Preheat the oven to 350ºF. Line a baking sheet with parchment paper or spray with nonstick cooking spray.
In a large bowl, whisk together the flour, cream of tarter, baking soda, salt, and pumpkin pie spice; set aside.
In the bowl of a stand mixer fitted with a paddle attachment, mix the butter and cream cheese together until smooth and creamy. Add the pumpkin, 1 cup granulated sugar, powdered sugar, egg, egg yolk, and vanilla and mix until fully incorporated. Gradually stir flour mixture into wet ingredients until dough comes together.
Place remaining 2 Tablespoons of sugar into a small bowl. Roll dough into balls about the size of a golfball and place on the baking sheet. Repeat process with more dough until you have 10 or so balls spaced at least 2 inches apart. Coat the bottom of a glass with cooking spray, dip in the sugar, and flatten each dough ball to about 1/2-inch thickness. It's okay if the cookies form a rim on the edges. Spray more cooking spray on the bottom of the glass between batches, if needed.
Bake cookies for 7-9 minutes or until tops look mostly dry around the edges, yet still glossy in the center--no browning. Remove from the oven and allow to cool on the baking sheet for 3-4 minutes before transferring to a wire rack to cool completely.