Preheat the oven to 375℉ degrees.
Place one small butternut squash on its side. Trim off both ends with a large, sturdy knife. Stand the squash upright and cut in half lengthwise. Using a spoon, scrape out the seeds and any stringy bits.
Place the squash halves, cut-side up, in the baking dish. Drizzle with the olive oil. Bake until fork-tender and caramelized around the edges, 60 to 75 minutes. (I have also done this in an air fryer at 375℉ for 30-40 minutes)
Let the squash cool till it's no longer hot.
Mix yogurt, protein powder, and cinnamon in a small bowl. Scoop yogurt into holes in the squash. Then top with pecans and maple syrup and serve immediately.