Preheat oven to 400°.
Line a cookie sheet with parchment paper.
Slice squash in half, scoop out seeds, and discard them.
Cut the half into 2 rings.
Mix brown sugar, olive oil, maple syrup, salt, pepper, and cayenne in a small bowl.
Brush both sides of the squash rings with the sugar mixture.
Roast for 25-30 minutes, turning halfway.