Over medium-high heat, toast the dried chiles until fragrant, about two to five minutes. Add 2 cups beef stock and simmer for 10 minutes until the chiles soften.
Add the chiles and beef stock used to simmer the chiles to a blender with the chipotle peppers and adobo sauce. Blend until smooth. Set aside.
Heat oil in a large stock pot over medium heat. Cook half of the beef chuck until browned, about a few minutes on both sides. Remove from the pot and then repeat with the other half of the beef. Once the second half is browned, remove that beef from the pot as well. Remove excessive drippings so that there's about 2 tablespoons of liquid left in the pot.
Add the onion and jalapenos to the pot. Cook until softened, about four to five minutes. Add the garlic and cook for 30 seconds, stirring constantly. Pour in remaining 3 cups of beef stock and strong coffee, scraping up the bottom of the pot with a wooden spoon.
Add the beef back to the pot with the dried chile paste. Stir in apple cider vinegar, cocoa powder, dark brown sugar, cumin, smoked paprika, salt, Mexican oregano, cayenne pepper, coriander, cinnamon, cloves and allspice.
Bring the chili up to a boil and then lower heat to a simmer. Keep the pot mostly covered with a crack open. Simmer for two to two and a half hours while stirring occasionally. Serve with desired toppings. Enjoy!