A great idea, although not a new one and I applaud your thinking. Skipper/owners are often passionate entrepreneurs and genuine scoundrels at the same time...no different to many small business owners then!
The Greeks were the most successful at this, obviously.
So you need to get your hands on an old rustbucket, fly the Barbary flag, be creative following the rules and get some willing (which you seem to have), or naïve<style type="text/css">@page { margin: 0.79in } P { margin-bottom: 0.08in } -->****** </style> crew, and off you go, on your way to becoming another great shipping magnate.
Sailing up and down the US coast could be the perfect opportunity for your entrepreneurship as the push to reduce the amount of freight on our roads gathers pace.
And there in lies the problem...a minor detail called the Jones Act.
Some would say that is not a bad thing...you would have to find a slightly (read "a lot"), more expensive vessel than you might have planned for, you will have to fly the US Flag and have US crew (which you seem to have accounted for with your mates). This might stifle most people's enthusiasm, but I suspect with a good business plan you could probably get a lot more money this route from the government (read "taxpayer") than the standard private investor for the first case.
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