First and foremost, please make sure that your cutting board is stable on the table and not moving. Make sure the cutting board is dry and not wet or slippery. Next, make sure your knife is sharpened. We like to use a heavy duty cleaver for this job. Take the pointed edge of the knife and pierce the center of the acorn squash to get it started while stabilizing the squash in your other hand. Then, take both hands off the squash and hold the cleaver on top with both hand and cut down and hard through the squash.