This is chapter 37 from Think Like Amazon: 50 1/2 Ideas to Become a Digital Leader.
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Big Bet Leadership Story
Introducing the Big Bet Leadership Storyboard Carousel – your summary overview to master transformative leadership and strategic innovation. This carousel distills the essence of “Big Bet Leadership” into a compelling visual journey designed to inspire and equip leaders with the tools and insights to successfully navigate high-stakes transformations.
The Hyper-Digital Era Demands Bold Leadership
Some say we have entered the “age of AI”, but the forces at play are much bigger than AI, or even technology, and the impact is going to create a new era of business winners and losers. Here’s the critical context for why we wrote Big Bet Leadership now.
High-Stakes Decision Making Framework
A fast, disciplined way to turn big, risky choices into advantaged bets. It starts by nailing the wicked problem and a vibrant future state, then isolates the few must-be-true hypotheses that drive value and risk. We classify the choice with the Door Test (reversible vs. irreversible), design cheap experiments to learn quickly, and mine hidden jewels—assets that create option value even if we pivot. Canaries and tripwires make risk visible early; meeting mastery keeps decisions crisp; and we hedge the downside, bank the upside with staged commitments and exit ramps. Use regret minimization only as a rare tie-breaker when data



