Preheat oven to 400℉ and line a rimmed baking sheet with aluminum foil. Place an oven-safe wire rack on top of the foil and set aside.
Season the pork chops with salt and pepper.
Wrap each of the pork chops with two slices of bacon, keeping the seams all on one side of the chop.
In a small bowl, combine the brown sugar, black pepper, paprika, garlic powder, onion powder, parsley flakes and red pepper flakes (optional).
Coat each of the pork chops with the brown sugar mixture. Be sure to add it to both sides of the pork chops; place the chops seam-side-down on the prepared pan.
Bake for 25-30 minutes, or until the bacon is crisp and the internal temperature of the pork chop reaches 145℉.
Remove from the oven and let rest 5 minutes before serving.
Notes
I do not recommend using thick cut bacon. It won't crisp up in time, so you'll either end up with soft bacon OR overcooked chops.