Peel and diced your butternut squash. Add to a large bowl, and toss with olive oil. Transfer to parchment paper lined baking sheet.
In a small bowl, mix brown sugar and cinnamon. Sprinkle half the mixture over the squash. Toss to coat.
Bake for 15 minutes, then remove from the oven and add the remaining mixture. Toss to combine and return to the oven for another 15-20 minutes or until squash is tender and fully cooked.