Sunny's Italian Sausage-Stuffed Acorn Squash

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Squash:

2 acorn squash, halved through the stem to the base and seeds removed

2 tablespoons olive oil

Kosher salt and freshly ground black pepper

Filling:

1 tablespoon olive oil

2 links (8 ounces) spicy Italian sausage, casings removed

1/2 cup chopped red onions

1/4 teaspoon hot Hungarian paprika

1/4 teaspoon pumpkin pie spice

6 fresh sage leaves, finely chopped

1 stalk celery, finely chopped

1 red bell pepper, seeded and finely chopped

Kosher salt and freshly ground black pepper

1/2 cup shredded Cheddar-Monterey Jack cheese blend

1/2 cup chopped walnuts

1/4 cup dried cranberries, finely chopped

Chopped fresh parsley, for garnish