He considers it his duty to help these founders understand the futility of persevering, so these brilliant people can move on to more worthwhile oppo… - Annie Duke

That's the funny thing about grit. While grit can get you to stick to hard things that are worthwhile, grit can also get you to stick to hard things that are no longer worthwhile. The trick is in figuring out the difference.

Essentially, regardless of the history they have with the decision, they ask themselves, "If I were approaching this decision fresh, would I want to enter into this course of action?"

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.