If he's too dumb to take measures to protect his own boat, even after being told several times to do so... stop doing it for him... The wallet is often the only way some of these people are going to learn. Don't fix the problems with his boat, unless they're going to endanger someone else's boat.
Just remember, if you are the last one to tie the docklines, you're likely to be the one with the legal responsibility if the boat breaks free and damages anything.
Let's face it...Jeff Foxworthy is right... some people should just be holding or wearing a sign.
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You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Cpt. Mal Reynolds, Serenity (edited)
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Still—DON'T READ THAT POST AGAIN.