Butternut Squash without tomatoes pecorino

1 2-pound butternut squash, peeled, seeded, cut into 1/2" cubes (about 4 cups) 3 1/2 tablespoons extra-virgin olive oil, divided, plus more for drizzling 1[...]

6 slices bacon, cut crosswise into 1/2-inch pieces 2 celery ribs, chopped 1 carrot, chopped 1 medium onion, chopped 1/4 teaspoon cinnamon 3/4 pound boiling[...]