Combine the squash cubes, olive oil, maple syrup and ½ teaspoon of salt in a large bowl. Stir well to coat the squash.
3 lb (1362 g) Butternut Squash, 2 Tablespoons Olive Oil, 1 teaspoon Maple Syrup, 1 teaspoon Salt
Spread the squash on a baking sheet and roast for 25-30 minutes until the squash begins to soften.
While the squash is roasting, add the bacon pieces to a Dutch oven pot (or large soup pot) over medium heat. Cook until the bacon pieces are crispy. Remove the bacon with a slotted spoon and place on a paper towel lined plate.
4 slices (105 g) Bacon
Drain all but 2 tablespoons of the bacon grease and return the pot to the stove.
Add the shallots and cook for about 5 minutes, stirring occasionally.
3 (68 g) Shallots
Add in the remaining minced garlic, remaining salt, black pepper, chipotle pepper and cinnamon. Cook while stirring constantly for 1 minute. It should be fragrant.
4 cloves Garlic, ½ teaspoon Black Pepper, ⅛ teaspoon Ground Chipotle Pepper, pinch Cinnamon, 1 teaspoon Salt
Add in ½ cup of the broth and deglaze the bottom of the pan.
3 Cups (720 ml) Gluten Free Chicken Broth
Transfer the roasted squash to the soup pot and use another ½ cup of broth to deglaze the baking sheet. Pour all the browned bits in with the soup.
Add the apples and remaining broth to the pot and bring to a simmer. Cook until the apples are softened.
¾ Cup (100 g) Apple
Puree the soup with an immersion blender or using a high-speed blender. Return the blended soup to the pot.
If you want the soup to be creamy, you can add the coconut milk now or if you prefer a lighter soup add more broth instead. Warm for a few minutes.
¾ Cup (180 ml) Lite Coconut Milk
Serve with the reserved bacon and roasted pepitas.
Notes
NOTE ON NUTRITION: The calories listed above are an estimate, which includes the bacon topping. TO ROAST PEPITAS: Add 1 cup of pepitas and 11/2 teaspoons of olive oil to a small bowl. Stir well. Spread the pepitas on a foil lined baking sheet. Sprinkle generously with salt. Bake at 350 for 10 minutes, stirring halfway through.STORAGE: Store leftover soup in an airtight container in the refrigerator for up to 4 days.