An outboard motor bracket, that raises and lowers the motor would probably work quite well. Why do you want an electric trolling motor. A small four-stroke would probably be better in the long run, and weigh less.
I'd use a good two-part epoxy paint to paint the hull. It will help act as a moisture barrier as well as give you a nice finish.
You don't mention what kind of sailboat it is... the other questions could probably be better answered if we had more information.
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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.