In a large skillet, heat over medium-high heat and add the lean ground beef. Cook for about 7-10 minutes, breaking it apart with a spatula, until it’s evenly browned and no longer pink.

In a large stockpot, combine the cooked beef with diced tomatoes, brown sugar, Roma tomatoes, onion powder, chili seasoning, and tomato paste. Stir together and bring to a boil over medium heat. Reduce heat to low and let simmer for 1 hour.

While the chili is simmering, take the remaining ground beef and shape it into four burger patties. Season both sides generously with salt and pepper.

Prepare your grill or frying pan over medium heat. Cook the patties for about 7 minutes per side, ensuring a golden-brown crust forms. Add American cheese on each patty in the final minute of cooking.

Place a cheesy patty on each bun, spoon warm chili over the top, and finish with queso cheese dip and crispy onion strings.

Serve your Chili Cheeseburgers immediately, accompanied by sides like garlic fries or coleslaw.