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Remember you're a womble
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Looks like a boat that has had the hull/keel joint filled, faired and finished, but hard to tell from a photo, If that's the case, it should be the exact opposite of a problem and a job you won't have to do yourself.
 

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Yes, a tarp on the deck means there is an unresolved leak.
Anything's possible, but not necessarily. I always cover my boat for the winter, to ensure that it won't develop a leak during the winter. A newly developed leak could do a lot of damage before you discover it in the Spring.

I'd ask the seller to explain the apparent repair that has been made to the bottom and keel, whether it was professionally done, and by whom. I'd also ask the repairer how it was done. I'd be very wary of it, but wouldn't consider it a deal breaker if it was done properly.
 

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C&Cs of that era were bad for leaks in the windows. They were installing flat lexan on compound curves. Mast boot leaks were also common.

As to the photos, check for the C&C "smile" at the keel hull junction.
 

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ASA and PSIA Instructor
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Looks to me like hull core repair. The 34's keel pretty much bolts to the bottom without a stub, a keel impact can crack the laminate right at the trailing keel edge, and if the boat stays in the water for a bit, the whole bottom gets wet. Or at last that was the experience of a fellow racer who owned one. After he dumped it a subsequent owner did replace the entire bottom core.

So I would not buy one even if the bottom looked good...
 

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That is not just a C&C "smile" repair; it indicates much more extensive work. I would be careful, but if done properly it is not a deal killer.
 
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