I think Jeff already answered this when he said:
Boats like these took a lot of skill to sail, and more skill to sail well. They are tender and easily overpowered. Their rigs were fragile and needed careful playing of the checkstays to keep in column. I had looked at one that was very cheaply priced but ultimately ruled it out as being unsuitable for adaptation to a single-hander and concluded that the J-41 requiring too many people to even go out daysailing.
If gotten cheaply could this J 41 be turned into a comfortable live aboard? and single handed or double handed safely around the chesapeake and eventually the BVI's? Without breaking the bank to convert things?
I'm dreaming of being a liveaboard. It seems that if I am going to buy anything, I'm going to have to do it without much help from the banks. They need it to be a newer boat which means more expensive boat or smaller boat. I'd like something like a 36 or 38' Catalina, but to gather that much in cash would take me a while. So the idea is to get a deal on a boat that I could make into something just right for myself over time.
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You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Cpt. Mal Reynolds, Serenity (edited)
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Still—DON'T READ THAT POST AGAIN.