Yes, temperature does matter for both painting and fiberglass work. If it is too cold, you can't really successfully do either. If you can tent the boat or put it in an enclosure, you may be able to extend how far into the winter you can work, but heating an enclosure will often be counter-productive to getting a good paint job.
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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.