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You can certainly get an outboard with enough HP, question would be, does it have the correct gearing prop size etc for moving a mid teen thousand lb boat.....

If you day sail somewhere where it is reasonably flat as far as waves, is what I would call a larger lake, or protected water way, not the great lakes or no breakwater from the open ocean, you might get away with an outboard for some time. BUT, even the 21' trailer sailor my parents had, in 3-4' waves and a deep shaft, we could poop the blade out of the water. A couple of times literally drowned the motor in waves with the stern down...........

This experience has led to me want an inboard for the most part on boats.....BUT, I do see advantages to outboards too.

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