Bassin, be careful when moving the boat to the rear of any trailer. You are increasing the likelyhood of bringing the lower unit of your outboard in contact with the ground when passing over uneven terrain. Also keep in mind that as you load your boat with fuel and supplies you may very well cause the center of gravity to be behind the axle of your trailer. Either scenario is not good. Maybe you just need a higher quality dolly wheel at the jack.