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The Playbook for Financial Freedom: Mindset, Masterminds & Real Assets

Wealth Strategy Secrets of the Ultra Wealthy Podcast

Release Date: 11/21/2025

Wealth Strategies 2026: Multifamily Market Insights, Fed Moves, and Emerging Investment Hotspots show art Wealth Strategies 2026: Multifamily Market Insights, Fed Moves, and Emerging Investment Hotspots

Wealth Strategy Secrets of the Ultra Wealthy Podcast

Today, we're delighted to welcome back Neal Bawa, a recognized expert in data-driven real estate investing. Neal is widely known for cutting through market hype and using objective data to guide his macroeconomic outlooks and investment strategies. His background in computer science and passion for data science brings a refreshing perspective to an industry often influenced by speculation and headlines. On this episode of Wealth Strategy Secrets of the Ultra Wealthy, host Dave Wolcott teams up with Neal to kick off 2026 with clarity and deep market insight. Neal shares his crystal ball...

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Family Banking: The Wealth Strategy of Family Offices show art Family Banking: The Wealth Strategy of Family Offices

Wealth Strategy Secrets of the Ultra Wealthy Podcast

In this episode of Wealth Strategy Deep Dives, Dave Wolcott is joined by MC Laubscher for a powerful conversation on why true wealth is built through intentional structure, not just investments. MC explains how financial freedom unlocks the ability to dream bigger, help others, and build lasting impact—connecting the three pillars that society struggles with most: health, family, and money. The discussion highlights a major shift happening today: many people have stopped dreaming, and rebuilding that vision begins with creating stability across these foundational areas. MC dives deep into...

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From Collapse to Cash Confidence: Damion Lupo’s Wealth Wisdom and Fulfillment Beyond Net Worth show art From Collapse to Cash Confidence: Damion Lupo’s Wealth Wisdom and Fulfillment Beyond Net Worth

Wealth Strategy Secrets of the Ultra Wealthy Podcast

Today we’re joined by an exceptional guest, Damion Lupo, a lifelong entrepreneur and founder of EQRP, one of the leading platforms for self-directed retirement accounts. Damion Lupo’s journey is nothing short of inspiring—after building a multi-million dollar real estate portfolio, he endured a dramatic collapse in 2008, losing $25 million and finding himself homeless. That moment became the catalyst for radical transformation, shifting his focus from just wealth accumulation to helping others achieve true financial freedom. Hosted by Dave Wolcott, author of "The Holistic Wealth...

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The Hidden Psychology Behind Wealth Creation show art The Hidden Psychology Behind Wealth Creation

Wealth Strategy Secrets of the Ultra Wealthy Podcast

In this episode of Wealth Strategy Secrets of the Ultra-Wealthy, Dave Wolcott dives into one of the most overlooked drivers of financial success: your money story. Dave explains why wealth creation isn’t determined by how hard you work, how smart you are, or even what product or service you offer—but by the emotions, beliefs, and subconscious patterns you attach to money. These deeply rooted narratives shape how much you believe you’re worth, how comfortable you are charging for value, and whether you operate from scarcity or abundance. Dave introduces the concept of five money...

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Passive Income Strategies: How to Profit from Distressed Mortgage Debt show art Passive Income Strategies: How to Profit from Distressed Mortgage Debt

Wealth Strategy Secrets of the Ultra Wealthy Podcast

Today’s episode features an exceptional guest, Scott Carson—better known as “The Note Guy”—who has been at the forefront of note investing for nearly two decades. With a background in finance as a top mortgage banker and a successful transition into note investing, Scott Carson has built a reputation for turning distressed mortgage debt into powerful wealth-building opportunities. Having purchased and managed over a billion dollars in debt across residential and commercial properties, Scott’s expertise provides unique insider access to a strategy favored by high-net-worth investors...

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Why Diversification Is a Dangerous Myth show art Why Diversification Is a Dangerous Myth

Wealth Strategy Secrets of the Ultra Wealthy Podcast

In this episode of Wealth Strategy Deep Dives, Dave Wolcott challenges one of the most widely accepted beliefs in investing: diversification as Wall Street teaches it. Dave explains why owning dozens—or even hundreds—of stocks doesn’t actually reduce risk, and how traditional portfolios remain dangerously exposed to the same systemic forces, from central bank policy to market sentiment and geopolitical shocks. When markets correct, correlations converge, revealing that most investors aren’t diversified at all—they’re simply concentrated in a single financial system. Dave breaks...

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Wealth Preservation Strategies Amid Currency Debasement: Gold, Silver, and the Global Financial Reset show art Wealth Preservation Strategies Amid Currency Debasement: Gold, Silver, and the Global Financial Reset

Wealth Strategy Secrets of the Ultra Wealthy Podcast

Today we have an incredibly timely and insightful episode featuring David Morgan, a renowned expert in precious metals and monetary history. With a career spanning decades, David Morgan brings unique depth to our understanding of wealth preservation and strategic investing—especially in turbulent economic times. Joining our host Dave Wolcott, David Morgan shares his remarkable journey that began with a childhood fascination for coins, leading him to become one of the go-to authorities on gold and silver’s pivotal role in modern portfolios. As we kick off 2026 amidst ongoing currency...

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Best of 2025: Tax Strategies, Financial Education, and Mindset Shifts for Lifelong Financial Freedom show art Best of 2025: Tax Strategies, Financial Education, and Mindset Shifts for Lifelong Financial Freedom

Wealth Strategy Secrets of the Ultra Wealthy Podcast

Today’s episode is packed with powerful insights as we welcome a distinguished panel of guests, including Stephen Hall, Sharon Lechter, Ani Manian, and Aaron Hofrichter, alongside your host, Dave Wolcott. Together, they bring a wealth of experience in tax strategy, wealth acceleration, financial education, and the mindset required for lasting prosperity. We kick things off with Stephen Hall, a second-generation tax expert from Robert Hall and Associates, who breaks down the crucial differences between tax planning and tax preparation, and shares actionable tips for structuring your...

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Wealth Begins With Self-Awareness with Richard Coyne & Bill Zahller show art Wealth Begins With Self-Awareness with Richard Coyne & Bill Zahller

Wealth Strategy Secrets of the Ultra Wealthy Podcast

In this episode, Dave Wolcott joins the Road Less Travel Show to share the personal journey that shaped his approach to wealth, leadership, and purpose. From growing up in a middle-class household in Connecticut to serving four years in the U.S. Marine Corps, Dave reflects on the lessons of leadership, integrity, and teamwork that stayed with him long after his military service. After transitioning into corporate America, he found himself frustrated by the lack of mission and purpose—until discovering Robert Kiyosaki’s Cashflow Quadrant, a moment that fundamentally changed how he viewed...

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Living Your Legacy: Building Connection, Harmony, and Purpose Within Your Family show art Living Your Legacy: Building Connection, Harmony, and Purpose Within Your Family

Wealth Strategy Secrets of the Ultra Wealthy Podcast

Today’s episode features an inspiring conversation with Karishma Ismail, an expert in helping high-achieving entrepreneurs and families create meaningful connections and lasting legacies. Joining host Dave Wolcott, Karishma Ismail brings her personal journey as a first-generation immigrant and successful entrepreneur, highlighting the struggles and lessons learned along the way—from witnessing her father’s tireless work ethic to navigating her own path through burnout, success, and ultimately, clarity about what matters most. Throughout this episode, Karishma Ismail peels back the layers...

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In this dynamic solo episode, Dave Wolcott and Justin Donald dive deep into how investors can move beyond Wall Street’s one-dimensional approach to wealth building and adopt the same frameworks used by the ultra-wealthy.

Dave shares his personal journey—from being raised on the traditional “go to school, get a job” mindset to discovering the Cashflow Quadrant and building a diversified portfolio across real estate, private equity, oil and gas, and other alternative assets. Alongside Justin, author of The Lifestyle Investor, they unpack the missing blueprint between knowing you can build wealth differently… and actually doing it.

Together, they explore the Holistic Wealth Strategy—a five-phase roadmap beginning with mindset and vision. Dave reveals why success starts with rewiring your financial beliefs, surrounding yourself with the right community, and creating habits that align with your goals. Justin adds critical insight into why the ultra-wealthy allocate most of their wealth into alternative investments—assets that generate tax efficiency, passive income, and appreciation simultaneously.

Whether you’re just starting to build your financial independence or scaling into multi-generational wealth, this episode is a masterclass in breaking free from the Wall Street playbook and creating a life by design—not by default.

Download your free copy of Dave’s book at HolisticWealthStrategy.com and join the investor community for exclusive education, new opportunities, and resources to accelerate your path to true freedom and legacy wealth.