I hear ya. Thats how we would put Dad's 18' Old Town skiff in the back yard for the winter. We'd back her up, tie the stern to two big cedar trees that were next to each other, slowly drive the trailer out and at one point and the stern started to come off the trailer, have cinder blocks and a thick plank for it to rest on, then drove forward and did the same to the bow, then a set in the middle, jacked up a few inches, cinder block in then lowered to support the belly. God I loved that boat. The trailer had rollers.