How to Make It
Preheat waffle iron to medium-low. Whisk together brownie mix, water, oil, and eggs in a medium bowl until well blended.
Coat waffle iron with cooking spray. Pour about 1/4 cup brownie batter into each quadrant of waffle iron; crumble 1 to 2 tablespoons cookie dough over surface of brownie batter. Close waffle iron and cook until lightly browned and cooked through, about 4 minutes.
Using oven mits, carefully invert hot brownies onto a cutting board. Repeat with remaining brownie batter and cookie dough. Serve warm topped with ice cream and drizzled with chocolate syrup and caramel syrup.