01 - Preheat oven to 350°F. Line two baking sheets with parchment paper.
02 - Whisk together flour, cocoa powder, baking powder, baking soda, and salt in a medium bowl.
03 - Beat butter and sugar with an electric mixer until light and fluffy, about 2-3 minutes.
04 - Add the egg and vanilla extract; mix until well combined. Stir in red food coloring and vinegar.
05 - Add half the dry ingredients, mixing gently. Pour in buttermilk, then add remaining dry ingredients. Mix until just combined.
06 - Drop tablespoon-sized mounds of batter onto prepared baking sheets, spacing 2 inches apart.
07 - Bake for 10-12 minutes until cookies are set and spring back lightly when touched. Cool completely on wire racks.
08 - Beat cream cheese and butter together until smooth. Gradually add powdered sugar and vanilla, beating until fluffy.
09 - Pair cookies of similar size. Spread about 1 tablespoon of filling onto flat side of one cookie; top with another to form sandwich.