01 - Set oven temperature to 320°F.
02 - Pat beef cubes dry with paper towels and coat evenly with flour, shaking off any excess.
03 - Heat 2 tablespoons olive oil in a large ovenproof casserole over medium-high heat. Brown beef in batches on all sides, then transfer to a plate.
04 - Add remaining 1 tablespoon olive oil to the casserole. Cook onions, carrots, celery, and garlic for 5 minutes until softened.
05 - Return beef to casserole, then add potatoes, tomatoes, beef stock, red wine, Worcestershire sauce, bay leaves, thyme, rosemary, salt, and pepper. Stir thoroughly.
06 - Bring mixture to a simmer on the stovetop, cover with lid, and transfer to the oven.
07 - Bake for 2 to 2.5 hours, stirring halfway through, until beef is fork-tender and sauce has thickened.
08 - Remove bay leaves, adjust seasoning as needed, and serve hot.