First if using Butternut or Acorn squash roast in oven for 45 minutes with a drizzle of olive oil until soft (or spoon able from the shell). Put aside to cool.
Chop bell peppers and onions into ½ strips, add 1 Tsp. olive oil to sauté pan and bring to medium heat over stove, before adding peppers and onions. *Note: if you are using slow cooker method disregard this step*
Sizzle chopped onions and peppers for 5-7 minutes, until the peppers are soft and onion is slightly caramelized.
Remove peppers and onions from pan and add ground turkey. Brown ground turkey an remove to bowl, set aside.
In a large soup pot or your crockpot add kidney beans, crushed tomatoes, stewed tomatoes, all spices from ingredient list, peppers and onions and stir to combine.
Simmer over low heat for 30 minutes. If using crockpot cook on low for 6 hours and add squash and browned ground turkey now.
Add spooned out pieces of roasted squash or chopped summer squash. Cook for 10 more minutes. Add dark chocolate if using.
Mix cooked ground turkey into chili and simmer several more minutes
Serve chili with your favorite accompaniments, sour cream, cheddar cheese and corn bread.