Gordon, I'm sure you'll get varying opinions on this one, but I believe only minimal weight should be on the keel roller. Just enough to support the weight of the centerboard itself, and to steady the boat. Others have beefed up their rollers to support nearly the whole weight of the boat, but like you mentioned, this jams the board up into the keel. If you think about it, when the boat is in the water, the keel hangs from the hull. Supporting the hull with the keel when it's on the trailer is not the way I think it was designed. Larry