Preheat the oven to 350 degrees.
In a large cast iron skillet add the olive oil on high heat.
Add in the onion and garlic to the pan and start cooking while finishing preparing the zucchini.
Add the zucchini and bell pepper to some paper towels folded in half, close the edges together to form a pouch and squeeze out as much liquid from them as you can.
Add the zucchini to the pan and stir.
Continue cooking for 8-10 minutes until they're tender and reduced in size.
In a large bowl add the beef, bread crumbs, milk, Worcestershire sauce, egg, salt, black pepper and the cooked vegetables.
Mix the ingredients well then add them to a loaf pan.
Shake some paprika over the meatloaf.
Cook for 60-65 minutes or until cooked through to 160 degrees.
Let stand for at least 10 minutes before slicing and serving.