The day in 2006 that Danny and I started working in earnest on Thinking, Fast and Slow, he began by asking: How long would it take us?
He shaped my answer by retelling me one of his favorite stories, about a textbook that took forever to finish. Then he showed me how to take what he called “the outside view,” rooted in base rates: the historical evidence of other people’s success in similar situations.
He asked a string of questions: How many books similar to this can you think of? How long did they take to finish? How many similar books got abandoned and were never published? How many words can you write on a good day? On a bad day? How many days are likely to be good or bad?
This took hours. It wasn’t easy to uncover details about ambitious books that never saw the light of day -- or to be honest about our own limitations as writers.
Finally, we decided that the book might take as little as a year (there were two of us, after all!) and as much as two-and-a-half.
Thinking, Fast and Slow was published late in 2011, almost five years later.
Early in his career, Danny had spent countless hours measuring the precise, moment-to-moment changes in the diameter of the pupils of people’s eyes. He brought the same precision to bear on words and ideas.
In the spacious living room of his New York apartment, we edited the book by reading alternating paragraphs aloud to each other. Every sentence or two, Danny would stop and ask me: “What did you mean by that?” or, even more often, “Now what do we think I mean by that?”
Every few days, often every few hours, sometimes every few minutes, Danny would threaten to quit. Somehow, I kept talking him out of it.
Often, I would wake up, open my email, and find a barrage of messages he had sent in the middle of the night, beginning with doubt, moving through self-flagellation toward despair -- then culminating in a complete transformation.
“It is obvious that we are on a road to nowhere,” he emailed me at 1:49 a.m. on April 21, 2007. “We need to make drastic changes in the way we work, because we are failing,” he emailed two minutes later. “There is still hope, but we need to reorganize.”
At 3:26 a.m., he emailed: “One thing I can probably do is construct a list of the basic ideas that a chapter contains.”
He ended up rewriting the entire chapter from scratch. At 9:57 p.m., he emailed, “I am making progress on my duties.”
“This is fixable,” Danny emailed me at 1:23 a.m. on Aug. 28, 2007, under the subject line “back to you.” At 1:43 a.m he said, “[your] tough evaluation was appropriate.” At 2:41 p.m., “I send you this with some trepidation,” he wrote. (I don't know when, or whether, he slept.)
In fact, he had completely rewritten what ended up as chapter four of Thinking, Fast and Slow. This latest draft, which he had changed utterly from the previous version, still retained a trace of Danny’s eternal dissatisfaction: “THE NEXT SENTENCE IS VERY UGLY.”
After another relentless round of rewriting, it no longer was.
Every investor could use a bit of that self-doubt that drove Danny never to accept anything on faith and always to believe that good enough is terrible.
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