The Black Swan: The Impact of the Highly Improbable

Tony is a successful nonnerd with a happy disposition. He leads a gregarious existence. His sole visible problem seems to be his weight and the corresponding nagging by his family, remote cousins, and friends, who keep warning him about that premature heart attack. Nothing seems to work; Tony often goes to a fat farm in Arizona to not eat, lose a few pounds, then gain almost all of them back in his first-class seat on the flight back. It is remarkable how his self-control and personal discipline, otherwise admirable, fail to apply to his waistline.

He started as a clerk in the back office of a New York bank in the early 1980s, in the letter-of-credit department. He pushed papers and did some grunt work. Later he grew into giving small business loans and figured out the game of how you can get financing from the monster banks, how their bureaucracies operate, and what they like to see on paper. All the while an employee, he started acquiring property in bankruptcy proceedings, buying it from financial institutions. His big insight is that bank employees who sell you a house that’s not theirs just don’t care as much as the owners; Tony knew very rapidly how to talk to them and maneuver. Later, he also learned to buy and sell gas stations with money borrowed from small neighborhood bankers.

Tony has this remarkable habit of trying to make a buck effortlessly, just for entertainment, without straining, without office work, without meeting, just by melding his deals into his private life. Tony’s motto is “Finding who the sucker is.” Obviously, they are often the banks: “The clerks don’t care about nothing.” Finding these suckers is second nature to him. If you took walks around the block with Tony you would feel considerably more informed about the texture of the world just “tawking” to him.

Tony is remarkably gifted at getting unlisted phone numbers, first-class seats on airlines for no additional money, or your car in a garage that is officially full, either through connections or his forceful charm.

Non-Brooklyn John

I found the perfect non-Brooklyn in someone I will call Dr. John. He is a former engineer currently working as an actuary for an insurance company. He is thin, wiry, and wears glasses and a dark suit. He lives in New Jersey not far from Fat Tony but certainly they rarely run into each other. Tony never takes the train, and, actually, never commutes (he drives a Cadillac, and sometimes his wife’s Italian convertible, and jokes that he is more visible than the rest of the car). Dr. John is a master of the schedule; he is as predictable as a clock. He quietly and efficiently reads the newspaper on the train to Manhattan, then neatly folds it for the lunchtime continuation. While Tony makes restaurant owners rich (they beam when they see him coming and exchange noisy hugs with him), John meticulously packs his sandwich every morning, fruit salad in a plastic container. As for his clothing, he also wears a suit that looks like it came from a Web catalog, except that it is quite likely that it actually did.

Dr. John is a painstaking, reasoned, and gentle fellow. He takes his work seriously, so seriously that, unlike Tony, you can see a line in the sand between his working time and his leisure activities. He has a PhD in electrical engineering from the University of Texas at Austin. Since he knows both computers and statistics, he was hired by an insurance company to do computer simulations; he enjoys the business. Much of what he does consists of running computer programs for “risk management.”

I know that it is rare for Fat Tony and Dr. John to breathe the same air, let alone find themselves at the same bar, so consider this a pure thought exercise. I will ask each of them a question and compare their answers.

NNT (that is, me): Assume that a coin is fair, i.e., has an equal probability of coming up heads or tails when flipped. I flip it ninety-nine times and get heads each time. What are the odds of my getting tails on my next throw?

Dr. John: Trivial question. One half, of course, since you are assuming 50 percent odds for each and independence between draws.

NNT: What do you say, Tony?

Fat Tony: I’d say no more than 1 percent, of course.

NNT: Why so? I gave you the initial assumption of a fair coin, meaning that it was 50 percent either way.

Fat Tony: You are either full of crap or a pure sucker to buy that “50 pehcent” business. The coin gotta be loaded. It can’t be a fair game. (Translation: It is far more likely that your assumptions about the fairness are wrong than the coin delivering ninety-nine heads in ninety-nine throws.)

NNT: But Dr. John said 50 percent.

Fat Tony (whispering in my ear): I know these guys with the nerd examples from the bank days. They think way too slow. And they are too commoditized. You can take them for a ride.