Preheat the oven to 425 F and line a baking tray with parchment paper (you may need two trays).
Cut the ends off the brussels sprouts and cut each in half. If there are any large-sized ones, cut them into quarters.
There are a few ways you can roast the squash. I like to de-seed it, slice into large chunks then roast and remove the skin and dice after roasting. You can easily peel the skin off after it cools a bit. Alternatively, cut the squash in half, remove the seeds and roast face down on a pan until you can pierce with a fork. Let cool until you can handle, then remove the skin and dice. And lastly, remove the seeds, peel and dice and roast on the pan with the brussels sprouts.
For the beets, you can peel, dice and roast with the brussels sprouts and squash. Dice on the smaller side since they take a bit longer to cook then the other vegetables. Alternatively, they can be be cut into chunks and boiled or steamed stovetop until you can easily pierce with a fork. After they're tender, run under cool water and slice for the salad.
Add all the chopped veggies (if you're roasting everything) to a large sheet pan in an even layer (you may need 2 pans), add 1 tsp olive oil and a pinch of salt and pepper. Roast for 30-40 minutes until everything is tender.
Wash the kale and remove the leaves from the thick stems. Finely chop and add to a large mixing bowl.
Blend all the dressing ingredients together until smooth and creamy.
Once the vegetables are roasted, add all ingredients to the bowl with the kale. Top with the dressing and mix well. Serve immediately.