My experience is that most people use insufficient amounts of sealant, due to the difficulty of applying it, the cost and their inexperience with working with it. Also, many have difficulty running a good solid, continuous bead of sealant properly.
Given his description... and my guess that the screws do not go through the teak, but end somewhere within it... using the appropriate amount of caulk and leaving enough to form a gasket and then tightening as appropriate after the sealant cures would work quite well for him.
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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.