What happens when a combat fighter pilot shows how trust and courage are built in the cockpit? You get lessons that can transform how you lead and build your brand.
In this episode of 10 More Questions, I sat down with Waldo Waldman, a combat-decorated fighter pilot, Hall of Fame speaker, and bestselling author of Never Fly Solo, to explore why fear never really goes away and how the best leaders turn it into fuel.
Key takeaways:
- The wingman effect: Why trust is built through others, not alone
- Flying with fear: Why courage means acting with it, not without it
- Mint chocolate chip: Why standing out beats blending in
- Niche before scale: Why narrowing first creates credibility
- Push it up: How rituals and language build lasting culture
This episode reveals why the strongest leaders never fly solo, and how creating trust and connection is the foundation of culture and brand.
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More about Waldo Waldman
Waldo Waldman has built his reputation on one simple truth: you should never fly solo. A combat-decorated fighter pilot with over 65 missions, he overcame claustrophobia and a fear of heights to serve in some of the toughest conditions imaginable. That experience became the foundation for his work as a Hall of Fame leadership speaker and bestselling author of Never Fly Solo.
Waldo helps leaders and organisations accelerate performance in highly competitive and fast-changing environments. His core belief is that trust, courage, and collaboration are the engines of lasting success, whether you are in the cockpit or the boardroom.
Beyond the stage, Waldo founded The Wingman Foundation, which supports veterans in need. His work is about building a culture where leaders prepare, personalise, and show up for each other because in life and business, wingmen make the difference.
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