In a medium bowl, combine the flour and cocoa powder. Set aside.
1 ½ cups all-purpose flour, ½ cup unsweetened cocoa powder
In a large bowl, beat the butter on medium speed until softened. Add sugar, baking soda, baking powder, and salt. Beat until well mixed.
½ cup butter or margarine, 1 cup sugar, ¼ teaspoon baking soda, ¼ teaspoon baking powder, ¼ teaspoon salt
Add the egg and vanilla extract, scraping down the sides of the bowl to ensure everything is well combined. Gradually beat in the flour mixture until fully incorporated.
1 large egg, 1 ½ teaspoons vanilla extract
Shape the dough into 1-inch balls and place them about 2 inches apart on an ungreased baking sheet.
Press each ball flat with the palm of your hand or a spatula, as these cookies don’t spread much while baking.
Bake in a preheated oven at 350°F (180°C) for 8-10 minutes, or until the centers are set.
Remove from the oven and allow to cool on the baking sheet for a few minutes before transferring to a wire rack.
In a small saucepan, combine the chocolate chips and sweetened condensed milk. Cook over low heat, stirring until the chocolate is melted and smooth.
1 cup semisweet chocolate chips, ½ cup sweetened condensed milk
Stir in the reserved 4 teaspoons of cherry juice to enhance the flavor. If the mixture is too thick, thin it with a bit more cherry juice.
16 undrained maraschino cherries
Spoon about 1 teaspoon of the chocolate mixture over each cookie, spreading to cover the center.
Top each cookie with a dried cherry for an extra touch of sweetness.
Let the cookies cool completely and then enjoy the delightful combination of chocolate and cherry flavors. Store any leftovers in an airtight container.