In a large bowl, prepare pudding according to directions on the box.
Fold in Cool Whip.
In small clear cups, place a large spoonful of pudding mixture and top with crushed cookies.
Use frosting to write "RIP" on each Mint Milano Cookie and place cookie in pudding with just half of the cookie sticking out so that it looks like a headstone.
Add a candy corn pumpkin for garnish.
Notes
You can make the pudding in advanced, and then assemble at a later time.