Big Bet Leadership in the Age of AI


High-stakes initiatives fail more than 80% of the time, yet leaders still have to pursue them to grow.

In this episode of the Measure Success Podcast, Carl J. Cox talks with John Rossman, former Amazon executive and author of Big Bet Leadership, about how leaders should approach bold, risky transformation efforts in the age of AI.

John shares why leaders must stop chasing predictability, treat strategy as a set of hypotheses, and focus on one critical bet at a time. The discussion covers AI strategy, experimentation, leadership discipline, and how organizations avoid dilution of focus.

This episode is for executives, operators, and entrepreneurs responsible for leading real change.

🎧 Listen now and measure success differently.

John Rossman Links: 

LinkedIn https://www.linkedin.com/in/john-rossman/ 

Facebook https://www.facebook.com/rossmanpartners

Website http://rossmanpartners.com/


Check out this episode!

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