Walk all around the cockpit sole of the boat trying to feel for any soft spots. Also, the seller will probably have a cow, but put the motor down and stand on the cavitation plate and bounce up and down to see if you get any flexing or popping sounds from the transom. Pull the lower screw on the lower unit and let a little fluid out. Should be clean and clear. If it is milky looking, you are getting water in the lower unit. If still interested after all of the above, best thing you can do is ask for a sea trial. Boat is not currently on a trailer, but seller is selling it with trailer included, and it should be sitting on a trailer when sold, so he should do it for you and you can then see whether the trailer and the boat mate up well.
Good luck. Will be interested in hearing what you find.
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