Preheat oven to 325F. Season meat with salt and pepper. In a large pot, set over medium heat, add the olive oil. When hot, add the meat and sear on both sides for 4 to 5 minutes until browned.
Remove the meat from the pot, turn the heat down to medium-low and add in the celery, yellow onion, and carrots. Cook until slightly softened, about 4-5 minutes. Add in the smashed garlic, tomato paste, fresh herbs, worchestire and mix until combined.
Pour in the red wine and scrape the bottom of the pot, being sure to lift up any bits. This will flavor the pot roast even more! Pour in the beef stock and give it a mix. Add the meat back to the pot and put the lid on top. Transfer to the oven and cook for 3 to 3 1/2 hours, until very tender.
Remove the meat from the pot. Strain the broth through a strainer into a bowl and discard the solids. To thicken the sauce, add a few tablespoons of the strained liquid to a bowl. Whisk in two teaspoons of corn starch until smooth. Pour the stock slurry and the rest of the stock to the pot.
Add the meat back to the pot, along with the red potatoes and carrots. Cover with a lid and simmer on the stove for 20 to 30 minutes on medium-low, until the potatoes and carrots are tender.