Mix ground beef, onion soup mix, crushed Ritz crackers, bell pepper, garlic powder, paprika, ketchup, parsley, black pepper, eggs, and milk in a large bowl.
Shape the mixture into a loaf and place it on a baking sheet or in a loaf pan.
Preheat the oven to 350°F (175°C).
Combine ketchup, A-1 steak sauce, brown sugar, chipotle peppers, and black pepper in a bowl. Pour over the meatloaf.
Bake for 1 hour, or until the internal temperature reaches 160°F (70°C).
Let the meatloaf rest for 10-15 minutes before slicing and serving.