Insights

Hosted by Keith Dorson

Business Entrepreneurship

Website RSS feed

Episodes

Latest episode

Jul 2026

Language

EN-US

About the show

What I have learned in 30 years, you can learn in 30 minutes. Listen in to learn more today!

Listen to episodes

60 recent

July 31, 2026Episode 641 hr 1 min

Exit Day One with Eric and Breanna Simmons

In this episode, Keith sits down with a dynamic husband-and-wife team who recently sold their Florida business—and walked away with an outstanding result. They share the real story behind the sale: how they prepared the company, strengthened its value, found the right buyer, navigated the negotiations, and avoided the mistakes that could have cost them dearly. Whether you hope to sell your business soon or years from now, this episode offers valuable lessons for building a company that buyers will compete to own.

June 30, 2026Episode 6313 min

Genes, Habit, Purpose

In this episode, Keith reflects on a simple but powerful health framework: genes, habits, and purpose. After a recent conversation with “Doctor Doug,” Keith explores what we inherit, what we can control, and why purpose may be the force that keeps us moving forward. This episode is a practical reminder that while genes matter, daily habits and a clear reason to live well can shape the quality, energy, and direction of our lives.

May 31, 2026Episode 6223 min

Create Value, Direct Value, Multiply Value, and Protect Value

In this episode of Insights, Keith teaches COIs and small business owners that real success is not just about earning more money, but about learning how to create value, direct value, multiply value, and protect value . It explains that value is anything that improves another person’s position by solving problems, reducing risk, saving time, increasing clarity, or creating better outcomes. Many people work hard and still stay stuck because they fail to direct their time, money, and energy wisely, or they never learn to multiply their value through systems, team, technology, and leverage. It also emphasizes that unprotected value is fragile, and that stewardship matters in business, relationships, and life. Freedom grows when people become the kind of person who can handle value wisely across their work, money, relationships, and purpose.

April 30, 2026Episode 6119 min

20 Point Days and The Hero's Journey

In this episode, Keith explores the power of a “20 Point Day” — a simple system for assigning point values to your most important goals and building momentum by aiming to earn at least 20 points each day. But success is not just about strategy; it is also about the inner battle. That is where the Hero’s Journey comes in. We also unpack nine key psychological barriers that can quietly hold people back, helping you recognize the mental roadblocks that stand between intention and action.

March 31, 2026Episode 6022 min

The Adolescence of Technology and the U.S.

In this episode, Keith unpacks the ideas from “The Adolescence of Technology,” a major January 2026 essay by Anthropic CEO Dario Amodei that frames the rapid rise of AI as a kind of technological adolescence — a powerful, unpredictable phase where society may be handed transformative capabilities without the maturity to manage them responsibly. We dive into the warnings about economic upheaval, national security challenges, and the potential for AI systems to behave in ways humans don’t expect, and we explore the possibilities that come with these breakthroughs when paired with thoughtful governance and innovation. This episode doesn’t just summarize the risks; it situates them within the broader context of U.S. technological leadership, institutional readiness, and the choices we face as AI reshapes work, politics, and power — inviting you to think critically about both the dangers and the opportunities ahead.

February 28, 2026Episode 5912 min

Rocks in Your Mind

In this episode of Insights , Keith drops a handful of “rocks” into your mind — ideas meant to be tumbled, turned, and polished over time. He explores exit planning not as an ending, but as a strategic advantage. He challenges how you think about sales — not as pressure, but as service. Keith unpacks the power of systems as freedom engines, and why intellectual property may be one of the most underappreciated assets you can build. This conversation ties directly into Freedom Planning and the creator mindset: designing a business and life intentionally instead of by default. Don’t rush through this one. Let these concepts roll around. The sharp edges are where the growth begins.

January 31, 2026Episode 5821 min

Zero Tax Bracket

What if legally paying zero in taxes wasn’t a fantasy—but a strategy? In this episode, Keith breaks down the smartest tips, tools, and tactics high-performers use to shrink their tax bill all the way to the zero tax bracket. From income timing and asset placement to deductions, credits, and advanced planning moves, you’ll learn how the wealthy think about taxes—and how you can start playing the same game. This is about working smarter, not harder… and keeping more of what you earn.

December 31, 2025Episode 5715 min

Homo Deus Book Review AI

In this episode of Insights , Keith explores Homo Deus by Yuval Noah Harari through the lens of artificial intelligence, human purpose, and the future of decision-making. As AI systems grow more powerful, what happens to meaning, free will, and human relevance? Keith unpacks Harari’s core ideas around dataism, algorithms, and the shifting role of humanity in a world increasingly shaped by machines—and translates them into practical insights for investors, business owners, and lifelong learners navigating rapid change. This conversation isn’t about fear—it’s about awareness, preparation, and wisdom. If you want to understand where technology is taking us, how AI may reshape society, and why human values matter more than ever, this episode will challenge and expand your thinking.

November 30, 2025Episode 5641 min

Risk Management Insights with Greg Robinson

Keith is joined by Greg Robinson, an attorney with decades of experience across various fields of legal matters. Today, they discuss a number of life altering risks that need to be avoided and methods for doing so.

November 15, 2025Episode 559 min

When Culture was the Moat: The Rise and Drift of Southwest Airlines

For nearly 45 years, Southwest Airlines defied gravity — not just in the skies but in business. Herb Kelleher built an airline where culture was the moat and people came first. After his passing, that magic began to fade. In this episode, Keith Dorson unpacks how a founder’s philosophy created decades of success — and what every entrepreneur, leader, and small business owner can learn about building a system and a culture that lasts.