I've heard a good way to prevent water infiltration into plywood end grain, at vulnerable wear points like holes a line runs through, is to line the hole with plastic pipe. In this case it is 1/2" CPVC (which is kind of cream colored) which fits perfectly inside a 5/8" hole.
My Mini-sharpie had no stem to drill a bow line (painter) hole through and the deck is peaked making mounting a normal cleat awkward. So I came up with this solution.
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