Make the sauce first by dry toasting the dried peppers in pan about a minute per side, until the skins blister a bit.
Set them into a bowl and cover with hot water for 20 minutes, until they are very soft.
Transfer the peppers to a blender with oregano, cumin, a bit of salt and pepper, and 1 cup of the soaking water. Blend until nice and smooth.
Strain the sauce and set aside.
Heat the olive oil in a large pot or Dutch oven to medium high heat.
Toss the cubed chuck roast in the flour with a bit of salt and pepper to coat them.
Brown the beef on all sides, about 5 minutes. Remove to a plate and set aside.
Reduce the heat to medium heat. Add the onion and peppers and cook until softened, about 5 minutes.
Add the garlic and cook 1 minute, stirring a bit.
Add the red chili sauce and stock and bring to a boil. Add the browned meat back to the pot.
Reduce the heat, cover, and simmer for at least 30 minutes to let the flavors develop. Longer is better, 2 hours or more for melt-in-your-mouth tender beef.
If you’d like to thicken the chili, remove the cover and increase the heat. Cook until the moisture cooks out and your preferred thickness is achieved.
Serve!