Season pork with salt and pepper. In a trim skillet, warmth 2 teaspoons oil over high. In 2 batches, cook dinner pork except browned on both facet, 5 minutes per batch (add 2 teaspoons extra oil for 2nd batch). Transfer to a 5- to 6-quart slack cooker.
In same skillet, cook dinner 2 teaspoons oil, onion, bell pepper, jalapeno, and garlic over medium, stirring and scraping up browned bits with a wood spoon, except vegetables are gentle, 5 minutes. Add cumin, chili powder, oregano, and flour and cook dinner 1 minute. Slowly pour broth into skillet, stirring except liquid is tender. Simmer 2 minutes, then transfer combination to slack cooker, alongside with tomatoes and bay leaves. Season to taste with salt and pepper and drag to combine. Duvet and cook dinner on high 6 hours. Assist in tortillas with cheese and cilantro.