Preheat oven to 400°F (200°C) and line a large rimmed baking sheet with unbleached parchment paper.
Toss cubed butternut squash with 2 tablespoons extra virgin olive oil, ground cinnamon, sea salt, and black pepper until evenly coated. Spread in a single layer with space between cubes to ensure crisp roasted edges.
Roast for 22 to 25 minutes, tossing halfway through, until the squash is fork-tender and deeply caramelized on the edges. Remove and let cool for 5 to 7 minutes.
While the squash roasts, whisk the maple cider vinaigrette ingredients together in a glass jar or small bowl: olive oil, apple cider vinegar, pure maple syrup, Dijon mustard, minced garlic, sea salt, and black pepper until emulsified.
Place the baby kale and spinach in a large wide salad bowl. Drizzle with 2 tablespoons of the vinaigrette and gently massage the greens with clean hands for 30 seconds to tenderize the leaves.
Top the dressed greens with the warm roasted butternut squash, toasted pecans, pumpkin seeds, fresh pomegranate arils, and crumbled goat cheese. Drizzle with remaining vinaigrette and serve immediately.