In a 6-quart dutch oven, heat oil and crushed red pepper over medium heat for a minute. Add onion, shallot, garlic, fennel and parsley; season with ½ teaspoon kosher salt and ¼ teaspoon fresh ground black pepper. Cook, stirring, for a minute or two. Pour in white wine, turn down heat to medium-low and cover, cooking, stirring regularly, for about 7 minutes or until vegetables are softening. Pour in broth and water; cover, raise heat, and bring to a boil. Stir in squash, lentils, curry powder, cumin, and a dash or two of hot sauce. Reduce heat so that the vegetables are boiling gently and cook for 30-40 minutes or until squash is tender and the lentils are done, but still have a little bite. You want them to maintain some of their texture, not to be mushy. Stir in coconut milk and let heat through. Taste and adjust seasonings. Serve hot garnished with croutons and fennel fronds, torn or chopped.