Preheat the oven to 350°F (175°C). Line a large baking sheet with a Silpat or parchment paper and set aside.
In a large bowl, whisk together 2 1/4 cups all-purpose flour, 1/2 cup unsweetened cocoa powder, 1 teaspoon baking soda, 1 teaspoon cream of tartar, 1 teaspoon ground cinnamon, and 1/2 teaspoon sea salt. Set the dry mix aside.
In the bowl of a stand mixer fitted with the paddle attachment (or using a hand mixer), beat 1 cup unsalted butter at room temperature until smooth, about 30 seconds.
Add 1 cup packed brown sugar and 1/2 cup granulated sugar to the butter and beat on medium speed until light and fluffy, about 2 minutes. Scrape down the bowl and paddle.
Add 2 large eggs and 1 teaspoon vanilla extract to the butter-sugar mixture and mix just until combined.
With the mixer on low, add the dry ingredients to the wet ingredients in two additions, mixing only until just combined and no streaks of flour remain. Do not overmix.
In a small bowl, combine 1/4 cup granulated sugar and 1 1/2 teaspoons ground cinnamon; stir until well blended.
Using about 2 tablespoons of dough per cookie, form dough into balls (a cookie scoop or two-tablespoon measure works well).
Roll each dough ball in the cinnamon-sugar mixture so each is evenly coated.
Place the coated dough balls on the prepared baking sheet about 2 inches apart to allow for spreading.
Bake for 8–10 minutes, until cookies are set around the edges but still soft in the center. Do not overbake.
Let the cookies cool on the baking sheet for about 5 minutes, then transfer them to a cooling rack to cool completely.