Sometimes with my boat, I need a good 'splooge' type of caulking.
I used Life Caulk when I cut new trim for the fixed ports in my mahogany house. This has to be one of the toughest joints to seal as wood moves. Polysulfide fills voids, joints in wood to wood and seals to the glass.
I think the step that is over looked in sealants used with wood is that the wood has to be well sealed or the sealant will dry out prematurely. Once cut, I sealed the trim (and the mating surfaces in the wooden house), with several coats of varnish.
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Poly sulfide is a mess to work with! I apply it generously, tighten things down, and walk away. I think it's easier to deal with the squeeze out, after it has partially cured.
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That was 9 years ago and despite the seasonal wood movement, not a single drip has come through. I attribute that more to the sealing of the surfaces than the sealant itself.
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However, when I re-installed my handrails on the cabin two seasons ago, I used Butyl tape. It made more sense: Small bases fastened to fiberglass house top. These surfaces are subject to tough forces so the sealant should stay pliable.
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I still don't clean the butyl up initially. The next season the butyl came off at the joints with a plastic scraper.
No sealant works for everything.