Cooking Ideas to Cook Yummy Brad's Marinated Flank Steak & Ravioli Marinara

Brad's Marinated Flank Steak & Ravioli Marinara.

You can Cook Brad's Marinated Flank Steak & Ravioli Marinara using 32 ingredients and 8 steps. Here is how you achieve that.

Ingredients of Brad's Marinated Flank Steak & Ravioli Marinara

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

Brad's Marinated Flank Steak & Ravioli Marinara instructions

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..