So, I read an article in one of my local outdoor magazines when I lived in my home state of Georgia years ago that had a tip for when the trailer goes beyond the ramp. This was a common occurrence on a river there because the water level would change daily. Anyway, you take the end of the winch strap and run it under part of the trailer frame and hook it to the boat eyelet. Then as you crank it tighter the boat is being pulled downward, but it’s buoyancy forces the trailer to be lifted. Then, you pull forward until the tires are back on the ramp and start the loading process again. Neat, huh?
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