Long shaft 20" is better. As for the 9.9 and 15hp debate the 9.9 makes as much torque if not more than the 15hp in the OMC flavor. So at displacement speeds that a kicker is gonna push your boat the difference would be nil to nada between the two. Prop would be more important, sailboat or push prop would be the way to go. I have a Yamaha high thrust 8hp kicker that has pushed boats to 23' with ease in wind and current, it has the right prop.
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