Waldo Waldman

The Wingman. I Help Leaders Accelerate High Performance Cultures of Courage & Trust. Speaker Hall of Fame Inductee | Leadership Coach | Fighter Pilot | NY Times Bestselling Author | Hire Me to Keynote Your Next Event. ⬇️

Known as the Wingman, I help business leaders and teams navigate change, build high-performance cultures of trust, and accelerate growth through courage, resilience, and collaboration.I’m a combat-decorated F-16 fighter pilot, New York Times and Wall Street Journal bestselling author of Never Fly Solo, and an inductee into the Speaker Hall of Fame. I deliver keynotes, leadership and sales training, executive coaching, and team development programs for Fortune 500 companies, associations, and entrepreneurial firms.I didn’t just study fear—I lived it. I overcame claustrophobia and a fear of heights to fly 65 combat missions in some of the world’s most hostile environments. That journey shaped how I help leaders face uncertainty, perform under pressure, and lead with courage when it matters most.More than anything, I’m on a mission to help people break through fear, build trust, and serve with heart. Because when the missiles of adversity launch, you need wingmen you can count on. And you need to be one too.With an MBA and real-world experience leading sales teams in tech and financial services, I love working with executives, entrepreneurs, sales teams, and safety leaders who want to elevate execution, leadership, and impact.My leadership mantra:No fighter pilot flies solo—and neither should you.Clients include UPS, Cisco, Verizon, Medtronic, Procter &amp; Gamble, Caterpillar, Johnson &amp; Johnson, Merck, Siemens, New York Life, the Denver Broncos, and many more.👉 Learn more at www.YourWingman.com or message me here to explore how we can fly together.

Hall of Fame Leadership Keynote Speaker and Executive Coach

* Global sales and leadership keynote speaker. 
* Leadership and Resilience expert and Executive Business coach, MBA  
* Member of the Speaker Hall of Fame - less than 180 inductees worldwide
* Conducts keynotes, seminars & workshops on leadership, trust, peak performance, teamwork, and adapting to change.  Focus is on driving sales and building collaborative cultures of trust.
* Founder and President of The Wingman Foundation - raises funds and awareness for veterans in need and their families

Waldo Waldman, MBA, CSP, CPAE

“Lose sight, lose fight.”
In the Air Force, that wasn’t a slogan. It was how we survived and won in battle. 

If I lost visual contact with my wingman, we were both vulnerable. But when we supported each other, our mission effectiveness increased dramatically.

The same is true in business. When challenge and change happens, some teams can drift apart.  This can result in weakened communication as trust gets assumed instead of reinforced.  Ultimately, performance suffers. 

The best people and organizations stay connected under pressure and build cultures of #collaboration and mutual support.  Most importantly, they speak up, back each other up, and protect the relationship and partnership.  

This is the essence of any high performing team and culture.

Keep sight of your wingman and #NeverFlySolo.

#OneTeamOneMission #KeynoteSpeaker #Trust #Teamwork

Fractional, Interim, and Full-time, provider of CIOs, CTOs, and CISOs - Technology Leadership as a Service. Stephen is a skilled and accomplished Fortium Partner. He brings unique expertise to technology executive service delivery, honed through years of driving business transformations, operational turnarounds, and digital strategies at an accelerated pace. His differentiating blend of broad vision and tactical acumen allows him to distill complex challenges into actionable solutions, yielding impressive results for clients.

Fortium Partners differentiates itself from traditional consulting firms through its innovative business model, extensive experience, and its approach to providing technology leadership. We set ourselves apart from conventional consultants by integrating proven technology leaders within client organizations, emphasizing execution and accountability, and offering flexible, client-focused solutions. This strategy guarantees that clients benefit from immediate, high-impact leadership tailored to their unique needs while avoiding the general inefficiencies, learning curves, and cost increases typically associated with traditional consulting engagements.

As a key member of Fortium’s leadership team, the leading provider of technology leadership, Stephen is part of a distinguished group of over 170 partners, CIOs, CTOs, and CISOs. We have served over 600 clients, including over 100 private equity firms. Our technology leaders utilize decades of expertise to unlock business value and drive portfolio growth for start-up, mid-market, and enterprise private, and public organizations, as well as federal, state, and local governments.

Recognized for his exceptional leadership and strategic and tactical abilities, Stephen is a highly sought-after team builder, entrepreneurial strategist, design thinker, coach, and mentor. He leads with impact and is committed to driving profitable growth, equipping organizations with the agility to thrive in a rapidly changing landscape. This leads to positive outcomes, outstanding customer and partner experiences, and sustainable product innovation.

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