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remember one thing- ALWAYS HAVE A BACKUP PLAN.
the market for anything boat/sailing related is very elastic- it reacts extremely to changes in the general economy.
economic recession/depression? first thing people do is sell their boats, or stop using them- much of the boating industry dies (pearson, cal, and others bit the dust 15 years ago in this manner) as does boating related services...
people stop vacationing, or vacation more economically (i.e. weekends trips to the shore to walk on the beach, and may not want to drop more money on luxurious getaways)
i don't want to sink (no pun intended- well, maybe, but i couldn't resist) your dream.
It's an awesome idea- beating the rat race, and doing something most upper-middle-management schmoes. just be sure you have security, and can weather the (proverbial) storm.
get some good boats- sturdy, low maintenance practical ones- and provide a quality service. you can't go wrong- your lifestyle will be priceless.
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