Mix together beef, egg, breadcrumbs salt and pepper, onion, garlic, ketchup/tomato sauce, Worcestershire sauce and oregano. Mix well with clean hands. On a piece of plastic wrap or wax paper, spread out meat mixture in a rectangle - 12 x 8".
Spread spinach on top leaving 1/2" clear all around meat edges.
Sprinkle with cheese. Using paper/plastic to help roll up loaf starting from 8" side. Press gently as you go to make sure you have a firmly rolled loaf.
Press seam to seal.
Tightly wrap meatloaf in plastic wrap and refrigerate for at least an hour (or overnight).
Mix ketchup, 1 tablespoons Italian seasoning, and brown sugar together.
Place meatloaf, seam side down, in a baking pan (make sure that ends are sealed well).
Cover top with ketchup mixture and bake in a 350 degrees F. oven for 1 hour.
Remove from oven and let set for 15 minutes before slicing.