Hasty Briefsbeta

Six Big Bets

a day ago
  • #risk management
  • #startups
  • #big bets
  • Limited big bets in a lifetime due to alignment of risk tolerance, energy, capital, and conviction.
  • Startups offer asymmetric exposure to unlimited upside with limited downside, but opportunities are finite.
  • Six key moments for taking big bets:
  • 1. Age 18: Naïve Conviction - Ignorance as an asset, time, energy, and willingness to look foolish.
  • 2. Age 23: Facing Reality - Exposure to institutional workings, noticing inefficiencies, early traction.
  • 3. Age 28: Informed Speed - Understanding tacit knowledge, network formation, high energy and competence.
  • 4. Age 36: Lateral Leap - Deep domain expertise, interest in mispriced problems, experience over speed.
  • 5. Age 42: Capitalized Execution - Last window for venture-scale startups, deliberate and hypothesis-driven bets.
  • 6. Age 51: Durable Craft - Focus on durability, cash flow, reputation, and compounding trust.
  • Core insight: Structure life to be exposed to upside, not continuous risk.
  • Mistakes: Not leveraging current advantages and forgetting which phase you're in.
  • Life is about accumulating skills, credibility, and capital for the next big bet.