In a large, microwave-safe bowl, melt butter. Let butter stand until cooled to room temperature. Hot butter will melt the sugars and make greasy cookies.
Add both sugars to the room-temperature melted butter. Stir with a wooden spoon until smooth. Add in the large egg yolk, vanilla extract, and canned pumpkin. Make sure the pumpkin isn’t watery; dab off excess moisture with a paper towel if it is. Stir until ingredients are combined.
Add salt, ground cinnamon, ground ginger, ground cloves, ground nutmeg, ground allspice, and baking soda. Stir until spices are well incorporated.
Spoon and level (see note 1) to measure flour and add to the bowl. Add chocolate chips. Gently stir to form a dough. It will seem dry at first, but continue to stir until you have a thick and sticky dough. Cover the bowl tightly and refrigerate for 1 hour.
Preheat oven to 350°F. Line a sheet pan with parchment paper. Measure 1-1/2 tablespoons (or 30 grams) of dough per cookie ball. Roll the balls so they are taller rather than wider. Place 6 cookie dough balls on the sheet pan and place in the freezer for 8 minutes. Remove and bake for 8–11 minutes or until no longer glossy on top. I like them best at 9 minutes; slightly underbaking will yield super-soft and chewy cookies. Remove from the oven and let cookies stand on the sheet pan for 5 minutes. If desired, press a few more chocolate chips into the tops of the cookies.
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Notes
Note 1: If you press a measuring cup into a bag of flour, you will pack in too much flour; use a spoon to scoop it into a measuring cup and level the top with the back of a table knife. If your Pumpkin Chocolate Chip Cookies turn out cake-y, there was likely too much flour added. To be as accurate as possible, use a food scale to measure precisely 190 grams of flour.Storage: Using a metal spatula, transfer cookies to a cooling rack and allow the cookies to finish cooling. They firm up more as they cool. Store in an airtight container at room temperature for up to 3 days.