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Step 1
Season meat liberally on all sides with salt and pepper. Rub the flour on all sides of meat.
Step 2
Heat oil in a dutch oven or heavy pot over medium heat. Brown the meat on all sides. Remove to plate.
Step 3
Add onions to pot and cook until starting to soften. Add garlic and cook 1 more minute. Deglaze the pan with red wine or beef broth. Let cook a few minutes until wine is reduced by at least half. Add tomatoes, Italian seasoning, bay leaf and a pinch of salt and pepper. Place the beef back into pot, nestling it into the liquid. Bring just to a boil, cover and reduce heat to a simmer.
Step 4
Simmer for 3 hours. Halfway through the cook time, turn the roast over.
Step 5
After 3 hours, carefully remove roast from pot. Cut into slices or shred and place back into the pot until ready to serve.
Step 6
When serving, top with fresh torn basil.