Preheat oven to 350 degrees.
Heat oil in a saute pan over medium heat. Season beef on both sides with salt and pepper. Saute beef until browned. Flip over and brown other side. Transfer steak to oven-proof dish. Add crushed tomatoes, potatoes, onions, peppers, oregano and red hot pepper flakes. Braise in oven, uncovered, for about 1 hour or until beef is tender. Season with salt and pepper, to taste, if needed.