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Preheat oven to 350.
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Pour the milk over the bread and allow it to soak in for several minutes.
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Place the ground beef, milk soaked bread, Parmesan cheese, salt, seasoned salt, black pepper, and parsley in a large mixing bowl. Pour in the eggs. With clean hands, mix the ingredients until well combined. Form the mixture into a loaf shape on a broiler pan, which will allow the fat from the meat to drain.
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Lay the bacon slices over the top, tucking them underneath the meatloaf.
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To make the tomato gravy, pour the ketchup into a small mixing bowl. Add the brown sugar and dry mustard. Stir the mixture until well combined. Pour ⅓ of the mixture over the top of the meatloaf.
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Bake for 45 minutes, then pour another ⅓ of the remaining tomato gravy over the meatloaf. Bake for an additional 15 minutes.
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Serve with the remaining tomato gravy on the side as a dipping sauce.