While the dough is chilling, separate the Jolly Ranchers into like colors. Remove the wrappers, crush the candies, and keep each color in separate bowls.
Working with one half of dough at a time, roll the dough out to about 1/4-inch thickness. Use a large 4-inch cookie cutter to cut out the cookie shapes from the dough. Use the smaller cookie cutter, to carefully cut out the center portion of each cookie.
Fill each center area about 3/4 of the way with crushed Jolly Ranchers. Sprinkle the tops of the cookies with clear coarse sanding sugar. Place the cookies back into the fridge to chill for 15 minutes before baking.
Bake in 350℉ preheated oven for 8-10 minutes or until the candy center has melted and the cookies are set. The edges of the cookies should just barely be turning a light golden brown.