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Step 1
Preheat the oven to 325 degrees F.
Step 2
Season the chuck roast with salt and pepper.
Step 3
Place a large Dutch oven over medium heat and add the canola oil, once hot, add the meat and brown it on all sides, 3-4 minutes on each side, then set it aside. It should be nicely browned!!
Step 4
Add the diced onion, and minced garlic to the Dutch oven, stir, and cook for 1 minute, add chopped thyme, chopped rosemary, dried oregano, and dried Italian herbs, stirring frequently before adding in the tomato paste, and cook for about 1 minute.
Step 5
Add in the beef broth, Worcestershire sauce, and red wine and scrape the bottom of the pan, then add the roast.
Step 6
Add the quartered onion, whole garlic cloves, carrots, rosemary sprigs, and bay leaves.
Step 7
Cover and cook in the oven for 3-4 hours or until fork-tender. Let the roast rest for 20 minutes before serving.