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Preheat the oven to 350° F.
In a large bowl, use your hands to gently mix together the ground beef, onion, tomatoes, oats, powdered milk, garlic, Worcestershire sauce, kosher salt, and freshly ground black pepper. Don't over mix the ingredients.
On a rimmed baking sheet or in a 9 X 13 baking dish, dump the meat mixture into a pile, and mold the meat into a 9 X 5-inch rectangular loaf.
In a small bowl, mix together the ketchup, brown sugar, and red wine vinegar until smooth. Spread the glaze evenly over the top of the loaf.
Bake the meatloaf for 1 hour or until the center registers 160°F. Let the meatloaf rest for 10 minutes, then slice into thick pieces and serve.