Prepare the Skillet: In a large skillet, heat the olive oil over medium heat.
Cook the Onion and Garlic: Add the diced onion and minced garlic to the skillet. Cook until the onion is translucent and fragrant, about 3-4 minutes.
Brown the Beef: Add the ground beef to the skillet. Cook, breaking up the meat with a spoon, until it's browned and fully cooked. Drain any excess fat if needed.
Season the Meat: Add Worcestershire sauce, salt, and pepper to the cooked beef. Stir well to combine.
Melt the Cheese: Sprinkle the shredded cheddar cheese over the beef mixture. Cover the skillet with a lid and let it cook for about 2 minutes, or until the cheese is melted and bubbly.
Serve: Remove the skillet from heat and serve hot.