Measure and prepare all of your ingredients before starting to ensure a smooth process.
In a large mixing bowl, combine the flour, cocoa powder, cinnamon, ginger, baking soda, cloves, nutmeg, and salt. Whisk the dry ingredients until fully combined and set aside.
In a separate bowl, whisk together the egg, molasses, and vanilla extract until smooth and well blended.
In the bowl of your kitchen mixer, add the room-temperature unsalted butter and packed brown sugar. Using the paddle attachment, cream them together on medium speed for about 2-3 minutes, until the mixture is light and fluffy.
Scrape the butter mixture from the sides of the bowl using a silicone spatula, then add the egg and molasses mixture. Mix on medium speed until fully combined.
Gradually add the dry ingredients to the wet mixture, about ⅓ at a time, mixing on low speed after each addition.
Continue mixing until a smooth, slightly firm dough forms. The dough should hold together but not be sticky.
Divide the dough into two equal portions, flatten them into disks, and wrap in plastic wrap. Place the dough in the refrigerator to chill for at least 1 hour. This helps firm the dough, making it easier to roll and cut.
Baking Cookies
While the dough chills, preheat your oven to 350°F (175°C). Line your baking sheets with parchment paper to prevent sticking.
After chilling, remove one disk from the refrigerator. Lightly flour your work surface and rolling pin. Roll the dough out to about ¼-inch thickness, using the adjustable rolling pin for even consistency. If the dough starts to crack or get too soft, chill it again briefly.
Use your Christmas cookie cutters (or any preferred shape) to cut out cookies from the rolled dough. Carefully transfer the cut-out shapes onto the prepared baking sheet, leaving about 1 inch of space between each cookie.
Before baking, place the cut-out cookies in the refrigerator for an additional 10 minutes to help them hold their shape while baking.
Place the baking sheet in the preheated oven and bake the cookies for 8-10 minutes. The edges should be firm but the center slightly soft, as the cookies will continue to firm up while cooling.
Once baked, remove the cookies from the oven and let them cool on the baking sheet for about 5 minutes. Afterward, transfer them to a cooling rack to cool completely.
Repeat the rolling, cutting, and baking steps with the remaining dough.