We can cook Brad's Marinated Flank Steak & Ravioli Marinara by using 32 ingredients and 8 steps. Here is how you cook Brad's Marinated Flank Steak & Ravioli Marinara.
Ingredients of Brad's Marinated Flank Steak & Ravioli Marinara
- Prepare of For the steak.
- Prepare 3-4 lb of flank steak.
- You need to prepare 3 cloves of minced garlic, divided.
- Prepare 2 tbs of olive oil.
- Prepare 1/4 cup of red wine, I used cabernet.
- You need to prepare of Sea salt and white pepper.
- You need to prepare 1/2 tsp of rubbed sage.
- Prepare 1 tsp of red chili flakes.
- Prepare 2 tbsp of balsamic vinegar.
- Prepare 1 tsp of each, dry thyme, oregano, and parsley.
- You need to prepare 3 of basil leaves, bruised.
- Prepare 8 of lg crimini mushrooms, sliced thin.
- You need to prepare 1 of medium sweet onion, sliced thin.
- You need to prepare 1 tsp of brown sugar.
- Prepare of For the ravioli.
- You need to prepare of Proper servings of desired ravioli.
- You need to prepare 2 of lg can crushed tomatoes.
- Prepare 1 of medium can of fire roasted diced tomatoes.
- Prepare 2 of small shallots, minced.
- You need to prepare 3 cloves of minced garlic.
- You need to prepare 1 tbsp of butter.
- You need to prepare 4 of Roma tomatoes, cut into 1 " squares.
- You need to prepare 2 of beef bouillon cubes.
- Prepare 2 of chicken bouillon cubes.
- You need to prepare 1 tbsp of olive oil.
- Prepare 1 tbsp of balsamic vinegar.
- Prepare 2 tbsp of white sugar.
- You need to prepare 1 tsp of each, dried mustard, salt, pepper.
- You need to prepare 1 1/2 tsp of each, dried oregano, dried thyme, chili powder.
- You need to prepare 6 of lg fresh basil leaves, chopped.
- You need to prepare 1 1/2 cup of red wine.
- You need to prepare 1/2 cup of quality parmesan cheese, grated.
Brad's Marinated Flank Steak & Ravioli Marinara directions
- 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..
- 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..
- Heat 2 lg frying pans over medium heat and get 4 qts salted water on to boil..
- 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..
- Turn heat to medium low. Continue to saute until you start to see caramelization. Add remaining garlic and brown sugar. Saute until well caramelized..
- Meanwhile cook ravioli per instruction. Drain and rinse in hot water..
- Remove steak from oven and let rest for 5-7 minutes covered with foil. Slice..
- Plate ravioli, top with sauce. Garnish with parmesan fresh basil and olives (optional). Plate sliced steak. Top with onions and mushrooms. Serve immediately. Enjoy..
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