Helluva Chili (With Spiced Chocolate Grilled Sirloi

Name: Helluva Chili (With Spiced Chocolate Grilled Sirloin)
Prep time: 15 min
Cook time: 30 min
Total time: 45 min
Yield: 4 servings
Ingredients: Helluva Chili; 3 tablespoons olive oil; 6 - 8 cloves garlic, minced; 1 large onion, chopped; 2 shallots; 2 slices Canadian bacon; 2 to 3 pounds sirloin, seared on the grill, then thinly sliced; 1 pound sweet Italian bulk sausage; 1 1/2 cups tomato paste; 3 1/2 cups crushed or diced fresh (or canned) tomatoes; 2 cups black beans (or 14-ounce can) Tip: puree half the quantity in a food processor to add as thickener.; 1/2 cup fresh cilantro, chopped; 1 to 2 tablespoons crushed red pepper flakes, chipotle or anaheim; 1 to 2 tablespoons chili powder; 1 teaspoon ground cumin; 1 tablespoon oregano (preferably spicy Mexican oregano); 1/4 cup unsweetened cocoa powder; 1 teaspoon cinnamon; 1 tablespoon sugar; salt and pepper to taste; 1 bottle of beer (preferably dark ale); 3 tablespoons corn meal (to thicken); Spiced Chocolate Steak Rub; 3 tablespoons finely ground expresso beans; 3 tablespoons unsweetened cocoa powder; 2 tablespoons cinnamon; 1 teaspoon cumin; 1 teaspoon ground coriander seeds; 1/2 teaspoon freshly ground black pepper; 1 teaspoon sea salt

Servings: persons

Helluva Chili
3 tablespoons olive oil
6 - 8 cloves garlic, minced
1 large onion, chopped
2 shallots
2 slices Canadian bacon
2 to 3 pounds sirloin, seared on the grill, then thinly sliced
1 pound sweet Italian bulk sausage
1 1/2 cups tomato paste
3 1/2 cups crushed or diced fresh (or canned) tomatoes
2 cups black beans (or 14-ounce can) Tip: puree half the quantity in a food processor to add as thickener.
1/2 cup fresh cilantro, chopped
1 to 2 tablespoons crushed red pepper flakes, chipotle or anaheim
1 to 2 tablespoons chili powder
1 teaspoon ground cumin
1 tablespoon oregano (preferably spicy Mexican oregano)
1/4 cup unsweetened cocoa powder
1 teaspoon cinnamon
1 tablespoon sugar
salt and pepper to taste
1 bottle of beer (preferably dark ale)
3 tablespoons corn meal (to thicken)
Spiced Chocolate Steak Rub
3 tablespoons finely ground expresso beans
3 tablespoons unsweetened cocoa powder
2 tablespoons cinnamon
1 teaspoon cumin
1 teaspoon ground coriander seeds
1/2 teaspoon freshly ground black pepper
1 teaspoon sea salt
1/4 teaspoon cayenne pepper

1
["Rub sirloin steak with spiced-chocolate mixture, and sear on grill. Slice steak into thin 1/4-inch strips.", "Heat oil in dutch oven. Add garlic, onion, shallots and ""first hit"" of spices: cumen, oregano and red pepper flakes. Saute for 3 minutes until onions are softened and flavors are released into the oil", "Add chopped bacon and sausage, and brown the meat over high heat.", "Add sliced grilled steak. Stir in tomatoes, tomato paste and beans. Add beer and ""second hit"" of spices: chocolate, cinnamon, sugar, salt, pepper (more chili powder or pepper flakes, according to taste) and corn meal.", "Simmer, uncovered, until beef is tender and mixture is thick - at least two hours. The slower the simmer, the better.", "Serving suggestions:
2
Chili & Cornbread
3
Chili Over Beans & Rice (Moon Over Miami Style)
4
Chili over pasta (Cincinnati-style)
5
Chili over Dogs (Coney Style)", "Garnishes:
6
Grated Cheddar or Pepper Jack Cheese
7
Diced Scallions
8
Fresh Cilantro
9
Guacamole
10
Sour Cream", "Combine the ingredients in a small bowl and stir.", "Store in an air-tight container; will keep in fridge for up to 2 months. Can be used on steaks, burgers, pork or chicken. (Option: for sweet and spicy ribs, add 3 tablespoons of dark brown sugar to the rub.)"]

714

kcal

Calories

Fat

116

Carbs

Protein

Fat Carbs Protein

* Per serving · 4 servings · Values may vary.

Tips for the best results

Read through all the steps once before you start and measure out your ingredients first — it makes everything go more smoothly.
Taste as you go and adjust the seasoning before serving.
Avoid overcrowding the pan — cook in batches if needed for the best texture.
Let the dish rest for a few minutes before serving so the flavors settle.
Store leftovers in an airtight container in the fridge and enjoy within a few days.

Variations & substitutions

Brown sugar instead of white sugar adds a deeper, more caramel-like flavor.

No specific allergen information. Please check the ingredient list for possible allergens.

My Personal Notes

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This recipe makes 4 servings. You can adjust the portion size directly on this page.

You need 31 ingredients. The key ingredients include: Helluva Chili, 3 tablespoons olive oil, 6 - 8 cloves garlic, minced, 1 large onion, chopped, and more.

Yes, Helluva Chili (With Spiced Chocolate Grilled Sirloin) falls under the Soups & Stews category and is a great choice for this type of meal.

Store leftovers in an airtight container in the refrigerator for up to 3–4 days. Reheat gently before serving.

That's it — enjoy your meal!

Helluva Chili (With Spiced Chocolate Grilled Sirloin)

Tips for the best results

Variations & substitutions

My Personal Notes

How did you like this recipe?

Frequently Asked Questions