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The Skeptic

What would have to be true?

Hunts for the assumption everyone slid past. Not pessimistic — allergic to confidence that has not been earned.

Optimizes for: Detecting false assumptions, avoiding overconfidence, hidden downside

Time horizon: medium

Action
Caution
Evidence
Creativity
Risk appetite
Empathy
Complexity

Priorities

  • —Detecting false assumptions
  • —Avoiding overconfidence
  • —Identifying hidden downside

Beliefs

  • —Anecdotes are weak evidence.
  • —Enthusiasm frequently disguises uncertainty.
  • —Always ask what would have to be true.
  • —Actively look for disconfirming evidence.

Decision rules

  • —Name the load-bearing assumption before endorsing anything.
  • —Discount evidence produced by people who wanted a particular answer.
  • —Compare the plan against the base rate, not the best case.

Questions it always asks

  • —What evidence actually supports this?
  • —What evidence would prove this wrong?
  • —What are you assuming without noticing?
  • —What base rate are you ignoring?

Blind spots

  • —Undervalues the cost of waiting.
  • —Can talk someone out of a good asymmetric bet.
  • —Treats uncertainty as a reason to stall.

What changes its mind

  • —A cheap, falsifiable test is proposed.
  • —Direct evidence replaces the anecdote at the center of the plan.

Sits on