Cut acorn squash in half lengthwise and also cut a small slice from the back of each side so that the squash rests facing up in baking dish. Remove seeds. Brush acorn squash with avocado oil, sprinkle cinnamon over the top, and place face up on a baking sheet.
Bake acorn squash for 20 minutes in the oven.
In the meantime, cook ground beef over medium heat in a skillet, crumbling the meat as it cooks. Once browned through, drain excess fat and add all other ingredients with the meat. Remove from heat.
Add beef mixture to the center of the acorn squash and return to the oven to back for 15 – 20 additional minutes.