01 - Heat olive oil in a large soup pot or Dutch oven over medium heat. Add the sausage with casings removed, breaking it apart with a wooden spoon. Cook until evenly browned and no pink remains. Transfer the sausage to a plate using a slotted spoon, leaving the rendered fat in the pot.
02 - Add the diced onion, sliced carrots, and sliced celery to the pot. Cook for 5 minutes, stirring occasionally, until the vegetables have softened. Add the minced garlic and cook for 1 additional minute until fragrant.
03 - Stir in the cubed butternut squash, dried thyme, ground nutmeg, and half of the chopped fresh sage. Season with salt and pepper to taste. Sauté for 2 to 3 minutes, allowing the squash to lightly caramelize and absorb the seasonings.
04 - Pour in the chicken broth and bring to a boil. Once boiling, reduce the heat to a gentle simmer. Cover the pot and cook for 20 minutes, or until the butternut squash is fork-tender.
05 - Use an immersion blender to partially or fully purée the soup to your desired consistency. For a chunkier texture, blend only half of the soup. For a silky smooth base, purée the entire pot.
06 - Return the browned sausage to the pot. Stir in the cheese tortellini and simmer uncovered for 6 to 8 minutes, until the tortellini is tender and cooked through.
07 - Pour in the heavy cream and add the remaining chopped sage. Stir gently and heat through without boiling. Taste and adjust the seasoning with additional salt and pepper if needed. Remove from heat.
08 - In a small mixing bowl, combine the softened cream cheese, ricotta cheese, finely chopped fresh sage, milk, and a pinch of salt and pepper. Blend until completely smooth and creamy.
09 - Ladle the hot soup into serving bowls. Add a generous spoonful of the sage cheese mixture to each bowl and gently swirl it into the surface using a spoon or knife. Garnish with additional fresh sage leaves or cracked black pepper. Serve immediately.