Best thing I can say is look for a manual on the chrysler, they are available for download somewhere, I looked at a couple of them before I bought my current boat, and downloaded the manual but can't remember where.
If you can find another chrysler owner, maybe you can take a close look at the trailer to see where the bearing points are.
I don't think there is supposed to be any weight on the keel, My last trailerable was meant to have all the weight supported on the bunks, with the keel lowered after loading.
Just did a quick search, and found athe manual:
Chrysler 22 Owner's Manual
And some pics of one on a trailer:
Chrysler 22 for sale, sailboats for sale, used sailboats
Chrysler 22 Sailboat Photo Gallery
What I see is that the weight is on the bunks, so I'd take some measurements then build the bunks up till they have the weight. Lower keel after retrieving to get the weight of the keel on the trailer, not the hull.
If the trailer has pads, try to move them or rebuild so that they are on bulkheads.(or convert to bunks)