Prep Short Ribs: Combine 2 tablespoons kosher salt, 2 tablespoons ground black pepper and 2 tablespoons fennel seed in small bowl. Rub salt/pepper/fennel mixture all over 3 pounds beef short ribs (optional: wrap in plastic wrap and let sit for an hour or overnight in the refrigerator).
Sear Short Ribs: Bring large Dutch Oven to medium-high heat and add 2-3 tablespoons extra virgin olive oil; swirl to coat the pan. Sear short ribs on all sides (you will need to do this in batches). Remove short ribs and place on plate; set aside.
Make Chili: Using the same Dutch Oven, add 2 cups beef broth to deglaze the pan, scraping up any bits on the bottom of the pan over a medium high heat. Add celery, carrots, leeks, 15 ounces diced tomatoes, 9 ounces tomato paste, ¼ cup red wine, 1 tablespoon dried basil leaves, 1 tablespoon garlic, 1½ teaspoons dried oregano leaves, 1½ teaspoons dried thyme leaves, 1 teaspoon smoked paprika, ½ teaspoon dried rosemary and 1 bay leaf. Let simmer for 10-15 minutes to let reduce. While the chili simmers, preheat oven to 300℉.
Bake: Add short ribs back into dutch oven with braising liquid. Place in oven (uncovered) and let cook for 2-3 hours. Remove from oven, take short ribs out of braising liquid and set aside on plate. Let cool slightly.
Final Adds: Add 28 ounces whole tomatoes, 15 ounces canned red kidney beans, 8 ounces baby bella mushrooms, 3 tablespoons chili powder and 1 teaspoon coconut sugar. Mix well and use a knife to quarter the whole tomatoes. Take short ribs and remove meat from bone; Cut up into bite sized pieces and put back into the Dutch Oven. Stir together.
Simmer: Place Dutch Oven on stove and let simmer (covered) for at least a half hour. It could simmer longer if you are making ahead of time or place in a crock pot on low until you are ready to serve.
Serve: mix 4 tablespoons sour cream and 3 tablespoons prepared horseradish together in a separate bowl and serve with chili.
Video
Notes
Mushrooms: these are optional - feel free to omit.
Dairy-Free: feel free to use a dairy-free sour cream to make the horseradish sour cream.
Storage: place leftover chili in an airtight container in the fridge for 4-5 days or 3 months in the freezer.