- Preheat the oven to 425°F.
- Cut both ends off the squash. Cut it crosswise through the middle. Scoop out the seeds from each half. (I like using a serrated grapefruit spoon for my squash scooping).
- Now slice the two halves into ½ inch rings.
- Toss the rings in a bowl with 1 TBSP of olive oil, 1/4 TSP of kosher salt and a few grinds of cracked black pepper.
- Arrange the rings on a parchment lined baking sheet and roast in the preheated oven for 22 minutes total, flipping halfway through.
- Assemble slices of prosciutto on a parchment lined baking sheet as well and put in the oven along with the squash. Bake for 12 minutes. When they are stiff and crispy remove them from the oven.
- At this time flip the squash and bake for about 10 more minutes. The squash should look lightly browned and tender.
- In a bowl or jar combine olive oil, vinegar, jam, garlic and molasses. Vigorously whisk together to create an emulsified vinaigrette. (I like to make it in a mason jar and shake it up so I can put a lid on it and use it later.) Add salt and black pepper to taste.
- Start with a base of a few handfuls of arugula.
- Layer a few rings of squash.
- Shave the Parm over top using a vegetable peeler or mandoline on a thin setting.
- Drizzle the figgy dressing.
- Sprinkle with pistachios and crumbled prosciutto chips.