Lt. Col. Rob “Waldo” Waldman

Winners Never Fly Solo

What If Your Clients Viewed You as a Wingman - a Trusted Partner - Committed to their Success?

In today’s highly competitive and constantly changing business world, organizations that promote cultures of trust, commitment, and mutual support will dodge the missiles of change and win

Hall of Fame keynote speaker Waldo Waldman, MBA is a sales and leadership expert who helps transform teams into trustworthy, accountable, and high performance partners for success.

Much more than a decorated fighter pilot and motivational speaker, Waldo has real world business experience and is a thought leader on creating cultures of commitment, collaboration and trust.  His mission is to help you and your team

His is a perfect opening motivational keynote speaker where you want to set a high-energy tone for your entire meeting. Or, as a closing keynote speaker where he will reinforce the message of teamwork and relationships as your team heads back to work to win their business missions.

Performance Credibility – Decorated Fighter Pilot & Real World Business Experience-

Proven Content: New York Times and Wall Street Journal Bestselling Author

Platform Skills:  Speaker Hall of Fame Inductee and Certified Speaking Professional

Educated:  US Air Force Academy Graduate; MBA – Phillips University

Community Leader:  Philanthropist, Father, Husband, Mentor, Friend


  • Never Fly Solo

“Weaving our business into your presentation made it very personal and our sales organization really liked that. Your message about “never flying solo” and trusting partnerships certainly resonated with Colonial and I’m excited about the renewed enthusiasm our sales organization has shown this year.”

-Tom Arnold, SVP Sales & Marketing Colonial Life Insurance Company


“This was our first ever sales conference and Waldo delivered! His preparation and care in understanding our business challenges made his message extremely relevant. He’s an outstanding storyteller…funny and authentic.”

– Linda Hodo, VP of Corp Development, Zurich Insurance


“Waldo, I’ve worked with many speakers over the years and you stand out as one of the most client-focused I have ever worked with. Moreover, your interaction with the audience and passion are commendable, and your message is relevant to all phases of life…from business to the home. Thank you for making our National Education Conference in Nashville a mission success!”

– Lynette Schick, Education Director – Society of Government Meeting Professionals

Waldo’s Client List Includes…

  • Ash Brokerage
  • Bank of America
  • Genworth
  • Investors Capital
  • John Hancock
  • Mass Mutual
  • Morgan Stanley
  • Nat’l Association of Fixed Annuities
  • New York Life
  • Raymond James
  • SunTrust Banks
Travels From:  Georgia
City: Atlanta
$15,001 to $20,000


Motivational speaker Rob Waldman is a highly experienced combat veteran with over 2,650 flight hours and sixty-five real world combat missions, having flown both in Iraq enforcing the “No-Fly Zone” and in Yugoslavia during Operation Allied Force in 1999. Some of his military honors include five Air Medals, two Aerial Achievement Medals, four Air Force Commendation Medals, and two Meritorious Service Medals.

Waldo overcame massive claustrophobia and a fear of heights to become a fighter pilot and believes that the key to building a culture of trust lies with your wingmen – the men and women in your life who help you to overcome obstacles, adapt to change, and break performance barriers. In business and life, you should never fly solo!

Waldo is a graduate of the U.S. Air Force Academy and also holds an MBA with a focus on Organizational Behavior. He spent several years in global technology sales and financial services before embarking on his speaking career.

He is an inductee into the Speaker Hall of Fame, a prestigious award that honors speakers who have reached the top echelon of platform excellence, and has been bestowed on less than 190 speakers worldwide since 1977.


The Power of Partnership to Reach New Heights in Financial Services

Flying solo in financial services? You might think so. But take a good look around. You have managers. You have broker/dealers. You have product consultants, suppliers and office staff. And you have colleagues, family members and significant others. By committing yourself to excellence and placing your trust in the wingmen in your life, you can overcome obstacles, adapt to change, and break performance barriers during adverse times. Most importantly, when you are a wingman to others, there is no mission you can’t complete!

Lt. Col. Rob “Waldo” Waldman, The Wingman, overcame a lifelong battle with claustrophobia and a fear of heights to become a combat decorated Air Force fighter pilot and highly successful businessman, entrepreneur, and New York Times bestselling author. His motto is Winners Never Fly Solo!

Through his captivating personal stories and high-energy videos, learn how you, like a fighter pilot, can succeed in highly competitive and demanding environments.

Discover how to prepare diligently for every mission; employ loyal wingmen to promote Integrity and mutual support; and lead your team with courage, compassion and conviction. Be inspired to take to the skies knowing that you have wingmen to help you face challenges and change with confidence while maximizing your potential in all aspects of your life.

Areas of expertise

  • Team Building
  • Peak Performance
  • Leadership
  • Communication
  • Sales
  • Building a Culture of Trust
  • Motivational & Inspirational
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