Cook aromatics. Heat the olive oil in a large skillet over medium heat. Add in the diced onion, celery, and carrot. Saute for 4-5 minutes or until the onions are translucent, stirring occasionally. Stir in the minced garlic and cook for an additional minute.
Brown meat. Add the ground sausage and break it up with a spatula. Cook until browned and no pink remains.
Reduce liquids. Add the wine and simmer uncovered for about 10 minutes, or until it has evaporated. Add in the milk of choice and simmer uncovered until evaporated. If it’s taking too long, bump it up to medium-high heat.
Simmer. Add Italian seasoning, tomato paste, crushed tomatoes with juice, bay leaf, and a teaspoon of kosher salt. Simmer uncovered for 30 minutes until the sauce has thickened, stirring occasionally. Remove the bay leaf and season to taste with more kosher salt as needed and freshly cracked black pepper.
Preheat oven to 400ºF/200ºC.
Bake squash. While the sauce simmers, place the spaghetti squash halves cut-side down on an oiled baking sheet or one lined with parchment paper. Bake for 25-30 minutes. The skin should give slightly when you press on it. Carefully flip the halves over to let the steam escape for a few minutes.
Create the 'spaghetti'. Use a fork to scrape each squash half to create the spaghetti-like strands.
Combine. Add the spaghetti squash noodles to the bottom of each bowl followed by a few spoonfuls of the bolognese on top. Garnish with fresh basil if desired. Enjoy!