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Show Your Value with Lee Benson

Show Your Value with Lee Benson

By: Lee Benson
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Summary

Each week, we will explore the Art of Value Creation in three macro buckets. Material value creation, emotional energy value creation, and spiritual value creation.

Lee Benson is a value creation expert with over 30 years of experience in the business world. He is the CEO of Execute to Win, a firm that helps organizations of all sizes to accelerate the value they create. Lee began his value creation journey early, pulling weeds for 25 cents an hour. Since then, he has founded and led seven companies, including Able Aerospace, which he grew from two to 500 employees and 2,000 customers in 60 countries culminating in a 9-figure exit in 2016.

Learn more about Execute to Win - https://etw.com/

© 2026 Show Your Value with Lee Benson
Economics Leadership Management & Leadership Personal Development Personal Success Philosophy Social Sciences
Episodes
  • The Art of the Peer Network: How the World’s Wealthiest Entrepreneurs Scale Their Impact
    May 13 2026

    What happens after you achieve the "big exit"? For many high-performing entrepreneurs, the transition from running a massive operation to managing a massive portfolio is surprisingly isolating.

    In this episode, Lee Benson sits down with Tim Daniels, CEO of TIGER 21, the world’s premier peer membership network for high-net-worth entrepreneurs, investors, and executives. Tim shares his journey from leveraged buyouts to global education, and eventually to leading a community that manages over a quarter of a trillion dollars in assets.

    Lee and Tim dive deep into the "whole person" approach to wealth, exploring why financial success is only one bucket of a truly valuable life. They discuss the power of collective intelligence, the "Portfolio Defense," and why the best leaders are those who balance high achievement with deep humility.

    Key Takeaways:

    • Beyond the Balance Sheet: Why TIGER 21 focuses on the "whole person," including legacy, philanthropy, and family dynamics, rather than just asset allocation.
    • The Five Dimensions of Wealth: A breakdown of Bloom’s Five Types of Wealth (Mental, Physical, Social, Financial, and Time) and how they align with Lee’s three buckets of holistic value creation.
    • The "No Jerks" Policy: How TIGER 21 filters for members who are both teachers and students, ensuring a community built on trust and radical vulnerability.
    • The 100-Year Plan: Strategies for first-generation wealth creators to ensure their success remains a benefit, not a burden, for future generations.
    • The Future of Education: A candid discussion on why the current education system is failing to teach essential life skills and how to foster resilience in the next generation.

    For more free videos, tools, and resources about the MIND Methodology go to https://etw.com/

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    59 mins
  • The 3 Things Every High-Performing Team Has (And Yours Is Probably Missing One)
    May 6 2026

    "A bad team culture will destroy a high performer every single time."

    In this episode of Show Your Value, Lee Benson talks with David Burkus, one of the world’s leading business thinkers and author of Best Team Ever. They dive into the "crunch time" of business growth: that pivotal moment when a founder can no longer have a direct connection to every employee.

    Lee and David explore the mechanics of scaling a high-performing culture, the necessity of "psychological safety," and why individual incentive programs often create more dysfunction than value.

    Key Highlights:

    • The Scalability Trap: Why culture is easy when everyone reports to the founder, and how to maintain "tightness" as you add levels of leadership.
    • The "Bursty" Communication Rule: Why high-performing teams don’t talk constantly, but instead communicate in intense, focused bursts.
    • Psychological Safety vs. Accountability: Why the best teams actually report more mistakes, not fewer.
    • Ending the "Performance Review": Lee’s "OCD" (Outcomes, Capabilities, Duties) framework and why real-time dashboards beat annual reviews.
    • The Crisis of Integrity: Addressing the gap between what employees agree to do and the effort they actually provide.

    For more free videos, tools, and resources about the MIND Methodology go to https://etw.com/

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    1 hr
  • The CEO’s Guide to the AI Transition (Without the Human Cost)
    Apr 29 2026

    What happens when a seasoned entrepreneur takes a 15-month trip around the world with his family only to come back and build an AI-driven powerhouse? In this episode of Show Your Value, Lee Benson sits down with Jason Smith, co-founder and CEO of Klue, to discuss the seismic shift toward "AI-first" business models and the timeless importance of human connection.

    Jason shares the origin story of Klue, which was born from a "scratching an itch" moment when he realized sales teams were losing credibility by winging it against competitors. They dive deep into how AI is acting as both a "nuclear reactor" of productivity and a competitive threat that companies must embrace to survive.

    Key Topics Covered:

    • The "AI-First" Mandate: Why starting a company today means starting with agents first and why small, AI-leveraged teams are the future.
    • The 1-9-90 Rule of AI: How to move from being a "voyeur" to a "tinkerer" and eventually a power user of tools like Claude and ChatGPT.
    • Training Your "AI Interns": A CEO’s perspective on overcoming the fear of "training your replacement" and instead building a personal competitive advantage.
    • Global Perspectives on Value: Jason reflects on his 15-month family sabbatical, teaching his daughters about privilege, poverty, and the universal nature of human connection.
    • The Future of Purpose: Why the "AI revolution" makes human-to-human interaction more valuable than ever and how to find purpose in a world of increasing automation.
    • Embracing Discomfort: Why Jason seeks out the "edge of discomfort" to drive growth and how to handle the skeptics when you’re building something new.

    About Jason Smith

    Jason Smith is the co-founder and CEO of Klue, a competitive enablement platform that helps companies collect, curate, and deliver market insights. A serial entrepreneur and former president of Vision Critical, Jason is a leading voice on leveraging AI to outmaneuver the competition while maintaining a focus on creating real-world value.

    For more free videos, tools, and resources about the MIND Methodology go to https://etw.com/

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    1 hr and 2 mins
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