Just jack it up off the bunk/rollers. Get 6 cinder blocks & a few cut up pieces of 2 X 4's 3 or 4 " long ". Place the jack in the center of stern on a nice block being carefull not to run it through the hull. Lift the boat, block it off on each side of stern with cinderblocks and wood.
Might want to block the front too, do it off thr trailer. Dont jump in the boat unless the bow is blocked as it could be wobbly. jack it a few " es off the rollers leaving enough room to paint.
Might want to block the front too, do it off thr trailer. Dont jump in the boat unless the bow is blocked as it could be wobbly. jack it a few " es off the rollers leaving enough room to paint.