<p>My turn to ask for some advice on behalf of a friend.</p>
<p>Last night, out of the blue, I got a call from my BFF – best friends from middle school through college. He is in the middle of the most romantic adventure ever: Four years ago, he quit his job, sold his house, bought a 33’ sailboat, and (after months of preparation – years actually, since the plan had been in the works for at least a year before that) took off with his wife and two daughters, then 8 and 5, to sail around the world. His original plan was to be back by Christmas 2006, but that went by the boards a long time ago. He called me from Phuket; they are leaving there tomorrow to cross the Indian Ocean. He expects to be in Madagascar in 4-5 months, and to make it to South Africa sometime in the fall.</p>
<p>He is beginning to think more about re-entry, though. When they get back, they will have nothing to their names but whatever they can get for the boat. One of his fantasies has been to get a job teaching environmental science or government and politics at a boarding school in New England, somewhere they could live cheaply and frugally (or for free as house proctors or something), and where his kids could go to school. He checks the NAIS website from time to time (sailing around the world not being as isolating as it once was), but sees very few jobs posted.</p>
<p>He has, to put it mildly, a unique and romantic resume, one that I would think ought to be attractive, but does not fit into any pre-existing category for a teacher: Yale B.S. in Geology, UVa law degree, partner in a Seattle law firm, chief of staff for a U.S. Senator, manager of an almost-successful reform mayoral campaign in our hometown, and 12 years as a staff member at a top national environmental advocacy organization. At various points in between all that he spent significant time working at a crab cannery in Alaska, as an Outward Bound instructor and group leader, and as crew on a large sailboat crossing the Pacific. For five years prior to his departure, he had a seat on the New England Fisheries Management Council, the intergovernmental body that regulates northeastern fisheries, and he made several trips to the Grand Banks with fishing boats. He is a classic mens sana in corpore sano WASP – the top scholar-athlete in our high school class, lifelong (meaning: until he started sailing around the world) hockey player, lifelong hunter and canoeist, descendant of Jonathan Edwards and Timothy Dwight. But, apart from 8 months with Outward Bound, and participating in his daughters’ home-schooling for the past four years, he has no prior teaching experience.</p>
<p>Also, he doesn’t really know exactly when he will be back. He doesn’t want to sail up through the Caribbean during hurricane season or along the East Coast in the dead of winter (home, such as it is, is Connecticut). So it would have to be late spring '08, late fall '08, or spring '09. The first is what he’s supposedly aiming for, but I don’t believe he’ll really make it (and it would mean spending no time at all in Brazil, which seems like a pity). Job-thinking would enter into the timing decisions.</p>
<p>So . . . Does anyone have any ideas how he can market himself for this? Is his idea realistic at all?</p>