A gallon of water from humidity??
I'd be more concerned about the fact that he only drains / pops the plugs on his hulls one time per year.
Anyway, leaks are not that big of a deal. Usually, they can be found and corrected if needed. The much bigger consideration is the structural condition of the hulls. If they've sat with water in them for the past 30 years, I'd inspect them closely for soft spots/delam.
All else being equal, I'd take the boat with a slightly leaky hull over the one with a bent mast any day. Hull leaks can be fixed. Bent masts are questionable.
sm