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April 2, 2024 - February 23, 2025
Deep Blue evaluated two hundred million positions per second. That is a tiny fraction of possible chess positions—the number of possible game sequences is more than atoms in the observable universe—but plenty enough to beat the best human. According to Kasparov, “Today the free chess app on your mobile phone is stronger than me.” He is not being rhetorical. “Anything we can do, and we know how to do it, machines will do it better,” he said at a recent lecture. “If we can codify it, and pass it to computers, they will do it better.” Still, losing to Deep Blue gave him an idea. In playing
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The world is not golf, and most of it isn’t even tennis. As Robin Hogarth put it, much of the world is “Martian tennis.” You can see the players on a court with balls and rackets, but nobody has shared the rules. It is up to you to derive them, and they are subject to change without notice.
Dean Keith Simonton observed, “rather than obsessively focus[ing] on a narrow topic,” creative achievers tend to have broad interests. “This breadth often supports insights that cannot be attributed to domain-specific expertise alone.” Those findings are reminiscent of a speech Steve Jobs gave, in which he famously recounted the importance of a calligraphy class to his design aesthetics. “When we were designing the first Macintosh computer, it all came back to me,” he said. “If I had never dropped in on that single course in college, the Mac would have never had multiple typefaces or
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Connolly’s primary finding was that early in their careers, those who later made successful transitions had broader training and kept multiple “career streams” open even as they pursued a primary specialty. They “traveled on an eight-lane highway,” he wrote, rather than down a single-lane one-way street. They had range. The successful adapters were excellent at taking knowledge from one pursuit and applying it creatively to another, and at avoiding cognitive entrenchment. They employed what Hogarth called a “circuit breaker.” They drew on outside experiences and analogies to interrupt their
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The more constrained and repetitive a challenge, the more likely it will be automated, while great rewards will accrue to those who can take conceptual knowledge from one problem or domain and apply it in an entirely new one. The
brain areas associated with focused attention, inhibition, and self-censoring turned down when the musicians were creating. “It’s almost as if the brain turned off its own ability to criticize itself,” he told National Geographic. While improvising, musicians do pretty much the opposite of consciously identifying errors and stopping to correct them.
(There is a specific Japanese word to describe chalkboard writing that tracks conceptual connections over the course of collective problem solving: bansho.)
Whether the task is mental or physical, interleaving improves the ability to match the right strategy to a problem. That happens to be a hallmark of expert problem solving. Whether chemists, physicists, or political scientists, the most successful problem solvers spend mental energy figuring out what type of problem they are facing before matching a strategy to it, rather than jumping in with memorized procedures. In that way, they are just about the precise opposite of experts who develop in kind learning environments, like chess masters, who rely heavily on intuition. Kind learning
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Most problem solvers are not like Kepler. They will stay inside of the problem at hand, focused on the internal details, and perhaps summon other medical knowledge, since it is on the surface a medical problem. They will not intuitively turn to distant analogies to probe solutions. They should, though, and they should make sure some of those analogies are, on the surface, far removed from the current problem. In a wicked world, relying upon experience from a single domain is not only limiting, it can be disastrous.
Evaluating an array of options before letting intuition reign is a trick for the wicked world.
Learning stuff was less important than learning about oneself. Exploration is not just a whimsical luxury of education; it is a central benefit.
If we treated careers more like dating, nobody would settle down so quickly.
According to Levitt, the study suggested that “admonitions such as ‘winners never quit and quitters never win,’ while well-meaning, may actually be extremely poor advice.” Levitt identified one of his own most important skills as “the willingness to jettison” a project or an entire area of study for a better fit.
Miller showed that the process for match quality is the same. An individual starts with no knowledge, tests various possible paths in a manner that provides information as quickly as possible, and increasingly refines decisions about where to allocate energy. The expression “young and foolish,” he wrote, describes the tendency of young adults to gravitate to risky jobs, but it is not foolish at all. It is ideal. They have less experience than older workers, and so the first avenues they should try are those with high risk and reward, and that have high informational value. Attempting to be a
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Godin argued that “winners”—he generally meant individuals who reach the apex of their domain—quit fast and often when they detect that a plan is not the best fit, and do not feel bad about it. “We fail,” he wrote, when we stick with “tasks we don’t have the guts to quit.” Godin clearly did not advocate quitting simply because a pursuit is difficult. Persevering through difficulty is a competitive advantage for any traveler of a long road, but he suggested that knowing when to quit is such a big strategic advantage that every single person, before undertaking an endeavor, should enumerate
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In the wider world of work, finding a goal with high match quality in the first place is the greater challenge, and persistence for the sake of persistence can get in the way.
quitting takes a lot more guts than continuing to be carried along like debris on an ocean wave. The trouble, Godin noted, is that humans are bedeviled by the “sunk cost fallacy.” Having invested time or money in something, we are loath to leave it, because that would mean we had wasted our time or money, even though it is already gone. Writer, psychology PhD, and professional poker player Maria Konnikova explained in her book The Confidence Game how the sunk cost mindset is so deeply entrenched that conmen know to begin by asking their marks for several small favors or investments before
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Hesselbein’s professional career, which started in her midfifties, was extraordinary. The meandering path, however, was not.
‘Here’s who I am at the moment, here are my motivations, here’s what I’ve found I like to do, here’s what I’d like to learn, and here are the opportunities. Which of these is the best match right now? And maybe a year from now I’ll switch because I’ll find something better.’”
Career goals that once felt safe and certain can appear ludicrous, to use Darwin’s adjective, when examined in the light of more self-knowledge. Our work preferences and our life preferences do not stay the same, because we do not stay the same.
The precise person you are now is fleeting, just like all the other people you’ve been.
The most momentous personality changes occur between age eighteen and one’s late twenties, so specializing early is a task of predicting match quality for a person who does not yet exist. It could work, but it makes for worse odds.
The protagonists had begun to feel unfulfilled by their work, and then a chance encounter with some world previously invisible to them led to a series of short-term explorations. At first, all career changers fell prey to the cult of the head start and figured it couldn’t possibly make sense to dispense with their long-term plans in favor of rapidly evolving short-term experiments. Sometimes they tried to talk themselves out of it. Their confidants advised them not to do anything rash; don’t change now, they said, just keep the new interest or talent as a hobby. But the more they dabbled, the
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Rather than expecting an ironclad a priori answer to “Who do I really want to become?,” their work indicated that it is better to be a scientist of yourself, asking smaller questions that can actually be tested—“Which among my various possible selves should I start to explore now? How can I do that?” Be a flirt with your possible selves.* Rather than a grand plan, find experiments that can be undertaken quickly. “ Test-and-learn,” Ibarra told me, “not plan-and-implement.”
And yet every May, speakers all over the country fire up the Standard Graduation Speech, the theme of which is: don’t give up on your dreams. I know what they mean, but this is a bad way to put it, because it implies you’re supposed to be bound by some plan you made early on. The computer world has a name for this: premature optimization. . . . . . . Instead of working back from a goal, work forward from promising situations. This is what most successful people actually do anyway. In the graduation-speech approach, you decide where you want to be in twenty years, and then ask: what should I do
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Eminent physicist and mathematician Freeman Dyson styled it this way: we need both focused frogs and visionary birds. “Birds fly high in the air and survey broad vistas of mathematics out to the far horizon,” Dyson wrote in 2009. “They delight in concepts that unify our thinking and bring together diverse problems from different parts of the landscape. Frogs live in the mud below and see only the flowers that grow nearby. They delight in the details of particular objects, and they solve problems one at a time.” As a mathematician, Dyson labeled himself a frog, but contended, “It is stupid to
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Seeding the soil for generalists and polymaths who integrate knowledge takes more than money. It takes opportunity.
She is a “T-shaped person,” she said, one who has breadth, compared to an “I-shaped person,” who only goes deep, an analog to Dyson’s birds and frogs. “T-people like myself can happily go to the I-people with questions to create the trunk for the T,” she told me. “My inclination is to attack a problem by building a narrative. I figure out the fundamental questions to ask, and if you ask those questions of the people who actually do know their stuff, you are still exactly where you would be if you had all this other knowledge inherently. It’s mosaic building. I just keep putting those tiles
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Their breadth of interests do not neatly fit a rubric. They are “π-shaped people” who dive in and out of multiple specialties. “Look for wide-ranging interests,” they advised. “Look for multiple hobbies and avocations. . . . When the candidate describes his or her work, does he or she tend to focus on the boundaries and the interfaces with other systems?” One serial innovator described his network of enterprise as “a bunch of bobbers hanging in the water that have little thoughts attached to them.” Hamilton creator Lin-Manuel Miranda painted the same idea elegantly: “I have a lot of apps open
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There is a particular kind of thinker, one who becomes more entrenched in their single big idea about how the world works even in the face of contrary facts, whose predictions become worse, not better, as they amass information for their mental representation of the world. They are on television and in the news every day, making worse and worse predictions while claiming victory, and they have been rigorously studied.
The average expert was a horrific forecaster. Their areas of specialty, years of experience, academic degrees, and even (for some) access to classified information made no difference. They were bad at short-term forecasting, bad at long-term forecasting, and bad at forecasting in every domain. When experts declared that some future event was impossible or nearly impossible, it nonetheless occurred 15 percent of the time. When they declared a sure thing, it failed to transpire more than one-quarter of the time. The Danish proverb that warns “It is difficult to make predictions, especially about
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“Good judges are good belief updaters,” according to Tetlock. If they make a bet and lose, they embrace the logic of a loss just as they would the reinforcement of a win. That is called, in a word: learning. Sometimes, it involves putting experience aside entirely.
But it’s often the case in group meetings where the person who made the Power-Point slides puts data in front of you, and we often just use the data people put in front of us. I would argue we don’t do a good job of saying, ‘Is this the data that we want to make the decision we need to make?’”
the most effective leaders and organizations had range; they were, in effect, paradoxical. They could be demanding and nurturing, orderly and entrepreneurial, even hierarchical and individualistic all at once. A level of ambiguity, it seemed, was not harmful. In decision making, it can broaden an organization’s toolbox in a way that is uniquely valuable.
cultures can build in a form of ambiguity that forces decision makers to use more than one tool, and to become more flexible and learn more readily.
Take your skills and apply them to a new problem, or take your problem and try completely new skills.”
because research in myriad areas suggests that mental meandering and personal experimentation are sources of power, and head starts are overrated. As Supreme Court justice Oliver Wendell Holmes wrote a century ago, of the free exchange of ideas, “It is an experiment, as all life is an experiment.”

