Spicy Beef Chili with Butternut Squash and Black Beans

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Jennifer Pallian
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Back where I come from, chili seems to come in just one form - the standard ground beef and kidney beans, and when we make it, we make it big. When you're only feeding two people, a batch of chili becomes a week-long dinner commitment with extra in the freezer. In fact, the last pot I made, about two years ago, lasted until I never wanted to see chili again. Not being a huge leftover enthusiast, I somewhat lost my taste for it altogether.

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That being said, I have always been intrigued by the "other" chilis - the ones with pinto beans, black beans, squash, chunks of beef, tomatillos, hominy (which still remains a mystery to me - kinda looks like rubber popcorn), etc.

This version knocked the ball out of the park, and definitely redeemed chili in my books. Not for the faint of heart, this meaty, rich, spicy chili is man's food, comfort food, and perfect Fall food, all in one delicious bowlful. The meat becomes so tender it falls apart with the slightest encouragement from your spoon. The long-cooked onions and generous dose of garlic make a rich, flavorful base. (Don't skip out on the long saute time for the onions, or on browning the beef. The depth of flavor those steps add is incredible). I used two jalapeno peppers, seeds 'n all, and it definitely cleared the sinuses. Use one jalapeno, and/or remove the seeds for less heat. If you are unsure, always best to err on the side of milder than to make it too hot. However, if you do give it more kick than you intended, all is forgiven with a big spoonful of rich sour cream to perfectly temper the heat.

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When I made it, I put the squash and the beans in the pot with the beef from the beginning. After a couple hours at a simmer, both had essentially broken down into the sauce. I amended my recipe by calling for the beef to be simmered alone for an hour first before the beans and squash are added. This should make it pretty much perfect.

Here it is, my answer to an afternoon of chasing a bouncy dog around the beach in the rain, or a long walk in the autumn woods, or just about any day that should conclude with a bowl of hot comfort food.

Spicy Beef Chili with Butternut Squash and Black Beans

  • 3 lbs stewing beef, chunks

  • 1/2 cup olive oil, divided

  • 2 medium onions, diced

  • 4 cloves garlic, minced

  • 4 cups canned, diced tomatoes (2 14.5 oz cans)

  • 4 tbsp tomato paste (1/2 of a 6 oz can)

  • 1 tbsp cumin

  • 2 tbsp mexican chili powder

  • 2 tbsp brown sugar

  • 1-2 jalapeno peppers, diced

  • 2 cups cubed butternut squash (about half a medium squash)

  • 2 cups cooked black beans (1 can)

  • salt and pepper

  • sour cream, grated cheddar cheese, green onions to serve, optional

1. Pat the beef dry with paper towels and season with salt and pepper. Heat 2 tbsp olive oil over medium-high heat in a dutch oven or heavy pot. Add beef in a single layer on the bottom (you will need to do 2 batches) and cook until browned on all sides. Transfer beef to a bowl, and set aside, and repeat with second batch adding another 2 tbsp oil to the pot.

2. Heat remaining 1/4 cup oil in the same pot used to brown the beef. Add onions and cook over medium heat until very golden, about 10 minutes, stirring occasionally. Add garlic and saute 2 minutes. Add jalapeno, tomatoes, tomato paste, cumin and chili powder. Season to taste. Return beef to pot. Bring to a boil, then reduce to a simmer and cook, covered, 45 minutes to 1 hour.

3. Add butternut squash and black beans. Continue to simmer another hour, or until beef is very tender and squash is cooked through.