In a large heavy-bottom pot or dutch oven, cook the bacon over medium-high heat until crispy and the fat is rendered. Remove the bacon to a paper towel-lined plate using a slotted spoon and drain all about 1-2 tablespoons of the bacon grease.
½ pound bacon
Add the onion, bell pepper, Anaheim pepper, and jalapeno pepper. Cook for 4-5 minutes until softened. Add the garlic during the last 30 seconds.
1 yellow onion, 1 red bell pepper, 1 Anaheim chili pepper, 1 jalapeno pepper, 4 garlic cloves
Add the ground beef and Italian sausage (remove casings, if needed), and cook until browned, about 5-7 minutes, breaking the meat up with a wooden spoon.
2 pounds lean ground beef, 1 pound mild Italian sausage
Return the bacon to the pot and add the Worcestershire sauce, beef broth, crushed tomatoes, diced tomatoes, tomato paste, chili powder, brown sugar, cumin, basil, smoked paprika, salt, oregano, pepper, and chipotle chili powder. Stir well and bring to a boil, then reduce heat to medium-low and cover.
2 Tablespoons Worcestershire sauce, 2 cups beef broth, 28 ounces crushed San Marzano tomatoes, 14.5 ounces fire-roasted diced tomatoes, 12 ounces tomato paste, 2 Tablespoons chili powder, 1 Tablespoon brown sugar, 2 teaspoons ground cumin, 2 teaspoons dried basil, 2 teaspoons smoked paprika, 1 teaspoon kosher salt, 1 teaspoon dried oregano, ½ teaspoon black pepper, ½ teaspoon chipotle chili powder
Let the chili simmer for 90 minutes, stirring occasionally.
Add the beans to the chili and continue to simmer for another 30 minutes until the chili is hot.
2 (15-ounce) cans dark red kidney beans, 1 (15-ounce) can pinto beans
In a small bowl, combine the sour cream, cilantro, cumin, and salt.
1 cup sour cream, 3 Tablespoons chopped fresh cilantro, ½ teaspoon ground cumin, ¼ teaspoon kosher salt
Serve the chili with the cilantro sour cream, shredded cheddar cheese, and tortilla chips.