3 pounds oxtails
3 tablespoons vegetable oil
3 slices thick cut bacon, sliced into 1/4-inch pieces
1 onion, diced
1 carrot, diced
2 stalks celery, diced
1/4 cup tomato paste
3 tablespoons flour
1/2 teaspoon cinnamon
1 1/2 cups red wine
1 cup beef stock
One (28-ounce) can whole tomatoes
Salt and pepper
Heat oven to 300F.
Season oxtails generously with salt and pepper. Heat oil in a large Dutch oven over medium-high heat until hot. Add oxtails and sear until browned on both sides, about 5 minutes per side. Remove oxtails from Dutch oven and add bacon to pan. Cook, stirring until golden, about 5 minutes. Add onion, carrot and celery and sauté until soft, about 5 minutes. Stir in tomato paste and cook until slightly darkened, about 3 minutes, then stir in flour. Stir in cinnamon.
Pour red wine over mixture and scrape up any browned bits from the bottom of the pan. Let simmer until thickened, about 2 minutes. Add beef stock and tomatoes, then return oxtails to pan, submerging them in liquid. Bring to a boil, then cover and place in oven. Braise until oxtails are tender, about 3 1/2 hours.
Remove oxtails from pan and place on a serving platter. Return pan to burner over medium high heat. Bring liquid to a simmer and let cook, stirring occasionally to break up the tomatoes, until reduced by about half, about 10 minutes. Spoon reduced cooking liquid over oxtails and serve.