Pat the 3 pounds beef chuck roast pieces dry with paper towels, then season with the 1 teaspoon salt and 1 teaspoon pepper.
Heat the 1 tbsp of olive oil in a Dutch oven or heavy based pot. Add the beef to the pot and sear it on all sides until browned, over high heat. Transfer the beef to a plate.
Reduce the heat to medium and add the remaining 1 tablespoon olive oil. Add the 1 chopped onion, 6 cloves minced garlic, and 1 chopped carrot. Sauté for at least 5 minutes, until the onion softens.
Add the 28 ounces crushed tomatoes, 1 tablespoon Italian seasoning, 3 tablespoons tomato paste, 1 cup red wine, 2 cups beef broth, and 1 teaspoon sugar. Stir to combine, scraping the browned bits from the bottom of the pot. Bring to a simmer.
Return the beef to the pot, reduce the heat to low, and cover. Cook for 2 hours, until the beef is tender enough to shred. Keep the lid on.
Remove the beef and shred it with 2 forks. If it resists, return it to the pot and give it another 30 minutes.
Return the shredded beef to the pot and stir. Taste and adjust the salt, pepper, and sugar as needed. Simmer uncovered for another 30 minutes, until the sauce has reduced and thickened.
Cook the 1 pound pappardelle according to package directions. Serve the ragu over the pasta with freshly grated Parmesan and chopped parsley.