In a small bowl, stir together the ketchup, brown sugar, and Worcestershire sauce. Set aside.
In a large bowl, combine the ground beef, breadcrumbs, egg, milk, Worcestershire sauce, onion powder, garlic powder, salt, and black pepper. Mix just until combined.
Divide the meat mixture into 4 equal portions. Shape each portion into a small loaf, approximately 3 1/2 to 4 inches long.
Place the mini meatloaves in the air fryer basket, leaving space between each one for air to circulate.
Air fry at 350°F for 10 minutes.
Open the air fryer and brush the tops of the meatloaves generously with the prepared glaze.
Air fry for an additional 5–10 minutes, or until the center of each meatloaf reaches 160°F.
Remove from the air fryer and let rest for 5 minutes before serving.