Ingredients

  • ½ cup dry red wine
  • ½ cup low-sodium soy sauce
  • 2 tablespoons minced garlic
  • 2 tablespoons brown sugar
  • 1 tablespoon tomato paste
  • 1 teaspoon black pepper
  • 1 teaspoon red pepper flakes
  • 1 ½ pounds flank steak-trimmed
  • salt and pepper
  • 8 ounces sliced button mushrooms
  • 2 tablespoons olive oil
  • 1 tablespoon minced garlic
  • pinch of red pepper flakes
  • 6 oz baby spinach
  • ½ cup pimento-stuffed olives, chopped
  • ¼ cup sun-dried tomato pesto
  • 8 ounces pizzeria blend cheese, shredded
  • 4 ounces sliced pepperoni

Directions

1. Mix the first seven ingredients in a zip-loc bag. Cut the steak open like a book and add to marinate for one hour. Preheat your grill. Brush grill with olive oil.
2. Saute the mushrooms in oil, 5-10 minutes. Stir in garlic and pepper flakes for one minute. Add spinach and stir until wilted. Transfer to colander and drain excess liquid.
3. Add the olives. Spread over the flank steak with the pesto. Top with spinach mixture, 1/2 the cheese, pepperoni and remaining cheese.
4. Roll steak around the stuffing so the ends just overlap. Weave a skewer through the steak edges to seal roll.
5. Grill on medium-high heat for 12 minutes total, turn once. When turning, move to the lower heat side of the grill.
6. Remove and tent with foil for 5 minutes.

Source

Servings/Yield