Balsamic Grilled Flank Steak

Balsamic Grilled Flank Steak

A balsamic vinaigrette doubles as a marinade here, giving flank steak enormous flavor while its marinated. This is the dish that everyone should have in his or her summer entertaining rotation. Flank steak is made. Whisk onion, garlic, olive oil, balsamic vinegar, soy sauce, Dijon mustard, rosemary, salt, and pepper together in a mixing bowl. Put the flank steak in a large resealable plastic bag. Pour marinade into the bag and coat steak with the marinade. Squeeze excess air from the bag and seal. Combine the balsamic vinegar, Dijon mustard, olive oil, onion powder and garlic powder in a large resealable zip-top bag. Add the flank steak and seal the bag. Refrigerate for 30 minutes to 2 hours, turning the bag over several times during the marinating time.

Ingredients

For The Steak
  • 2/3 c. olive oil
  • 1/2 c. balsamic vinegar
  • 4 cloves garlic, finely chopped
  • Kosher salt
  • Freshly cracked black pepper
  • 5 to 6 sprigs thyme
  • 1 (3-pound) piece flank steak (or skirt steak)
For The Charred Tomatoes
  • 1 tbsp. olive oil
  • 1 shallot, thinly sliced
  • 3 cloves garlic, sliced
  • 1 pt. heirloom cherry tomatoes
  • Kosher salt
  • Freshly cracked black pepper
For The Basil Vinaigrette
  • 1 shallot, roughly chopped
  • 2 c. tightly packed fresh basil leaves
  • 1 clove garlic, peeled
  • 1/2 tsp. red pepper flakes
  • 1/2 c. olive oil
  • 2 tbsp. red wine vinegar
  • 1 tsp. kosher salt, or to taste
  • Freshly cracked black pepper

Directions:

  1. Make the marinade: In a large nonreactive bowl, whisk together the oil, vinegar, and garlic and season with salt and pepper. Add the thyme. Add the meat to the bowl and flip it to coat. Cover with plastic wrap and refrigerate for at least 8 hours and up to 24 hours. 
  2. Make the charred tomatoes: Heat the oil in your heaviest cast-iron skillet over medium-high heat. Add the shallot and garlic and cook for 1 minute, or until fragrant. Add the cherry tomatoes and cook without stirring for 2 minutes, or until they start to blister. Give them a quick stir, turn off the heat, and let them sit for another 2 minutes or so. Season with salt and pepper. 
  3. Make the basil vinaigrette: In a high-powered blender, combine the shallot, basil, garlic, red pepper flakes, oil, vinegar, and salt and blend for 1 to 2 minutes, until very smooth. Add the salt and season with pepper. The dressing will keep in an airtight container in the fridge for up to 3 days. 
  4. Preheat an outdoor grill or grill pan to medium-high heat and oil the grates. Remove the steak from the marinade, letting excess drip off. Season liberally with salt and pepper. Grill the steak, turning occasionally, until lightly charred all over, 10 to 12 minutes for medium. Transfer the steak to a cutting board and let rest for 5 to 10 minutes. 
  5. To serve, thinly slice the meat against the grain and serve with basil vinaigrette and charred tomatoes on top. 

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