Season the chuck roast generously on all sides with kosher salt and black pepper. Allow the seasoned meat to sit while you cook the bacon.
Cook the beef (in two batches so it’s not crowded) over medium-high heat in the bacon grease for 5-6 minutes on each side or until nicely browned. The bacon grease should sizzle as you cook the beef but not spatter all over the stovetop. Adjust the heat as needed.
When the beef is browned, remove it to the same plate/bowl as the bacon. Repeat with the second batch and remove to the plate.
Add the red wine and bring the mixture to a boil. Cook, stirring frequently for another 7-8 minutes or until the wine is reduced almost completely. (If it’s taking longer than this, increase the heat but watch it carefully.)
Add the crushed tomatoes, diced tomatoes, balsamic vinegar, dry oregano, dry basil, bay leaves, baking soda and parmesan rind (if using). Add the meat, bacon and any juice that has accumulated back to the pot, making sure the meat is covered with sauce.
Bring the mixture to a boil then cover and place in the oven for 2½ -3 hours or until the beef is fall apart tender.
Discard the Parmesan rind. Remove the chunks of beef to a clean plate. Using two forks pull it apart into bite-size pieces. Return the meat to the pot along with any juices on the plate and the fresh basil. Stir well. Taste and add more kosher salt and pepper, if needed.
Allow the sauce to sit for 20 minutes before serving.
See Café Tips above in the post for more detailed instructions and tips to ensure success.
If you prefer to use Metric measurements there is a button in each of our recipes, right above the word “Instructions”. Just click that button to toggle to grams, milliliters, etc. If you ever come across one of our recipes that doesn’t have the Metric conversion (some of the older recipes may not), feel free to leave a comment and I will add it.