Wealth Strategy Deep Dives | Episode 1: What is Holistic Wealth Strategy? (And Why Wall Street Doesn’t Want You to Know About It)
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Release Date: 04/23/2025
How to Save Six Figures on College Tuition with Smart Financial Aid Strategies
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today’s episode is packed with value for anyone thinking about the daunting challenge of college costs. Our guest, Seth Greene, is the founder of HowToFindMoneyForCollege.com and a leading authority in helping families navigate the ever-increasing expenses of higher education. Drawing from his personal journey and years of experience, Seth’s company has helped families save over $30,000 per year, per child, through smart financial aid optimization and strategic planning. Host Dave Wolcott dives deep with Seth, who shares not only his own story—starting with his family’s struggle to pay...
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Episode 6: Why Traditional Wealth Planning Is Broken (And What to Do Instead)
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today’s solo episode takes a hard look at what’s really broken in the traditional wealth planning model—and why it’s failing so many investors. Dave breaks down the flawed assumptions behind conventional strategies like the 60/40 portfolio, tax deferral, and one-dimensional public market investing. From the dangers of underestimating taxes, fees, and inflation, to the risks of outliving your money, Dave shares why relying on outdated financial advice may be sabotaging your long-term freedom. With his entrepreneurial mindset and deep experience, Dave challenges listeners to think beyond...
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Start and Scale a Service Business for Freedom and Profit
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today’s episode features an insightful conversation with Robin Waite, a seasoned entrepreneur, business coach, and author of Take Your Shot. Robin has helped thousands of coaches, consultants, and service providers build thriving businesses with clarity and purpose. He’s joined by our host, Dave Wolcott, serial entrepreneur and author of The Holistic Wealth Strategy. Together, they break down one of the most accessible – yet often overlooked – ways to build wealth: launching and scaling a service-based business. Robin brings a unique perspective that combines deep business strategy...
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Episode 5: Passive Income VS Accumulation Theory
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Welcome back to Wealth Strategy Deep Dives—your shortcut to building real wealth outside of Wall Street. In this episode, I walk you through two real-world wealth avatars: Conventional Carla and Strategic Sam. One is stuck in the traditional financial system. The other is scaling with clarity, control, and cash flow. Carla follows the mainstream playbook—401(k)s, high taxes, and financial advisors telling her to “just ride it out.” But she's frustrated, taxed to the max, and out of control. Then there's Sam: a business owner playing a 3D wealth game with passive income, tax strategy,...
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Future Proof Your Wealth: International Investing, Asset Protection, and Global Mobility Strategies
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today’s episode welcomes an extraordinary guest, Matt Sumner, founder of Outbound Investment and a leading voice in the world of global wealth strategies. With over 15 years of experience and a unique journey that started in Shanghai and spanned more than 60 countries, Matt has guided over 30,000 advisors and clients through the complex landscape of international investing, tax optimization, and asset protection. Matt’s expertise is built from firsthand experience—from learning Mandarin in China to collaborating with top-tier solution providers worldwide. He brings a fresh,...
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Episode 4: Cash Flow Strategy
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Welcome back to another episode of Wealth Strategy Deep Dives, where we distill powerful wealth-building strategies into short, tactical episodes. Today we’re uncovering one of the most essential frameworks behind building sustainable wealth: The Cash Flow Strategy of the Wealthy. In this solo episode, I walk you through the exact cycle the ultra-wealthy use to create capital, protect it, and compound it over time. We’ll cover how to generate value through your business or W2 income, then use tools like infinite banking to amplify your wealth before investing into tangible assets like real...
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From Navy to Financial Freedom: How Gary McDermid Engineered Passive Wealth with Real Estate & Tax Strategy
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today’s episode features the inspiring journey of Gary McDermid, a former Navy officer turned entrepreneur, real estate investor, and “cash flow engineer.” Host Dave Wolcott welcomes Gary to share how he transitioned from enlisting out of high school to building a life of financial freedom—leveraging real estate, passive income, and smart business acquisitions along the way. Gary’s story is anything but typical. What began with a life-changing piece of advice in Navy “A” school—buy real estate at every duty station—set him on the path to replace his active income with...
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Wealth Strategy Deep Dives | Episode 3: Portfolio Allocations of Ultra Wealthy
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Welcome back to Wealth Strategy Deep Dives—your shortcut to building real, lasting wealth. In this episode, I break down the cash flow strategy used by the ultra-wealthy to scale capital, protect their assets, and generate tax-efficient passive income. We start with the most powerful source of capital—you. Whether you’re a business owner or a W2 earner, your income is the launchpad. But instead of spending it, the wealthy channel it into tangible assets like real estate and energy, stack strategies like infinite banking, and create a rinse-and-repeat wealth engine that multiplies over...
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The Trillionaire Mindset: How AI Can 10x Your Wealth, Time & Business with Mike Koenigs
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Today we have an exciting episode with a true innovator at the intersection of technology and entrepreneurship: Mike Koenigs. Mike is a renowned serial entrepreneur, bestselling author, investor, and a sought-after thought leader in the world of AI and exponential growth. With accolades like speaking engagements at Peter Diamandis's Abundance360 and close collaborations with visionaries like Dan Sullivan, Mike is at the forefront of helping business owners harness the transformative power of AI to scale with speed and precision. Host Dave Wolcott sits down with Mike for a dynamic...
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Wealth Strategy Deep Dives | Episode 2: Six Forms of Capital (What Does Wealth Really Mean?)
Wealth Strategy Secrets of the Ultra Wealthy Podcast
Welcome back to Wealth Strategy Deep Dives—your go-to series for fast, impactful insights on building lasting wealth. In today’s episode, I explore one of my favorite questions to ask: What does wealth actually mean to you? Too often, society defines “rich” through flashy cars and big homes. But real wealth? It’s multi-dimensional. I unpack the six forms of capital—financial, human, social, emotional, spiritual, and intellectual—and how they collectively shape your true net worth. From building community to protecting your health, from spiritual alignment to growth mindset, this...
info_outlineWelcome to the launch of Wealth Strategy Deep Dives, a new solo series where I break down powerful wealth-building concepts into quick, actionable insights. In this first episode, I revisit the Holistic Wealth Strategy—your roadmap to building tax-free wealth and living an optimized life.
We’ll cover how to create a long-term vision, why you are your greatest asset, and how strategies like infinite banking, alternative investing, and smart asset repositioning can fuel your financial freedom. I also highlight passive income strategies and the importance of intentional wealth planning that goes far beyond traditional investing.
Download your free copy of the book: www.holisticwealthstrategy.com
Watch the episode with visuals: Pantheon Invest YouTube
Let’s take your wealth strategy to the next level.