumpkin puree
⅓cup(102g)sweetened condensed milk
1largeegg yolk
2tablespoons(25g)brown sugarlight or dark, packed
2teaspoons(5g)all-purpose flour
½teaspoonpumpkin pie spice
whipped creamoptional, for topping
Instructions
Shortbread Cookie Dough
In a large bowl, cream together the butter and brown sugar until light and fluffy (2-3 minutes with a hand mixer on medium speed). Mix in the vanilla extract well, then stir in the flour and salt until everything is combined well.
Scoop and roll into smooth cookie dough balls (about 4 teaspoons each), then place them on a baking sheet about 2 inches apart.
Press your thumb into the center of each ball to create a well. Be careful not to break through the bottoms of the cookie dough balls or filling may leak out.
Chill the thumbprint cookies in the refrigerator or freezer until they're cold and firm. Preheat the oven to 375°F and make the pumpkin pie filling while they chill.
Pumpkin Pie Filling
In a medium bowl, whisk together the pumpkin puree, sweetened condensed milk, egg yolk, brown sugar, flour, and pumpkin pie spice.
Assemble and Bake
Carefully spoon pumpkin pie filling into each chilled cookie well, then bake at 375°F until the edges start to tan (about 10-13 minutes).
Let cookies cool on the pan until firm enough to transfer to a wire rack to finish cooling. Top with whipped cream before serving (optional).
Notes
Butter: 1 cup of butter typically equals 2 sticks of butter. Check your butter's package to be sure.Flour: For best results, weigh it in grams (see "metric" tab above). If using measuring cups, carefully spoon the flour into them and level it off with a straight edge. Do not pack it.Storage: Store cookies (preferably without whipped cream) in the refrigerator for up to 3 days or in the freezer for up to 1 month.Nutrition: The provided nutrition information is an estimate, the calorie accuracy is not guaranteed.Pumpkin Pie Filling: There may be some leftover filling. This is to ensure there's enough if thumbprint and cookie sizes vary.