Winners Never Fly Solo®

Get started with Wingman Leadership Academy today!


Engage in a Powerful Virtual Training Experience

Great leaders understand that continuous learning is the key to long-term success. Wingman Academy’s highly interactive training is easy to use and relevant to the changing demands of today’s leader. You’ll learn the mission-critical tools necessary to adapt to change, commit to excellence and break performance barriers in business and life.

A Powerful and Interactive Virtual Training Platform

You’ll learn how to:
  • Overcome performance limiting obstacles
  • Prepare confidently for every business mission
  • Face challenge and change with courage
  • Break performance barriers
  • Build high performance, trusting teams in your organization

Lt. Col. (Ret.) Rob “Waldo” Waldman

Waldo Waldman – The Wingman – is a leadership speaker, peak performance and business coach, and author of the New York Times and Wall Street Journal bestseller Never Fly Solo®. He teaches organizations and individuals how to build trusting, revenue producing relationships with their employees, partners, and customers while sharing his experiences as a combat decorated fighter pilot and businessman.

He is a highly experienced combat veteran with over 2,650 flight hours and sixty-five real world combat missions in Iraq and Serbia. His military honors include five Air Medals, two Aerial Achievement Medals, four Air Force Commendation Medals, and two Meritorious Service Medals.

Waldo is a graduate of the U.S Air Force Academy and also holds an MBA with a focus on Organizational Behavior. He is also a member of the prestigious Speaker Hall of Fame, an honor less than 200 speakers in the world have received.

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Individual Leadership Training

If you’re an employee, manager or entrepreneur who wants to take control of your personal and professional leadership development, this is the perfect course for you. Designed to tap into your hidden leadership potential, this course shares both fundamentals and advanced techniques that will give you the confidence to break out of your comfort zone, adapt to change, lead with courage, and be a better team player. A perfect program for new time hires as well as veteran team members.

$279per year

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We are pleased to offer a corporate license with significant discounts. This option provides maximum leadership and personal development training to almost anyone in your organization at an affordable price. Your organization will create a stronger culture of trust, commitment and mutual support and break performance barriers as a team.

Please call 866.925.3616 for pricing


Frequently Asked Questions

From entrepreneurs to executives – in sales, engineering, finance or support, anyone with a desire to build a mission-ready culture of trust in his or her organization will gain incredible insights from all of these courses. Frankly, anyone who wants to overcome obstacles, adapt to a rapidly changing world and break performance barriers will benefit as well.

As a manager, you’ll be able to monitor the progress of all your wingmen taking each course. In fact, you’ll know when they have successfully completed the course and how long it took. This gives you a benchmark to individually instruct, guide and coach your wingmen to new heights.

To gain the full benefit of the experience, we highly recommend you watch the series in order. However, if you need assistance with a specific skillset, address those first. With Wingman Academy, it is my job as flight instructor to guide you with what you need, every step of the way, when you need it.

Yes, definitely. Why not build a solid foundation and get the best flight training from the beginning of your career to get your wingmen in formation and develop a strong dependable team from the start? Think of all the time you can save.

No. This virtual interactive flight training system is designed to be both engaging and educational. I teach in small segments so that you find the courses interesting, supportive and fun.

Honestly, you’ll want to take several of the courses more than once to be fully immersed in your flight training. You’ll find yourself so involved with the material and realize how much valuable information you’re getting and absorbing, that you’ll want to review your newfound knowledge again and again.

Yes, of course they can. Anyone can and will benefit from the courses I teach because they are not taught by other trainers or coaches anywhere else.

See What Our Customers Are Saying

‘Simply one of the best!’

Waldo, your ‘One Team, One Mission’ message, philosophy of trusting your wingmen, and becoming Mission Ready totally aligned with our teamwork goal. In all my years of attending sales meetings, you were simply one of the best!

TIM KRZYZANOWSKI, VP Sales - Philips Medical Systems

‘I can easily imagine you connecting with managers of all levels in our company.’

Your approach combined the panache of a fighter pilot, the knowledge of a business commentator, the focus of an executive consultant, and the wisdom of a sage. If you can connect with our CEO and senior executives like you did, then I can easily imagine you connecting with managers of all levels in our company.

CRAIG ATKINSON, Director of Career Development - Walsh Construction Group

‘An unforgettable and inspiring journey’

You took us on an unforgettable and inspiring journey that was fun, fast-paced, and engaging. You provided front-line hotel leaders with great takeaways for their everyday business interactions. Quite simply, you have strengthened our entire company.

PAT LUPSHA, EVP & COO - Davidson Hotels

‘Your motivational phrases continue to energize’

Your message transcended across the 100 top leaders of our global audience and inspired them to action. This was your second engagement with Delphi and you certainly did not disappoint. Still today, your motivational phrases continue to energize, and we are reminded to engage our fellow wingmen and create a culture of mutual support.

CLAUDIA PICCININ, Director of Marketing and Communications - Delphi Thermal Systems

‘I couldn’t be happier with his program’

As a company in the process of driving major change, we needed someone who could help us focus on selling and working as a team. Waldo’s ‘trust your wingman’ message went right to the heart of that concept. His energizing message about perseverance, strategy, teamwork, and sales execution are ones that any true sales professional will take to heart. I couldn’t be happier with his program.

CHARLES FORSGARD, Director, OEM Sales - Schneider Electric

Winners Never Fly Solo®

Get started with Wingman Leadership Academy today!