Brown the beef. Season the beef generously with salt. Heat oil in a large Dutch oven over medium-high heat. Add the beef chunks in a single layer, working in batches if necessary to avoid overcrowding. Brown on all sides, then remove and set aside.
2 ½ pounds chuck roast, 1 tablespoon kosher salt, 2 tablespoons oil
Cook the vegetables. Without draining the pot, add butter followed by the onions, bell peppers, and jalapeños with a big pinch of salt. Cook, stirring often and scraping up the browned bits from the bottom of the pan, until softened. Add the tomato paste and cook for another 3-4 minutes until it has deepened in color.
2 tablespoons unsalted butter, 2 large onions, 3 medium bell peppers, 3-4 medium jalapeños, 2-3 teaspoons kosher salt, ¼ cup tomato paste
Add seasonings. Add the garlic and all dried seasonings. Cook, stirring often, until fragrant, about 1 minute.
12-14 cloves garlic, 1 ½ tablespoons cumin, 1 ½ tablespoons chili powder, 1 ½ tablespoons smoked paprika, 1 ½ tablespoons onion powder, 1 ½ tablespoons garlic powder, 1 ½ tablespoons oregano, ½ teaspoon black pepper, ½ teaspoon red pepper flakes, ½ teaspoon cayenne pepper
Build the braising liquid. Deglaze the pan with beef broth, then add the crushed tomatoes, diced tomatoes, Worcestershire sauce, balsamic vinegar, honey, espresso (if using), and liquid smoke. Add the browned beef back in along with the bay leaves. Stir to combine.
1 ½ to 2 cups beef broth, one large can crushed tomatoes, one can fire-roasted diced tomatoes, 2 tablespoons balsamic vinegar, 1 tablespoon Worcestershire sauce, 1 tablespoon honey, 1 teaspoon liquid smoke, ½ cup espresso or strong brewed coffee, 2-3 bay leaves
Simmer. Bring to a boil, then immediately reduce to a simmer. Cover and cook for 3 to 3 ½ hours, stirring occasionally to prevent sticking. The beef should be fall-apart tender.
Add beans. If using beans, add them along with another pinch of salt and more broth if needed. Simmer uncovered for an additional 30-45 minutes.
2 cans beans
Serve. Remove the bay leaves and adjust seasoning to taste. Ladle into bowls and load up with your favorite toppings!