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Preheat the oven to 375°F.
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Spread the pepitas on a baking sheet, and toast for about 10 minutes, stirring once or twice, until they smell nutty.
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Remove from oven and place in a small bowl to cool.Preheat oven to 425°F.
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Cut squash in half lengthwise and remove the seeds, and peel. Remove stem and discard.
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Slice the squash lengthwise into 1- inch- thick wedges.
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Toss the squash wedges in a bowl with ¼ cup olive oil, kosher salt, black pepper, thyme, rosemary and sage. Place the squash flat on a baking sheet, and roast in the oven for about 20 minutes, or until tender when pierced with a fork. Cube once cooled.
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Slice dates in half and then slice thinly lengthwise, being careful not to let them stick together into one big ball. Toss the dates in a bowl with remaining ¼ cup olive oil, the lemon juice, and parsley. Stir in the Parmigiano- Reggiano.
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Place chopped kale in serving bowl, add juice from 1/2 of the lemon (about 2 tablespoons) and toss kale with your hands massaging juice into leaves (this will tenderize the kale leaves)
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Top with cubed squash, then spread date mixture on top of squash.
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Toss together, top with pepitas and additional grated parmesan cheese if desired.