Preheat the oven to 350 degrees. Line your cupcake pans with paper liners. Set aside
Add ½ cup butter and ¾ cup Sugar. Cream on medium speed for 2 - 3 minutes until smooth.
Add in ½ cup oil, 2 eggs, 1 teaspoon vanilla and ¾ cup milk. Mix until combined - it will appear lumpy.
Add in 1 ¼ cup flour, 1 ½ teaspoon baking powder, ½ teaspoon salt and ½ cup cocoa powder. Mix on low speed until combined and then mix on medium speed for another minute. Scrape down the sides and mix again.
Scoop batter into cupcake liners filling about ⅔ of the way full.
Bake for 14 - 16 minutes or until the center is set.
For the frosting - in the bowl of a stand mixer, combine 1 cup butter, 3 cups powdered sugar and 1 cup cocoa powder.
Mix on low speed until combined and then bump up the speed to medium and mix for an additional minute until the frosting is smooth and fluffy looking.
Scoop out about ¼ of a cup of frosting and tint with some red food coloring. Transfer this burgundy frosting to a piping bag and set aside.
Transfer the frosting to a piping bag fitted with a large round tip. Set aside until ready to assemble.
Pipe a large mound of frosting on each cupcake.
Dip the frosting into the chocolate sprinkles.
Insert the pointed end six candy corn pieces along the top edge of each cupcake, securing them in the frosting.
Pipe a small inverted tear drop shape on each cupcake to create the head of the turkey.
Place two eyeball candies on each head toward the top.
Insert another candy corn so that the tip is pointing up to create the nose.
With the burgundy frosting, pipe a small dollop alongside the nose of each turkey.