Rick,
My first thought is as this is a roller trailer, that you may have a weight imbalance in the boat, which causes it to off center.....
I used to face this with an old boat, the battery weighed one side down, and if the trailer got to deep in the water, it wouldn't seat properly on the trailer.... a few bumps later it generally bounced it self into place....
The other way I could get it correctly on the trailer was to offset the wieght imbalance....50 lbs opposite side from the battery, and on she went on with out a problem....
Last try not sinking the trailer as much as you typically do on the ramp... The more the boat touch all the rollers so that the trailer is holding the ramp as you winch it on the better.... a floating boat and a roller trailer are not friends....
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Life is about how much time you can spend relaxing... I do it on an island that isn't really an island.....
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