Sample frameDay 052·Decisions · Foundations

Good morning. You have been asking how to make this work; today you ask what would guarantee it doesn't.

Decisions.

Inversion

5 min read·Apply by lunch

The question

Take the decision sitting in front of you this morning and describe, in specific and slightly embarrassing detail, the version of it that fails completely. If that takes you more than five minutes, you have spent weeks arguing about how to make it work and no time at all on what would break it.

The idea

Carl Gustav Jacob Jacobi, the German mathematician who died in 1851, left behind a working maxim for hard problems: man muss immer umkehren, one must always invert. Problems that resist a direct attack often collapse when you turn them round and solve for the opposite. Charlie Munger, the late vice chairman of Berkshire Hathaway, made it a business method. Asked to give the commencement address at Harvard School in Los Angeles in 1986, he declined to prescribe a good life and instead listed what would reliably guarantee a miserable one: be unreliable, learn only from your own experience, and stay down after your first severe reverse. The method works because failure is far easier to specify than success — it has fewer routes, and they are all well travelled. Most planning only ever runs one way. A room asks how to win, produces a list of hopeful initiatives, and never once names the two or three things that would sink the whole thing.

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