Sunday Long Read: Up In The Air

This week's Sunday Long Read comes to us from Narratively, where Caroline Rothstein writes about her father Steven, one of the few people on the planet who was in the right place at the right time and with the right resources to purchase a lifetime, first-class pass on American Airlines.  Steven Rothstein used that pass for two decades, and then in 2008, the airline revoked it, setting off a major court battle and, as Caroline recounts, the loss of her father's lifeline to the friends he had made around the world.

On March 10, 2009, a case was filed in the U.S. Circuit Court for the Northern District of Illinois, where I grew up. Rothstein v. American Airlines, Inc. starred my father, Plaintiff Steven Rothstein, and the Defendant, then the world’s third-largest airline. With $23 billion in annual revenue, American Airlines had nothing to lose. For my father, it was a last-ditch effort to save his life.

Here’s how it all took off. In the early 1980s, American rolled out AAirpass, a prepaid membership program that let very frequent flyers purchase discounted tickets by locking in a certain number of annual miles they presumed they might fly in advance. My 30-something-year-old father, having been a frequent flyer for his entire life, purchased one. Then, a few years later, American introduced something straight out an avid traveler’s fantasy: an unlimited ticket.

In 1987, amidst a lucrative year as a Bear Stearns stockbroker, my father became one of only a few dozen people on earth to purchase an unlimited, lifetime AAirpass. A quarter of a million dollars gave him access to fly first class anywhere in the world on American for the rest of his life. He flew so much it paid for itself. Often he’d leave in the morning for a business trip, fly back, and I hadn’t even known he’d left. Other times, I remember calling his office to find out what country he was in. He (and our whole family) was featured on NBC’s Today Showin 2003, and then on MSNBC in 2006. For 20 years, he was one of American’s top fliers, accumulating more than 30 million miles, which he acquired every time he flew, even with the AAirpass.

Then, on December 13, 2008, American took the AAirpass away.

For several years, the revenues department at American had been monitoring my father and other AAirpass holders to see how much their golden tickets were costing the airline in lost revenue. After 20 years it seems, they’d decided the pass wasn’t such a good idea. My father was one of several lifetime, unlimited AAirpass holders American claimed had breached their contracts.

A few months later, my father sued American for breaking their deal, and more importantly, taking away something integral to who he was. They fought out of court for years. The story became front-page news. The LA Times. The New York Post. Fox News. A slew of online outlets. It’s even a perennially popular conversation topic on Reddit.

The obvious story is that my father was a decadent jet-setter who either screwed or got screwed by American; depends on your take. In the coverage, whether he’s mentioned by name or in off-handed attributions to ostentatious wealth, it’s always this: sensational. And I think — as does my whole family, including my dad — that at the very least, it doesn’t quite land.

What follows is a cracking good read, as my friend from college used to say.  For Steve Rothstein, it was a super-power of flight, and he used it around the planet for the kind of adventures that one can only dream of.  But most of all, he used it to teach a little girl how to fly.