Bake brownies according to package directions in a 9 x 13" pan.

In a large mixing bowl, cream together the cream cheese and powdered sugar until smooth.

Add in the milk and vanilla extract and mix until well combined.

Fold the Cool Whip into the cream cheese mixture until combined.

Fold the cookie crumbs into the mixture until well distributed.

Set aside,

In a double boiler, gently melt the chocolate chips. Stirring regularly.

Remove from heat as soon as they are melted.

Add milk and stir until smooth. Set aside.

Cut the brownies into small 1" cubes.

Place half the brownie pieces in a layer in the bottom of the trifle dish.

Add half the cheesecake mixture on top of the brownie layer. Place it in the middle and spread it to the sides with an offset spatula so that your edges are clean.

Place half of the crumbled Oreos around the outside of the bowl.

Spoon half of the ganache into the center of the circle made by the Oreos.

Add a layer of 2 cups of Cool Whip, again from the center working outwards.

Repeat the layers again, brownies, cheesecake, Oreos, ganache, Cool Whip

Cover the trifle with plastic wrap and refrigerate 4-24 hours.

Just before serving, add more Cool Whip on top and decorate with whole cookies.

Cover and refrigerate leftovers. They are good for about 4 days.