If you are jacking it up from the bow don't worry about it just use some wood blocking (I had some 1/2" heavy rubber used in precast work if you can find some it gives some added cushion), this part of the hull is very strong. My trailer bunks were 10 inches higher than they needed to be and I used some block and a 6 ton jack to ease it up far enough to get it setting on piers of stacked block just like you would on any trailer. I usually worked one end at a time (front/back). I did make a saddle for the rear when jacking it up to help spread the load across the hull. Be careful these boats are fairly heavy for there size at 3000 + lbs, the keel alone weighs in at 900 lbs. Also if you find the brackets/pin in poor shape you can get some SS replacements from a fellow at the chryslersailors.com forum.
You should not be putting any weight on the keel bolt while on the trailer. Here are a couple of links to places you can find lots of specific info.
Chrysler Sailors :: Index
Chrysler Sailing Association Website
Good luck, by the way my id on the Chrysler forum is banshi as well over there.