Remove wrappers from caramels (if needed.) Combine caramels, corn syrup and peanut butter in a small saucepan. Heat over low-medium heat until melted and combined.
Insert stick/skewer into apple. Dip apple into caramel, spooning mixture all over apple to coat; carefully shake off excess. Place apple on a baking sheet lined with cooking spray-coated parchment paper. Chill 20 minutes or until set.
Melt about 9 ounces dark chocolate chips in a small saucepan. Remove from heat and stir in remaining chocolate chips; stir until melted.
Dip caramel-coated apple into dark chocolate, spooning chocolate all over apple to coat; carefully shake off excess. Sprinkle bottom half with chocolate jimmies, if desired. Return apple to baking sheet and chill 10 minutes or until chocolate is set.
Store at room temperature or in fridge. If chilled, allow to return to room temperature before eating.