Ingredients:

  • 3 lbs (1.36 kg) chuck roast, cut into 1-inch cubes
  • 2 tablespoons olive oil
  • 1 large yellow onion, chopped (about 1 1/2 cups)
  • 2 cloves garlic, minced
  • 1 green bell pepper, chopped (about 1 cup)
  • 1 jalapeño pepper, seeded and minced (optional – for extra heat)
  • 1 teaspoon kosher salt
  • 1/2 teaspoon black pepper
  • 4 tablespoons chili powder
  • 2 tablespoons cumin
  • 1 tablespoon smoked paprika
  • 1 teaspoon dried oregano
  • 1/2 teaspoon cayenne pepper (optional – for extra heat)
  • 1/4 teaspoon ground cinnamon
  • 1 (28 ounce / 794g) can crushed tomatoes
  • 1 (15 ounce / 425g) can tomato sauce
  • 1 cup beef broth
  • 1 tablespoon apple cider vinegar
  • 1 tablespoon dark brown sugar (optional - for a touch of sweetness)
  • 1 ounce unsweetened chocolate, chopped

Instructions:

  1. Season the chuck roast cubes with salt and pepper. Heat olive oil in the Dutch oven over medium-high heat. Sear the beef in batches until browned on all sides. Remove beef and set aside. Don't overcrowd the pot to get a good sear.
  2. Add onion, garlic, bell pepper, and jalapeño (if using) to the Dutch oven. Sauté until softened and fragrant, about 5-7 minutes. Scrape up any browned bits from the bottom of the pot.
  3. Stir in chili powder, cumin, smoked paprika, oregano, cayenne pepper (if using), and cinnamon. Cook for 1-2 minutes, stirring constantly, until fragrant. This releases the oils and intensifies the flavor.
  4. Add crushed tomatoes, tomato sauce, beef broth, apple cider vinegar, and brown sugar (if using) to the pot. Stir to combine.
  5. Return the beef to the Dutch oven. Bring to a simmer, then reduce heat to low, cover, and simmer for at least 3 hours, or until the beef is very tender and easily shreds. Stir occasionally to prevent sticking. Check liquid levels during simmering.
  6. Stir in the chopped unsweetened chocolate. Taste and adjust seasonings as needed (salt, pepper, chili powder, etc.). Remove from heat and let rest for 15-20 minutes before serving. Resting allows flavors to meld even further.