Recipe by Chavi Feldman

Surprise Steaks with Chunky Red-Wine Tomato Sauce

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Meat Meat
Easy Easy
8 Servings

No Allergens specified

2 Hours

I generally reserve this dish for Yom Tov, as this cut of meat is quite pricey, but there’s nothing else out there that can compete with its tenderness and juiciness. When paired with this piquant tomato sauce, it’s in a league of its own! Try it over simple mashed potatoes for a main that makes a statement!


Surprise Steaks

  • 2 2-pound (910-gram) surprise steaks

  • 6–12 tablespoons Tuscanini Olive Oil, divided

  • salt, for seasoning

  • pepper, for seasoning


  • 1 and 1/2–2 pound (about 15 small or 8 large)shallots, sliced thinly

  • 1–2 tablespoons Tuscanini Olive Oil

  • 4 large ripened tomatoes on the vine, peeled and diced

  • 1 cup sweet or semi-sweet red wine such as Jeunesse Cabernet Sauvignon

  • 2 teaspoons sugar



Remove steaks from refrigerator. Remove any packaging and let sit at room temperature for at least 30 minutes.


In a large frying pan, sauté shallots in olive oil over low heat for about 15–20 minutes or until golden. Add the diced tomatoes and sauté for an additional 25–30 minutes or until very soft. Add red wine and cook over low to medium heat for five to 10 minutes or until slightly reduced. Add sugar, lemon juice, salt, and pepper. Stir until well combined. Set aside, keeping warm.


To prepare the steaks, drizzle on both sides with one to two tablespoons olive oil and sprinkle with salt and freshly ground black pepper. Preheat oven to 350 degrees Fahrenheit (175 degrees Celsius).


Immediately before serving, preheat a heavy, oven-safe large grill pan over high heat until it’s smoking hot (cast-iron works great here). Add one to two tablespoons olive oil. Add one steak to the grill pan, being careful not to move it once it has been placed in the pan. This will ensure it forms a good crust. Sear the steak for about five minutes on each side.


Transfer the pan to the preheated oven and continue cooking for another seven to nine minutes for medium-rare (130 degrees Fahrenheit/54 degrees Celsius internal temperature) or 10–11 minutes for medium (135 degrees Fahrenheit/57 degrees Celsius internal temperature) doneness. Remove from oven, taking care to use oven mitts, as the handle of the pan will be very hot. Transfer steak to a cutting board and tent loosely with aluminum foil. Let it rest for several minutes before slicing. Repeat with second steak.


While still hot, pour some of the extra pan drippings into the tomato sauce and mix well to combine. Place several spoonfuls of warmed tomato sauce over the steak and serve immediately.


Although the tomato sauce can be prepared up to a day or two in advance, the meat is best cooked fresh. If you must prepare it in advance, do so as close to your meal as possible. Keep at room temperature until your meal and reheat gently and loosely covered over indirect heat so it doesn’t dry out.


Food and Prop Styling by Shiri Feldman. Food Prep and Styling by Chef Suzie Gornish. Photography by Felicia Perretti.

Surprise Steaks with Chunky Red-Wine Tomato Sauce

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