DiscoverThe Undefeated Marketing PodcastHow Keith Cunningham Lost 100 Million Dollars and Built it Back
How Keith Cunningham Lost 100 Million Dollars and Built it Back

How Keith Cunningham Lost 100 Million Dollars and Built it Back

Update: 2022-10-26


Imagine making $100 million dollars before 39 years old and then losing it all…

But then building it back…

That’s Keith Cunningham’s story, and this is why he is literally the greatest business coach who has ever lived, and I’m honored to have him on this week’s Undefeated Marketing episode. 

While 99.9% of business influencers tell you to 100x your business every year – Keith Cunningham does the opposite….In our chat, Keith shares his mindset on how not to lose all of your money in the first place and what you can do as a business leader to “think” about making smarter decisions. This feels especially important in today’s volatile world. 

My favorite question that Keith has ever asked me (which helped me optimize the performance of how we serve our clients)? 

“How much money would you have if you never lost a client?” 

Good one, right?

In 2015, I heard Keith on stage with Tony Robbins for the first time and was blown away by his business acumen and mindset. All the money I invested in Keith’s mentorship has produced returns I never thought possible. Why? Because he helped me avoid super dumb mistakes that would have bankrupted my business. I’m so excited to share Keith’s smart insights with you on this episode, and I highly recommend you make time for it because what Keith says will propel your business to another level.

Want to grow your business by over 50%? Get your FREE Customer (or Client) Data Assessment at

About the Guest: 

Keith Cunningham

American entrepreneur, international speaker, and acclaimed author, Keith J. Cunningham is regarded as one of the foremost authorities and teachers on business mastery. With more than fifty years of business and investing experience, Keith has taught critical business skills to thousands of top executives, business owners, and entrepreneurs around the world.

In Keith’s Keys to the Vault® Business School, he has created a curriculum designed to accelerate the transition from Operator to Owner and drive sustainable financial performance and business success. Through his Board of Directors program, he serves as Chairman of the Board for businesses in a wide range of industries.

Keith’s latest book The Road Less Stupid is about adopting the discipline of Thinking Time, which will enable you to run your business more effectively, make more money, and dramatically increase the likelihood of keeping that money.

Keith is also the author of Keys to the Vault: Lessons from the Pros on Raising Money and Igniting Your Business and The Ultimate Blueprint for an Insanely Successful Business.  

Keith is married to Sandi, and they reside in Austin, Texas.

Connect with Keith






About the Host:

Phillip Stutts:

Contributing to over 1,535 election victories, three U.S. Presidential victories, and working with multiple Fortune 200 companies, best-selling author Phillip Stutts plays the game of political and corporate marketing on the highest level. Phillip’s win-or-die mentality makes him a powerhouse when building research-backed marketing strategies with multi-billion-dollar budgets, battling it out with fierce competitors, and achieving maximum ROI results.

He is the Founder/Executive Chairman of Go Big Media (a political marketing ad firm), CEO of Win Big Media (his corporate marketing agency), and a best-selling author who shares his marketing secrets with the world in his two books, Fire The Now(2018) and The Undefeated Marketing System(2021).

Follow Phillip: 


Instagram: @phillipstutts


LinkedIn: Phillip Stutts

Twitter: @phillipstutts

Resource: The Undefeated Marketing System – How to Grow Your Business and Build Your Audience Using the Secret Formula That Elects Presidents (2021)

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The post How Keith Cunningham Lost 100 Million Dollars and Built it Back appeared first on Phillip Stutts.









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How Keith Cunningham Lost 100 Million Dollars and Built it Back

How Keith Cunningham Lost 100 Million Dollars and Built it Back

Phillip Stutts