Raising is not too hard
On a firm level surface, block the wheels, jack the tounge jack as low as possible, place blocks on P & S under transom. Blocks should be very stable and angled to meet squarely to hull and be padded with something like hard rubber. Then raise the tounge jack as high as possible and the stern will be off the trailer bunks. Paint the aft areas and let dry. Reverse proceedure and remove aft blocks. Do the opposite approach to get the fwd part of the boat up. Don't forget the effects of the winch line. It should remain as normal(it will slacken) when you do the aft and loosened for the fwd part. Go slow, look all around fully, and be carefull.Good Luck,Joe