Cut beef brisket into quarters. Trim the fat, if necessary. Season the beef all over with salt and pepper.
3 lbs boneless beef brisket, ½ teaspoon salt, 1 teaspoon freshly ground black pepper
Heat oil in a large heavy-based pan over medium-high heat. Once hot, add the beef and sear on all sides until browned all over. Remove from the pan, and add the beef to the slow cooker.
2 Tablespoons extra-virgin olive oil
To the same pan, add garlic, onions, celery, and carrots over medium-high heat. Saute while stirring until soft, or about 5 minutes.
1 clove garlic, 1½ cups onion, 3 stalks celery, 2 medium carrots
Add wine and continue to saute until the liquid reduces and is almost gone (1 minute or so). Add tomato paste, puree, and beef stock. Stir, and bring to a simmer.
⅓ cup tomato paste, 1½ cups tomato puree, ¾ cup beef stock, ½ cup red wine
Add oregano, sugar, salt, pepper, bay leaves, and milk. Stir well to combine. Make sure to add the milk slowly so it does not curdle.
1 Tablespoon, heaping dried oregano, 2 teaspoons sugar, 2 dried bay leaves, ½ cup whole milk
Pour the mixture over the top of the beef in the slow cooker. Cook on low for 6-8 hours, mixing it every so often. It's ready when the beef starts to fall apart easily with a fork.
Remove the beef from the slow cooker to a cutting board. Use 2 forks to shred the beef. Once shredded, add it back to the slow cooker and mix it well with the ragu red sauce.
Bring a large pot of water to a boil. Season the water with salt, then, when boiling, add the pasta and cook. Stir occasionally until al dente, then drain quickly, reserving ½ cup of the pasta water.
Add the pasta straight to the ragu, and toss to coat. Stir in some of the reserved pasta water by the Tablespoon if the sauce seems dry. Divide the pasta among warmed plates, sprinkle with parmesan, and enjoy!