I have a couple of business degrees so I could make a bunch of
money so that I could pay off my student loans and house so that I could buy a boat so that I could circumnsavigate and stop worrying about the business world.
In hindsite, i could have saved some time and steps in there if i had not bought the house, incurrred the student debt and worked directly towards
buying the boat. Man, I was an idiot in my teens, twenties, and most of my thirties. GIGGLE
Anyway, from a business perspective, you'd assumably want to keep it legal. I think maintaining a permenant address in the states and keeping a telecommuting position with sat-com on board, you'd be able to remain employed without worrying about legal issues while working in a foreign port. You'd still be technically living in the states and working in the states. i don't pay foreign taxes when i travel for my company to other countries.
From a cruising perspective, i'd think you'd want to keep it simple. Someone recommended to me that I should invest a year into some kind of simple skillset needed inside a marina. A/C work, simple
engine repair, welding,
refrigeration and
fiberglass all come to mind. Anything needed for basic work on a boat or to support the comforts needed while
living aboard could provide a basic income while crusing. There is always someone who needs thier A/C charged or their
diesel looked into or upholstery to be resewn. You can also find most of the supplies for these trades in city or town near the marina (welding rods, upholstery material, refrigerant, spell check).
These skills can be swapped...you fix my boat, i'll fix yours... or, the total revenue incurred at any one location would be small enough that you could forego worrying about the tax burden (making such a small amount in the US, for example, wouldn't require the payment of taxes).
If anyone knows of a company that is hiring a telecommuter...let me know, i'm in the market