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Seidel has moved effortlessly between options trading and poker playing, using one career as a hedge against the other. He believes that poker is the tougher of the two vocations, finding proof in the fact that there are thousands of successful traders but only a handful of guys who can make it at poker. Still, the two games have their similarities. “Trading and poker both rely on an ability to not just figure out but to put into effect your analysis of probability—and to do it very quickly,” says Seidel, who claims to have met plenty of MBAs with sufficient technical know-how but not enough gambling sense to fully exploit their techniques. “Different opportunities come up all day long—in the poker room and in the trading room—and they may be good. But how good are they? Taking a position—at a poker table or on a stock—is a gambling decision that requires a lot of patience. On Wall Street you can look at pitches all day long and not swing until it’s the perfect one. That’s one of my strengths. I’m willing to pass on things and play small if I need to— until the perfect situation presents itself.” 

There’s also the people game of poker, which easily translates to Wall Street. “At PaineWebber, I had a boss who panicked whenever things started to go badly,” remembers Seidel. “He’d say, ‘Anybody here who’s long is fired.” That was always the buying point. Whenever this guy panicked, it was time to make your biggest plays. I had to do it in a subtle way, but my boss was the most reliable indicator as to where the market was going. That happens in poker all the time. There are situations where somebody loses a critical hand, and you just know he’s about to go on tilt. It’ll be only a matter of time before he’s broke. And that’s the moment when you want to go after him.” 

Blair Hull’s critical hand was dealt in 1999, when he began negotiating the sale of his firm to Goldman Sachs, just as he was primed to bring it public. The IPO road show in Amsterdam was weeks away when interest heated up from Goldman—the Wall Street giant realized that it would be more efficient simply to buy an electronic market-maker than to try to create its own. In the planned IPO, Hull’s company was seeking a market cap of $350 million, putting its leader in a good position to turn down initial offers from Goldman; the investment firm, for its part, was particularly drawn to the fact that Hull Trading was a going concern that would run just fine even after Hull himself was out of the picture. “We used to say that you could put a grenade in the company, take out every other person, and we could still go to work tomorrow,” Hull remembers with a wry chuckle. 
Dear Mike, I've been confronted with a problem which I have not been able to solve. I've posed it to some of my brightest colleagues, both during my studies at Harvard University and at my workplace on Wall Street. It has generated hours of discussion, leading recently to lower productivity here at the office. No one has been able to give a satisfactory answer to the problem.

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