Preheat oven to 400 degrees F. Line a baking sheet with a silicone mat or parchment paper.
Wash delicate squash and slice in half lengthwise. Scoop out the seeds, then cut into 1/2 inch slices/half moons. Place on baking sheet and spray with avocado oil. Season with salt and pepper. Bake for 25-35 minutes. OR air fry squash at 400 degrees F for 15-20 minutes, shaking half way through.
While squash is baking, prepare the vinaigrette. In a small bowl or jar, add all the ingredients of the vinaigrette. Whisk until well combined.
Place kale in a large bowl. Whisk vinaigrette again and drizzle half of it onto the kale. Massage kale for 1 minute. Place bowl in the fridge until squash is done.
Once squash is done, let it cool for a few minutes. Take the kale out of the fridge and add the squash, beets, apples, and pumpkin seeds. Drizzle more dressing on top and toss to combine. Taste and season with salt and pepper if needed. Serve and enjoy!