Flank Steak with Bloody Mary Tomato Salad

Flank Steak with Bloody Mary Tomato Salad
Flank Steak with Bloody Mary Tomato Salad
Our favorite Bloody Mary fixings make a juicy accompaniment for grilled flank steak. The salad tastes better if prepared a few hours ahead.
  • Preparing Time: -
  • Total Time: -
  • Served Person: Makes 8 to 10 servings
Beef Tomato Fourth of July Picnic Graduation Father's Day Backyard BBQ Dinner Steak Family Reunion Grill Grill/Barbecue Healthy Bon Appétit Dairy Free Peanut Free Tree Nut Free Soy Free Kosher
  • 1 teaspoon paprika
  • 1 tablespoon worcestershire sauce
  • kosher salt
  • 1/4 cup extra-virgin olive oil
  • 1/4 teaspoon freshly ground black pepper
  • kosher salt and freshly ground black pepper
  • 1/4 teaspoon cayenne pepper
  • 1 teaspoon hot pepper sauce
  • 2 tablespoons prepared horseradish
  • 1/2 teaspoon celery seeds
  • 1 cup finely chopped red onion
  • Carbohydrate 8 g(3%)
  • Cholesterol 93 mg(31%)
  • Fat 22 g(34%)
  • Fiber 2 g(9%)
  • Protein 30 g(60%)
  • Saturated Fat 6 g(29%)
  • Sodium 246 mg(10%)
  • Calories 351

PreparationFor steak: Place steaks on a large rimmed baking sheet; season with salt. Mix sugar and next 3 ingredients in a small bowl; rub all over steaks. Cover; refrigerate 1-3 hours. Let steaks stand at room temperature for 1 hour. Build a medium-hot fire in a charcoal grill, or heat a gas grill to high. Brush grates with oil. Grill to desired doneness, about 5-7 minutes per side for medium-rare. Let rest for 10 minutes. DO AHEAD: Can be made 1 day ahead. Let cool; cover and chill. Bring to room temperature before slicing. For salad: Mix onion and 1 tablespoon vinegar in a large bowl. Let macerate 10 minutes, tossing often. Add tomatoes, celery, and olives. Whisk remaining 2 tablespoon vinegar, olive brine, horseradish, and next 3 ingredients in a medium bowl. Slowly whisk in oil. Add to bowl with tomato mixture; toss to coat. Season with salt and pepper. DO AHEAD: Can be made 4 hours ahead. Cover; chill. Cut steak crosswise into 1/4"-thick slices. Serve salad with steak.

PreparationFor steak: Place steaks on a large rimmed baking sheet; season with salt. Mix sugar and next 3 ingredients in a small bowl; rub all over steaks. Cover; refrigerate 1-3 hours. Let steaks stand at room temperature for 1 hour. Build a medium-hot fire in a charcoal grill, or heat a gas grill to high. Brush grates with oil. Grill to desired doneness, about 5-7 minutes per side for medium-rare. Let rest for 10 minutes. DO AHEAD: Can be made 1 day ahead. Let cool; cover and chill. Bring to room temperature before slicing. For salad: Mix onion and 1 tablespoon vinegar in a large bowl. Let macerate 10 minutes, tossing often. Add tomatoes, celery, and olives. Whisk remaining 2 tablespoon vinegar, olive brine, horseradish, and next 3 ingredients in a medium bowl. Slowly whisk in oil. Add to bowl with tomato mixture; toss to coat. Season with salt and pepper. DO AHEAD: Can be made 4 hours ahead. Cover; chill. Cut steak crosswise into 1/4"-thick slices. Serve salad with steak.