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How to Lead with Clarity and Drive Big Results with John Rossman

In this episode of The Tech Leader's Playbook, former Amazon executive and author John Rossman discusses his leadership journey and the crucial role of calculated risk-taking in driving enterprise growth. Drawing from his experience at Amazon and his books, The Amazon Way and Big Bet Leadership, Rossman shares insights on fostering innovation, maintaining velocity, and avoiding the pitfalls of incrementalism. Learn actionable strategies to transform your business, create a culture of innovation, and lead with agility in the digital era. Takeaways Calculated risks are essential for creating enterprise value. Big Bet Leadership focuses on high upside opportunities. Playing to win is different from playing not to lose. Creating clarity and maintaining velocity are crucial for success. Fostering a culture of innovation requires leadership commitment. Customer obsession drives meaningful problem-solving. Active skepticism helps leaders navigate emerging technologies. Avoiding common mistakes can enhance risk-taking strategies. Strategic thinking is vital for tech leaders. Independent opinions can improve decision-making processes. Chapters 00:00 Calculated Risks and Enterprise Value 02:53 John Rossman's Journey at Amazon 06:11 The Importance of Leadership Principles 08:54 Big Bet Leadership: A New Approach 12:11 Playing to Win vs. Playing Not to Lose 15:03 Creating Clarity and Maintaining Velocity 17:50 De-risking Projects Without Overthinking 20:56 Fostering a Culture of Innovation 24:14 Customer Obsession and Problem Solving 27:08 The Role of Skepticism in Leadership 29:50 Avoiding Common Mistakes in Risk Taking 32:47 Strategic Thinking for Tech Leaders 35:58 Balancing Emerging Tech and Business Needs 38:49 Identifying High-Risk Assumptions 42:03 The Importance of Independent Opinions 44:48 Final Thoughts on Leadership and Innovation Guest’s Website: https://johnrossman.com/ Guest’s Social Media Links:   / john-rossman   Resources and Links: https://www.hireclout.com https://www.podcast.hireclout.com   / hirefasthireright