1Preheat oven to 325 degrees F (165 degrees C). Place ham, cut-side down, into a roasting pan. Pin pineapple slices onto ham using toothpicks.
2Mix pineapple juice and 1/2 cup brown sugar together in a saucepan; bring to a boil until glaze is slightly thickened, about 5 minutes. Remove saucepan from heat.
3Bake ham in the preheated oven for 30 minutes. Pour glaze over ham and pineapple rings; continue baking for 30 minutes more. Sprinkle remaining 1 1/2 cups brown sugar over ham and pineapple rings; continue baking until ham is cooked through, about 30 minutes more. An instant-read thermometer inserted into the center should read at least 145 degrees F (63 degrees C).
4Pour the remaining glaze over cooked ham.
Footnotes
Cook's Note:
Pineapple slices on top of ham are fun kids' snacks and leftovers make great sandwiches!
Tip
Aluminum foil helps keep food moist, ensures it cooks evenly, keeps leftovers fresh, and makes clean-up easy.