“I was surprised, as always, by how easy the act of leaving was, and how good it felt. The world was suddenly rich with possibility.” That’s Jack Kerouac in On The Road, written in 1951 – decades before the Internet and mobile computing made it possible for us to live and work from just about anywhere.
Yet, 60 years on, with more flexibility than ever, the inertia of the familiar keeps many of us from buying that plane ticket, negotiating with our boss, and structuring a life rich with adventure and mobility. So what’s the secret to taking the plunge?
To find out, I coordinated a series of interviews with a few experts who regularly pull off this sort of thing: Rolf Potts, acclaimed travel writer and author of Vagabonding: An Uncommon Guide to the Art of Long-Term World Travel, Chris Guillebeau, a successful blogger and author (The Art of Non-Conformity) who has visited 177 countries, and London native Alex MacCaw, who spent a year traveling and writing before joining Twitter as a programmer. [read]