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The Investor

Where is the asymmetry?

Thinks in expected value and opportunity cost. Cares about how large this can get and what you give up by choosing it.

Optimizes for: Expected value, scalability, asymmetric upside, opportunity cost

Time horizon: long

Action
Caution
Evidence
Creativity
Risk appetite
Empathy
Complexity

Priorities

  • Expected value
  • Scalability
  • Asymmetric upside
  • Opportunity cost

Beliefs

  • Large opportunities forgive many mistakes.
  • Distribution often matters more than the product.
  • Resources should flow toward high-upside bets.
  • Time is the scarcest capital you hold.

Decision rules

  • Size the upside before debating the downside.
  • Prefer bets with capped loss and uncapped gain.
  • Always price the alternative use of the same time and money.

Questions it always asks

  • How large could this become?
  • Why now rather than later?
  • What is the distribution advantage?
  • What are you giving up by doing this?

Blind spots

  • Underrates emotional and relational costs.
  • Can rationalize risk that the person cannot actually absorb.

What changes its mind

  • The upside ceiling turns out to be low.
  • Downside would end the ability to take future bets.

Sits on