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" "John Maynard Keynes, one of the most influential economists of the twentieth century, summed up this phenomenon well when he said, "Worldly wisdom teaches that it is better for reputation to fail conventionally than to succeed unconventionally." Succeeding unconventionally carries with it the risk of experiencing failure as a result of veering from the status quo.
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Barry Schwartz points out in his book, The Paradox of Choice, that this kind of sheep-in-wolf's-clothing decision is more likely to come up the more options you have to choose from. The greater the number of available options, the greater the likelihood that more than one of those options will look pretty good to you. The more options that look pretty good to you, the more time you spend in analysis paralysis. That's the paradox: more choice, more anxiety. Remember, if the only choices are between Paris and a trout cannery, no one has a problem. But what if the choices are Paris or Rome or Amsterdam or Santorini or Machu Picchu? You get the picture. THE ONLY-OPTION TEST For any options you're considering, ask yourself, "If this were the only option I had, would I be happy with it?" A useful tool you can use to break the gridlock is the Only-Option Test. If this were the only thing I could order on the menu . . . If this were the only show I could watch on Netflix tonight . . . If this were the only place I could go for vacation . . . If this were the only college I got accepted to . . . If this were the only house I could buy . . . If this were the only job I got offered . . . The Only-Option Test clears away the debris cluttering your decision. If you'd be happy if Paris were your only option, and you'd be happy if Rome were your only option, that reveals that if you just flip a coin, you'll be happy whichever way the coin lands.
Precision uncovers disagreement. It uncovers places where your belief is different from someone else's belief. And that's good, because you want to find out when you have something wrong. It gives you the chance to get it right. Think about it like this: Saying "2 + 2 is a small number" will help you get better at math, but it won't help you become an expert. "A small number" is technically correct, but it is much more helpful for your teacher to find out if you think the answer is 5, or 2, or 4, which are all small numbers. It's true that the less precise answer makes it harder to be wrong, but you want to find out when you have the wrong answer if you are going to get better at math.
As Nietzsche points out, regret can do nothing to change what has already happened. We just wallow in remorse about something over which we no longer have any control. But if regret happened before a decision instead of after, the experience of regret might get us to change a choice likely to result in a bad outcome.