Brad's Marinated Flank Steak & Ravioli Marinara

Brad's Marinated Flank Steak & Ravioli Marinara

Source : Marinate The Steak Add All Ingredients For Steak Except Mushrooms 2 Cloves Garlic Onions And Brown Sugar In A Large Ziploc Bag Mix Well And Add Ste...

PreTime
more Minutes
CookTime
a few Minutes
Yield
Some Servings

Sent by

at : February 5, 2026

Step:

  1. Marinate the steak. Add all ingredients for steak except mushrooms, 2 cloves garlic, onions, and brown sugar in a large ziploc bag. Mix well and add steak. Remove as much air from bag as possible. Place in fridge overnight.

  2. When ready to cook, start with the marinara sauce. Heat a lg Dutch oven over medium heat. Add olive oil and shallots. Saute until shallots sweat off but do not brown. Add garlic and saute a couple more minutes. Add rest of ingredients except ravioli and parmesan cheese. Bring to a simmer and adjust seasoning to taste. Simmer at least an hour, covered.

  3. Heat 2 lg frying pans over medium heat and get 4 qts salted water on to boil.

  4. Add 1 tbs oil to each pan. Be careful when you add the steak to the pan. The oil may pop a bit. Add the mushrooms and onions to the other pan. Cook steak until it browned well on all sides. If pan is oven safe. Put into a 375 degree oven on the middle rack for 8-10 minutes. Saute mushrooms and onions until the water has sweated off.

  5. Turn heat to medium low. Continue to saute until you start to see caramelization. Add remaining garlic and brown sugar. Saute until well caramelized.

  6. Meanwhile cook ravioli per instruction. Drain and rinse in hot water.

  7. Remove steak from oven and let rest for 5-7 minutes covered with foil. Slice.

  8. Plate ravioli, top with sauce. Garnish with parmesan fresh basil and olives (optional). Plate sliced steak. Top with onions and mushrooms. Serve immediately. Enjoy.

Ingredients

  1. For the steak
  2. 3-4 lb flank steak
  3. 3 cloves minced garlic, divided
  4. 2 tbs olive oil
  5. 1/4 cup red wine, I used cabernet
  6. Sea salt and white pepper
  7. 1/2 tsp rubbed sage
  8. 1 tsp red chili flakes
  9. 2 tbsp balsamic vinegar
  10. 1 tsp each, dry thyme, oregano, and parsley
  11. 3 basil leaves, bruised
  12. 8 lg crimini mushrooms, sliced thin
  13. 1 medium sweet onion, sliced thin
  14. 1 tsp brown sugar
  15. For the ravioli
  16. Proper servings of desired ravioli
  17. 2 lg can crushed tomatoes
  18. 1 medium can of fire roasted diced tomatoes
  19. 2 small shallots, minced
  20. 3 cloves minced garlic
  21. 1 tbsp butter
  22. 4 Roma tomatoes, cut into 1 " squares
  23. 2 beef bouillon cubes
  24. 2 chicken bouillon cubes
  25. 1 tbsp olive oil
  26. 1 tbsp balsamic vinegar
  27. 2 tbsp sugar
  28. 1 tsp each, dried mustard, salt, pepper
  29. 1 1/2 tsp each, dried oregano, dried thyme, chili powder
  30. 6 lg fresh basil leaves, chopped
  31. 1 1/2 cup red wine
  32. 1/2 cup quality parmesan cheese, grated

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