Grilled Flatiron Steaks with Tomatoes and Tapenade

By norsegal8

Ingredients

• TAPENADE:
• 1/3 cup (or more) olive oil
• 1/4 cup vegetable oil
• 1 cup pitted olives (such as Nicoise or Kalamata)
• 1 tablespoon minced capers
• 1 garlic clove, minced
• 1 anchovy fillet packed in olive oil
• STEAK:
• 2 lb. flatiron, flank, hanger or skirt steak
• kosher salt
• zest and juice of one orange
• 2 tablespoons chopped fresh oregano
• 1/4 cup thinly slice shallots
• 2 tablespoons chopped fresh oregano
• 2 tablespoons minced garlic
• 2 tablespoons smoked paprika
• 2 tablespoons vegetable oil
• 1 tablespoon crushed red pepper flakes
• TOMATOES:
• 4 large tomatoes (about 3 pounds), sliced 1/4-inch thick
• 1 shallot thinly sliced into rings
• 1/4 cup loosely packed flat-leaf parsley
• 1 tablespoon olive oil, plus more for drizzling
• flaky sea salt
• black pepper
• 1 bunch watercress, tough stems removed (about 4 cups)
• 1 tablespoon fresh lemon juice

Details

Servings 4

Preparation

Step 1

Tapenade:
Place all ingredients into the bowl of a food processor. Pulse until all ingredients are coarsely chopped. Set aside.

Steak:
Place the steak in a large baking dish and season generously with salt. Stir orange zest, orange juice and the nest six ingredients in a small bowl to combine. Spread the mixture evenly over both sides of the steak and let marinate at room temperature for 1 hour.

Build a medium-hot fire in a charcoal grill. Grill the steak, turning once, until nicely charred - about 5 minutes on each side for medium-rare.
Transfer to a carving board, and let rest for 5 - 10 minutes.

Tomatoes:
Arrange the tomatoes on a serving platter. Scatter the shallot and parsley over; drizzle with oil and season with salt and pepper. In a medium bowl, toss the watercress with 1 tablespoon each of oil and lemon juice. Season the watercress to taste with salt and pepper.

Mound the watercress on a platter. Slice the steak against the grain; transfer to the platter with tomatoes and watercress. Spoon the tapenade over the steak and serve alongside.