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Thats definitly the hard way. It's well worth your while to borrow/ buy a set of used stands and slide it off. it will take 20 minutes to get the trailer out from under it. I'v e done it with a few big logs, wood blocks, and a floor jack. You will kill yourself painting it on the trailer. Plus you'll get bottom paint all over the trailer ruining it's resale value.
you could allways just do the waterline.
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