Preheat the oven to 350F and line a large baking sheet (or two) with parchment paper.
Add the softened butter and light brown sugar to the bowl of a stand mixer fitted with the paddle attachment. Beat on medium speed until light and fluffy– about 2 minutes.
Next, add the pumpkin pie filling, egg, and vanilla. Mix again until well combined. Scrape down the sides of the bowl as needed.
Next, add 1 ¼ cups of graham cracker crumbs, along with the flour, 1 teaspoon pumpkin pie spice, and baking soda. Mix just until the dry ingredients are fully incorporated– you don’t want to overmix!
Scoop out 2 tablespoon sized portions and roll them into smooth balls.
In a small bowl, stir together the remaining ½ cup graham cracker crumbs and ½ teaspoon pumpkin pie spice. Roll the cookie dough balls in the graham cracker crumbs and then place them on the parchment lined baking sheet (make sure to place them at least 2” apart). Press each dough ball into a ½” thick disc.
Bake for 10-12 minutes, or just until the edges of the cookies are set. For chewy cookies, make sure not to overbake!
Remove the cookies from the oven and allow them to cool completely on the baking sheet. When the cookies are cool, make the cheesecake frosting (below).