Whisk the ketchup, brown sugar, and 2 Tbsp of Worcestershire sauce. Divide this into three small portions.
Portion 1: Mix directly into the raw meat.
Portion 2: Use for the initial top coat.
Portion 3: Save for the final 15-minute "lacquer."
Add the beef, aromatics, eggs, and the first portion of glaze to the milk-crumb mixture. Mix with your hands just until combined. Crucial: Over-working the meat will result in a "dense brick" texture.
Shape the meat into a loaf on your foil-lined dish. Spoon the second portion of glaze over the top.
Bake for 45 minutes. Remove the loaf and brush on the final portion of glaze. Return to the oven for the last 15 minutes.
Pull the meatloaf when a thermometer hits 160°F.
Let the loaf sit for 10 minutes before slicing. This allows the proteins to relax and reabsorb the juices, ensuring it doesn't fall apart when cut.