What's the box behind the helm seat? Any soft spots in the deck? What's the condition of the trailer, winch, rollers and springs? Does it have a bimini or navy top? Those seats with armrests are nicer than the bucket seats on mine; coaming bolsters and cabin upholstery look good. Kinda surprised he didn't clean it up if he's really trying to sell it! Any idea how long he's been trying to sell it?
I'd check the keel area up front for trailer rash. Some guys skin up that area when trying to power load. Also check around the gunnel/rub rail for and hull sides for signs of dock walloping!
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