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Remove the boat and start a meticulous process of measuring the trailer axle as it relates to the frame. Usually just clamped in place and it can easily get knocked askew.
You might consider loosening the front stem clamps and sliding the entire chock/winch post forward a few more inches.
Don't move the winch - the anchor lug on the boat counts upon the current configuration as a stop point. The inches gained will be less than perceived.As to the pivot - I have a '58 Lone Star with the original factory tilt-trailer and while I do not have your wear - I do note that with the light weight/dimensions (much like yours) that tilting is not only un-necessary wear I launch but in fact, sometimes problematic when I tried it.What I'm getting at is; consider just welding that bad-boy up solid - non-tilting. I might just drill a new hole and bolt it up, If I need to tilt just unbolt then.In any case, abandon the old hole as it currently is. Chasing that current failed metal is a non-starter.thanksTodd.