Preheat oven to 350° and line a muffin pan with cupcake liners. Set aside.
In a medium saucepan, melt butter and chocolate chunks together, over medium heat, until smooth, stir continuously.
Sprinkle unsweetened cocoa powder into pan and stir until incorporated.
Remove from heat and let cool for 5 minutes.
Add sugar and vanilla into pan and stir until smooth.
Next, add eggs, one at a time, into mixture, stir and once combined, add flour then stir in chocolate chips.
Pour batter into prepared cupcake liners, ⅔ full and bake for 18-21 minutes or until wooden tooth pick inserted comes out mostly clean.
Remove from oven and immediately use a spoon or small circular utensil and press down the center of the brownies making a “cup.”
Let cool completely on a wire rack.
Using a small cookie scoop or ice cream scooper, place a scoop of vanilla ice cream on top of each brownie cup.
Drizzle with hot fudge, whipped cream and a cherry, if desired.