Decision Making

Inversion

Stop asking how to succeed. Start asking how to fail, and refuse to do those things. The traps you avoid matter more than the moves you make.

The Promise

Stop asking how to succeed. Start asking how to fail, and refuse to do those things. The traps you avoid matter more than the moves you make.

How It Works

  • State the goal, then invert the question. Replace "how do I succeed at X?" with "what would guarantee I fail at X?" The inverted question is almost always easier to answer.
  • Run a premortem before commitment. Imagine the project has failed twelve months from now. Ask why. The reasons surface failure modes that forward planning skips.
  • Build the avoid-list before the do-list. The avoid-list is shorter, more durable, and more actionable than the do-list.

In Practice

Forward thinking is systematically blind to its own traps because aspirational reasoning recruits motivated thinking. Inverting the question routes around the motivation filter. The failure modes surfaced are typically small in number, well-known, and concrete. Avoiding them leaves a decision space where ordinary judgment is enough.