Preheat oven to 425°F. Line a baking sheet with parchment paper.
In a large bowl, toss Brussels sprouts, butternut squash, and cauliflower with 2 teaspoons olive oil, rosemary, 1/2 teaspoon salt, and pepper. Spread in a single layer onto a baking sheet and roast for 18–20 minutes, until just fork-tender.
While the vegetables roast, set a medium skillet over medium heat and add 1 teaspoon olive oil. When the oil is hot, add the garlic and 1/4 teaspoon salt. Cook for 30 seconds then stir in the kale. Sauté for 2 minutes, just until wilted, then remove from heat.
Place the premade crust on a baking sheet. Brush lightly with 1 tablespoon olive oil. Sprinkle with 1/2 cup Parmesan cheese, then layer with sauteed kale, roasted vegetables, and chopped olives. Finish with the remaining 1/4 cup Parmesan cheese.
Bake in the preheated oven according to the pizza crust package directions, usually 8–12 minutes, until cheese is melted and crust is golden.
Sprinkle with reserved rosemary. Slice and serve hot.