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The Man Who Flies Around the World for Free

Rolling Stone did a feature on Ben Schlappig, creator of One Mile At a Time, and it’s definitely interesting. In typical Rolling Stone fashion, I am sure it was edited and in some cases sugarcoated to make the story more intriguing (I for one have never heard of “the Hobby”), but it’s a good read. There is tons of insight into the frequent flier community, including this:

Early editions of Petersen’s magazine featured stories on deals from obscure carriers; instructed fliers on how to duck airline countermeasures; and showed readers how they could win a thousand free miles by subscribing to magazines like Esquire. By 1993, Inside Flyer had 90,000 readers. Two years later, Petersen took the community online as FlyerTalk.

And this:

For some, the game has evolved from a wonkish pastime into an ends-justified obsession with beating the airlines — less Rain Man, more Ocean’s Eleven. While the game’s traditional methods remain technically legal, these Hobbyists — imagine them as the Deep Web of the Hobby — use tactics that routinely violate airline terms and conditions, techniques that can span a gradient from clever and harmless to borderline theft. (Schlappig concedes that he pushes the rules but insists he is careful not to break any laws.) Take the practice of “hidden-city ticketing” — booking your layover as your final destination, like buying a ticket from Point A to Point C, then sneaking away at B — or “fuel dumping,” a booking technique that confuses the price algorithm to deduct the cost of fuel from a ticket, often at an enormous discount.

I decided to read the Flyertalk thread that talks about the article and it was painful. A lot of personal attacks aimed at Ben and his story made it hard to read. I’ve only met Ben a few times and he’s a nice guy, I don’t agree with everything he writes or the idea of pushing credit cards on readers to receive the sign-up bonus, but I am a little jealous that he gets to fly around to really cool places and do it in premium cabins and makes a living from it. I think anyone who is a frequent flier and says they aren’t jealous of some of Ben’s travels is lying to themselves.

For me, doing a full time schedule of around the world travel, even in premium cabins, sounds good on the surface but is something I would probably really struggle with. I like having somewhere to come back to, a base of operations. But I would definitely love to fly premium cabins to exoctic locales more than I do currently.