Ingredients
- 3 pounds beef chuck, fat trimmed, cut into 1 ½-inch pieces
- Kosher salt and freshly ground pepper
- 2 tablespoons extra-virgin olive oil
- 6 shallots, thinly sliced (2 cups)
- ½ cup dry red wine, such as Cabernet Sauvignon
- 1 can (28 ounces) whole peeled tomatoes, crushed
- 1 bulb fennel (12 ounces), cut into ½-inch wedges
- 1 sprig rosemary
- 2 strips orange zest (each 1 inch by 3 inches), plus orange wedges for serving
- 1 cup pitted green olives, such as Castelvetrano (7 ounces)
- Mashed potatoes, for serving
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