Prepare the Chicken: Preheat your oven to 400°F and line a large baking sheet with parchment paper. Pat the chicken breasts dry with paper towels. Using a sharp knife, carefully cut a deep pocket into the side of each chicken breast, being sure not to cut all the way through.
4 boneless, skinless chicken breasts (about 2.5 pounds total)
Make the Filling: In a quart size zip top bag, stir together the spinach artichoke dip and shredded cheese until combined. Push it down into one corner. Snip off the tip of the corner with scissors to make a piping bag. (Alternatively, you can simply use a spoon and bowl for the filling.)
1 (10-ounce) container store-bought spinach artichoke dip (about 1 heaping cup; 18 Tablespoons), 1 cup shredded melting cheese
Stuff & Season the Chicken: Pipe or spoon the filling into each chicken pocket until evenly divided. Gently press the filling inside. Season the outside of the chicken breasts with the salt, granulated garlic, mustard powder, and a few cracks of fresh black pepper.
1 teaspoon Morton kosher salt*, 1 teaspoon granulated garlic, 1 teaspoon mustard powder, fresh cracked black pepper
Wrap in Bacon: Wrap each chicken breast with 2 slices of bacon, overlapping slightly as you go so most of the chicken is covered. Place the bacon seam-side down on the prepared baking sheet. If the bacon starts to slip, secure it with a toothpick or two. Sprinkle the tops of the wrapped chicken breasts evenly with brown sugar.
8 slices bacon, 2 Tablespoons brown sugar
Bake & Broil: Bake for 30–35 minutes, or until the chicken reaches an internal temperature of 165°F and the bacon is mostly browned. If you’d like the bacon extra crisp, switch the oven to broil for 1–2 minutes at the end. Keep a close eye so it doesn’t burn. Let the chicken rest for 5 minutes before serving.