I'd agree with Faster... if you've got internal wiring and halyards on the mast, rain water will find its way in, no matter what you do. The only real way to prevent water from coming down through the mast is to insert a plug or floor in the mast, above the deck partners, and have drainage of some sort.
My friend built a conical plug that sits inside his mast and has holes drilled through it for the wiring to pass through. It has a single drain hose attached to the bottom of the cone, and that leads to a hose that drains out side the mast. Not a bad solution but was a pain to make and install.
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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.