Pulse chocolate sandwich cookies in a food processor until the cookies are a fine crumb
Pour in melted butter and pulse until evenly combined
Scoop ~2 tablespoons of the crust into a lined cupcake pan (evenly distribute between all 12)
Press the mixture down with your fingers or the back of a measuring cup until it forms an even, compact layer (be sure to do this firmly so the layer is very compact)
Bake for 8 minutes and set aside to cool while you make the cake
Cupcakes:
Combine the sugar, flour, cocoa powder, baking soda, baking powder, and salt into a bowl. Stir together with a whisk until evenly combined
Add the vanilla, eggs, buttermilk, and oil and stir until combined
Once combined, add the hot coffee. Stir quickly to ensure the hot coffee is evenly distributed. The batter will be very thin
Pour the batter over the baked crust and cook for 20 minutes on 350 F or until a toothpick comes out clean
Ganache:
To make the ganache, add chocolate, butter, salt, and vanilla into a bowl. Set aside
In a small pan over medium heat, heat cream and sugar until hot but just before boiling
Pour the heated cream and sugar over the bowl of chocolate and stir until smooth
Set in the fridge until cooled but not hard
Once it is cooled, add it to a piping bag with a ¼” metal tip or to a ziploc and cut a ¼” inch circle out of the corner
Frosting
On medium high, whip cream cheese, butter, extracts, and salt for 1-2 minutes until fluffy. Turn the mixer down to low, and add in the powder sugar 1 cup at a time. After it is mixed in, turn up the mixer speed to medium high and whip for 2 minutes. Turn off the mixer, and add 1 cup of crushed chocolate sandwich cookie crumbs until just combined.
To compose the cupcakes
With a knife, poke a hole in the center of the cupcake and using a metal tip, pipe in the ganache filling (be sure to press the piping bag to the bottom of the cupcake them slowly bring it upwards to fill the cake).
Pipe on the cookies and cream icing and place a chocolate sandwich cookie on top