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Preheat the oven to 350°F. Grease or line a 9x5 inch loaf pan or baking sheet. Set aside.
In a large bowl, mix together the stuffing, milk, onion and garlic. Let sit for 5 minutes.
In the meantime, mix together the sweet tomato glaze ingredients. Set aside.
To the bowl with the stuffing, mix in the eggs, Worcestershire, ketchup, salt and pepper, then mix in the beef until just combined. Press into the loaf pan or shape into a loaf on the baking sheet.
Evenly spread half of the sweet tomato glaze over the meatloaf, and bake uncovered for 45 minutes.
Remove from the oven and top with the remaining sweet tomato glaze. Bake another 15 minutes.
Let the meatloaf rest for 10 minutes, then slice and serve!