Preheat oven to 375°F.
Combine glaze ingredients. Set aside.
Cook onion over medium heat in 1 tablespoon olive oil 5 minutes or until tender (this step is optional but produces a milder onion flavor). Cool completely.
Combine onions, eggs, milk, green pepper, cracker crumbs, seasonings, Worcestershire sauce, 1/4 cup of glaze and beef in a large bowl.
Line a rimmed baking pan with foil and top with metal rack. Add a piece of parchment paper just slightly larger than your meat loaf will be.
Form beef into a 9x5" loaf and place on the parchment. Brush with glaze.
Wrap meatloaf with bacon tucking the ends under the bottom of the loaf. Brush the loaf with the glaze mixture and bake 45 minutes.
Brush again with glaze and bake another 30 minutes or until meatloaf reaches 160°F.
(Nutrition information provided is an estimate and will vary based on cooking methods and brands of ingredients used.)