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I believe this to be the optimal trailer and trailer set up for a classic Whaler 16/17' hull. All boat weight is carried on the Stoltz keel rollers, and the boat lauches and retrieves with great ease. it appears you can do something like this on your trailer.

http://smg.photobucket.com/user/lgolt...2144720755

The closer you can come to setting yours up like this, the better off you will be.

In your photos, I can see that the boat needs to come forward on the trailer, so that the thickness of the transom, carrying the engine weight, is resting directly over the last keel roller. Only about 1" of hull should be behind the roller. This also allows for proper use of transom tie down straps, so that they don't rub against the gelcoat. Stabilizing 2 x 4 bunk boards should not protrude past the hull. 1/2" eye bolts should be through bolted through the trailer rear cross member for maximum security, as shown in this photo:

http://smg.photobucket.com/user/lgolt...1956372549

You can view other photos in the album to see how the Montauk sits on this trailer.