01 - Preheat the oven to 425°F. Line a large baking sheet with parchment paper.
02 - In a large bowl, toss the butternut squash cubes with 3 tablespoons olive oil, salt, and pepper until evenly coated.
03 - Spread the squash in a single layer on the prepared baking sheet. Roast for 30–35 minutes, flipping halfway through, until the edges are golden and the squash is tender.
04 - While the squash is roasting, heat 2 tablespoons olive oil in a small skillet over medium heat. Add sage leaves and fry until crisp, about 1–2 minutes. Use a slotted spoon to transfer sage to a paper towel; reserve the sage-infused oil.
05 - Arrange the roasted squash on a serving platter. Drizzle with the reserved sage oil and crumble the crispy sage leaves over the top. If desired, sprinkle with Parmesan and toasted pine nuts just before serving.