Welcome to cat sailing. If you tow your boat facing backward on the trailer it will make raising the mast easier because of the angle. I tie a line on the forestay and go through a ring that connects the bridle wires continuing to a cleat on the main beam. Standing on the tramp I hold the line, raise the mast to my shoulder and take up the slack. Then take a slight squat and lift the mast, clean and jerk style. Take up the additional slack and step on the line to cleat off. I then go to the front and attatch the forestay. Hope this helps.