Season beef with kosher salt and freshly ground black pepper and set aside for up to an hour before brasing.
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 1-2 minutes.
Add the seasoned beef and sear evenly on all sides. About 4-5 minutes per side.
Remove beef to a plate and add 1 tbsp olive oil and 1 medium yellow onion, chopped and stir until the onions begin to brown. About 5-6 minutes.
Add 1 tbsp dried oregano, 1 tbsp dried thyme, 1 whole pablano or banana pepper and 6 cloves of chopped garlic and stir to combine. Cook for another 1-2 minutes or until the garlic becomes fragrant.
Add 1/2 cup dry red wine, stir scraping up all the brown bits and cook until the wine has reduced by half, about 5 minutes.
Return the seared beef to the pan and place it on top of the vegetables. Add enough beef stock to come up about 2/3 of the way, but do not cover the beef.
Cover the beef and transfer the pan to a pre heated oven and braise for 2 hours. After 2 hours, check to see if the beef is tender and can easily be pulled apart with a fork. Remove the cover from the pan and cook for another 30 minutes.