In a large pot cover whole potatoes with water and bring to a boil until tender (about 10 to 15 minutes).
Meanwhile in a small pot melt butter, garlic, olive oil, and salt over medium low heat until garlic is soft and fragrant
Transfer to a cast iron skillet and with a potato masher or heavy pan, smoosh the potatoes slightly. Make sure to not go all the way through to the bottom. Potato should stay together
Pour butter mixture over potatoes evenly
Top each potato with bacon crumbles and cheese. Bake at 400° for 15 minutes until cheese is melty and sides are a little crispy.