Preheat oven to 400F. Meanwhile, wash and dry the delicata squash.Cut off both ends and slice through the middle, from the top to the bottom.Scoop out the seeds and set aside for either perfectly roasted seeds, smoothies or compost.Slice the squash into 1" half-rings, and place in a single layer on a cookie sheet.Drizzle 1 Tbsp of olive oil over the squash, and season liberally with salt and pepper. Roast in the oven for 35 minutes, or until the squash begins to caramelize and is medium-dark brown.While the squash is roasting, chop or thinly slice apple. Combine apples with spinach, cranberries and nuts in a large bowl.Combine ingredients for the dressing in a small jar and shake vigorously.When the squash is done, pull out to cool slightly.Combine dressing with the salad and toss to combine well. Serve the salad and place 3-5 pieces of squash on top of each salad. Serve immediately.