Season roast with kosher salt and fresh ground black pepper and set aside for about an hour before braising beef.
Pre heat oven to
300 °F Heat a Dutch oven or a roasting pan with a tight fitting lid over medium high heat for 1-2 minutes. Add 1 tbsp olive oil and heat for another 2 minutes or until the oil is shimmering.
Add the beef and sear evenly on all sides, about 4-5 minutes per side, or until the beef is caramelized.
Remove roast to a plate and add 1 medium yellow onion and cook over medium high heat, stirring frequently, until the onion begins to brown, about 6-7 minutes. Add 1 tbsp dried oregano, 1 tbsp dried thyme, 2 tsp ground cumin 1 tsp chili powder, 6 cloves chopped garlic and 1 whole poblano or banana pepper and stir to combine. Cook for another minute, or until the garlic becomes fragrant.
Season with kosher salt, then add 1/2 cup dry red wine stir, then cook until the wine has reduced by half, about 5 minutes.
Return the beef to the pan, and lay over the vegetables. Add beef stock to cover about 3/4 of the roast.
Cover pan with a lid and transfer to a pre heated oven and braise for 2 hours. After 2 hours, check to see if the beef is tender and can be easily pulled apart. If done, remove cover from the pan and braise for another 30 minutes.