So... when I picked up the boat and trailer, I noticed that the trailer, although solid, and the frame was in good condition, was built for a shorter boat. Sometime in the past, a previous owner had installed longer bunks (made out of carpeted pressure treated 2x6's) to reach the back of the boat. Problem is, there was NO actual support for the last 32" of bunk, effectively creating a pressure point on the hull 32" forward of the transom. I decided to extend the trailer frame to add support for the rear portion of the bunks. The trailer frame extension is easy - some 3" square steel tubing and the welder will take care of that. Picked up the needed tubing on Thursday, started the welding yesterday (after lifting the boat up off of the trailer and removing bunks, rollers, etc).
The centre rollers are old, dried, cracked, and seized solid. They will be replaced, and a new roller added at the "new" rear of the trailer.
The old bunks were - interesting. For some reason, when they wrapped the carpet around the bunks, they put the seam, and the staples, on the TOP of the bunk, so that the rusty staples were against the hull. Brilliant. One bunk was bolted to the brackets with rusty carriage bolts. The other bunk was attached with brass toilet bolts. At least they didn't rust...