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Admiral McRaven offered a unique, high-stakes application of this concept of states and dates when describing the planning for Operation Neptune Spear, the raid on Osama bin Laden. The operation was broken down into 162 phases. Each phase told you what state you would have to achieve to continue, and what state you might be in that would cause you to quit during that phase. Because this was all planned out in advance, it left McRaven, as he told me, with only about five command decisions he might have to make on the fly once the mission had commenced and they were already in it.

Annie Duke in Quit

One of the steps to becoming a better quitter is to not accept “I’m not ready to make a decision right now” as a sentence that makes sense.

Annie Duke in Quit

Essentially, when you enter into an endeavor, you want to imagine what you could find out that would tell you it’s no longer worth pursuing. Ask yourself, “What are the signs that, if I see them in the future, will cause me to exit the road I’m on? What could I learn about the state of the world or the state of myself that would change my commitment to this decision?” That list offers you a set of kill criteria, literally criteria for killing a project or changing your mind or cutting your losses. It’s one of the best tools for helping you figure out when to quit closer to on time. Kill criteria could consist of information you learn that tells you the monkey isn’t trainable or that you’re not sufficiently likely to reach your goal, or signs that luck has gone against you.

Annie Duke in Quit

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.

Annie Duke in Quit

Teller realizes that when you’re building pedestals, you are also accumulating sunk costs that make it hard to quit even as you find out that you may not be able to train the monkey to juggle those torches. By focusing on the monkey first, you naturally reduce the debris you accumulate solving for something that’s, in reality, already solved.

Annie Duke in Quit

The monkeys for the hyperloop to be viable were things like whether you could safely load and unload passengers or cargo, and whether you could get the system up to speed and get it to brake without incident. A couple hundred yards of track wouldn’t tell you anything about whether you could conquer those challenges. In fact, Teller and the team at X figured out that you would have to build practically the whole thing before you knew whether it worked. You would have to build a bunch of pedestals before you could find out if the monkeys were intractable. They quickly decided not to pursue it. One of Teller’s valuable insights is that pedestal-building creates the illusion of progress rather than actual progress itself.

Annie Duke in Quit