I'd highly recommend you work from the inside out... as you're doing the interior the chances of making the exterior a bit worse is pretty high, so you'll want to do the exterior painting—hull, deck, bottom—last.
Remove as much of the deck hardware as you can, and leave it off until you paint the deck.
The paint job will be easier and last longer if you remove the deck hardware.
Just remember, preparation is 95% of the work in a good paint job, and most paint jobs succeed or fail based on the prepwork done.
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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.