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/
Carl J. Cox is the CEO and founder of 40 Strategy Inc. Through his career, Carl has been an executive leader and board member with seven different organizations who have grown 2x to 7x with operations in four continents. Early in his career, he started at PricewaterhouseCoopers. He is a certified Gallup Coach for Clifton Strengths.
Carl J. Cox is author of Lost at CEO, An Entrepreneur’s Guide to Strategy, which reached #1 Amazon bestseller in 12 separate categories at launch in May 2023. He is the host of the Measure Success Podcast, where he talks with CEOs, authors, and extraordinary achievers about effective strategies that inspire success in business as well as their personal life. His company donates 10% of their client net revenues towards charitable organizations.
Carl has been married for over 25 years and they have four children. He coached over 20 winning seasons in youth football, basketball, and baseball. Today, Carl enjoys spending time with family and friends, traveling, reading books, and playing golf. He resides in North Plains, Oregon.
