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1
Heat 2 T of the oil in a large heavy skillet or Dutch oven over medium heat.
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2
Add the onions, bell pepper, garlic, chili powder, cumin, coriander, oregano, cayenne, and red pepper flakes.
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3
Cook until the vegetables have softened, about 6 minutes.
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4
Scrape the vegetables into the slow cooker insert.
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5
Return the skillet to med-high heat and add the ground beef.
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6
Season with salt and pepper and cook, breaking up the beef with a spoon until browned, about 6 minutes; transfer to the slow cooker.
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7
Return the skillet to med-high heat and add the remaining tablespoon oil.
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8
Salt and pepper the cubed beef on all sides.
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9
When the skillet is hot and the oil is just beginning to smoke, add the cubed beef in one layer.
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10
Brown the cubes well on all sides, 5-7 minutes, and then transfer to the slow cooker.
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11
Return the skillet to med-high heat and add 1/4 cup water.
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12
Scrape the skillet with a wooden spoon as the water boils, loosening all of the cooked bits from the bottom.
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13
Pour the liquid into the slow cooker.
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14
Add the diced and crushed tomatoes and the beans, stir everything together, cover, and cook on HIGH for 6 hours, or until the beef cubes are fork tender.
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15
Remove the largest chunks of beef one at a time to a plate.
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16
Using two forks, shred the meat, then replace it in the pot.
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17
Stir the chili and serve hot.