01 - Heat olive oil in a large soup pot or Dutch oven over medium heat. Add the Italian sausage, breaking it apart with a wooden spoon, and cook until thoroughly browned. 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 approximately 5 minutes, stirring occasionally, until the vegetables have softened. Add the minced garlic and continue cooking for 1 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 the mixture for 2 to 3 minutes, allowing the spices to bloom.
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 until the butternut squash is fork-tender.
05 - Use an immersion blender to partially or fully purée the soup for a creamy, velvety base. Skip this step or blend only a portion if you prefer a chunkier, rustic texture.
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 cooked through and tender.
07 - Pour in the heavy cream and add the remaining fresh sage. Heat gently without boiling. Taste and adjust the seasoning with additional salt and pepper as needed. Remove the pot 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 swirl to each bowl and gently swirl it into the surface using a spoon or knife. Garnish with extra fresh sage leaves or cracked pepper and serve immediately.