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Preheat the oven to 350° F and line a rimmed baking sheet with aluminum foil or spray a 9x13-inch baking dish with nonstick cooking spray, set aside.
In a medium bowl, stir the breadcrumbs and milk together, set aside to allow the breadcrumbs to absorb the milk.
Roughly chop the onion, pepper, and garlic. Use a food processor or chopper to finely mince the vegetables, set aside.Alternately: finely mince the pepper, onion, and garlic with a knife.
Add the egg, salt, pepper, Worcestersire, and ketchup to the bread crumbs and mix to combine.
In a large bowl, combine the ground chuck with the egg and bread crumb mixture until just combined. Mixing too much can result in a tough meatloaf. Transfer the meat mixture to the prepared pan and form into a loaf in the center of the pan.
In a small bowl, mix together the ketchup and mustard and spread it over the loaf. Arrange the bacon over the top of the loaf and gently tuck the edges under the meatloaf.
Bake uncovered for 50 to 60 minutes or until the meatloaf is cooked through. An instant read thermometer should read 160°F when inserted in the center. If the bacon isn't cooked to your liking, turn the broiler on low and place the meatloaf under the broiler in the middle of the oven, watching very carefully, until it's browned to your liking. Allow the meatloaf to rest for 5 to 10 minutes before slicing and serving.