Preheat and prep: Heat your oven to 350°F (175°C). Line two baking sheets with parchment paper.
Whisk the dry ingredients: In a bowl, whisk flour, baking soda, baking powder, salt, cinnamon, cardamom, ginger, cloves, and black pepper.
Cream butter and sugars: In a separate bowl, beat the softened butter with granulated and brown sugar until light and fluffy, about 2 minutes.
Add egg and flavor: Mix in the egg and vanilla until smooth.
Stir in the milk or cooled chai tea if using.
Combine: Add the dry ingredients to the wet and mix just until no dry streaks remain. Do not overmix.
Make the coating: Stir the rolling sugar and cinnamon together in a small bowl.
Shape: Scoop tablespoon-sized balls (about 1 1/2 tablespoons each), roll in the cinnamon sugar, and place 2 inches apart on the sheets.
Bake: Bake 9–11 minutes until the edges are set and the centers look slightly soft and puffy.
Cool: Let cookies rest on the sheet for 5 minutes, then transfer to a rack. They’ll set to a soft, chewy texture as they cool.
Optional glaze: Whisk 1/2 cup powdered sugar with 1–2 teaspoons milk and a pinch of cinnamon.
Drizzle over cooled cookies.