Wealth Strategy Secrets of the Ultra Wealthy Podcast
Welcome to "Wealth Strategy Secrets of the Ultra Wealthy," a masterclass in wealth creation, preservation, and legacy building, hosted by renowned wealth strategist Dave Wolcott. This podcast dives deep into the lesser-known, often secretive strategies that the ultra-wealthy use to amass and protect their fortunes. Each week, join Dave, a seasoned expert in wealth management, as he unveils the complex world of high finance, investments, tax strategies, and estate planning. Dave brings his decades of experience to the table, offering listeners an insider's view on how to think about wealth, leverage opportunities, and avoid common pitfalls that can erode financial success. In "Wealth Strategy Secrets of the Ultra Wealthy," you won't just hear from Dave. The show features a dynamic lineup of financial experts, successful entrepreneurs, and influential thought leaders, all sharing their insights and personal stories of triumph and resilience. These conversations aren't just about accumulating wealth; they're about cultivating a mindset for prosperity and understanding the responsibility that comes with significant wealth. Whether you're an aspiring millionaire, a seasoned investor, or simply looking to improve your financial literacy, this podcast is your gateway to understanding the sophisticated techniques of the world's financial elite. Dave's engaging, accessible approach breaks down complex concepts into actionable advice, making the world of ultra-wealthy wealth strategies accessible to everyone. Tune in to "Wealth Strategy Secrets of the Ultra Wealthy" and embark on a journey to transform your financial future. Learn, get inspired, and start applying the secrets of the ultra-wealthy to your own wealth journey!
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Private Credit Investing: High Yields, Diversification & Cash Flow
09/12/2025
Private Credit Investing: High Yields, Diversification & Cash Flow
In this Wealth Strategy Deep Dive, Dave Wolcott unpacks one of the fastest-growing opportunities in alternative investments—private credit. With traditional banks tightening lending standards, private credit has surged from $500 billion a decade ago to nearly $2 trillion in 2025. This asset class offers investors higher yields, downside protection through collateralized loans, and steady, non-correlated income streams that outperform traditional bonds and many real estate investments. Through real-world examples—like Florida roofing companies who turned to private credit after hurricanes to quickly fund growth—Dave illustrates why billionaires and institutions have been pouring into this space. You’ll learn how private credit funds generate double-digit returns, why short loan cycles can accelerate compounding, and how they create stability and diversification in a portfolio that’s heavy in equities or real estate. For more insights and resources on this strategy, visit . Take the next step: Head over to to download your free copy of Dave’s book, The Holistic Wealth Strategy. You’ll also gain access to our investor community, exclusive educational content, and new opportunities to accelerate your path to freedom. Ready to go deeper? Book a call with our team to explore our Virtual Family Office services or join our mastermind group to start building true generational wealth.
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Cash Flow Over 401(k)s: Build Passive Income with Real Assets
09/10/2025
Cash Flow Over 401(k)s: Build Passive Income with Real Assets
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Invest in Yourself: The #1 Wealth Strategy for High Achievers
09/05/2025
Invest in Yourself: The #1 Wealth Strategy for High Achievers
In this Wealth Strategy Deep Dives episode, Dave Wolcott unpacks one of the biggest common denominators among highly successful people: they invest in themselves first. From masterminds and personal development to daily habits like meditation, journaling, and fitness, Dave explains why focusing on your growth delivers the highest ROI—often 10x to 100x. He also reminds us that success isn’t just about net worth. It’s about advancing consciousness, designing your life intentionally, surrounding yourself with the right people, and creating lasting impact. Money follows when you focus on building yourself, your habits, and your vision for the future. Ready to take the next step? Visit to download a free copy of Dave’s book and join our investor community. You’ll also gain access to exclusive content, opportunities, and resources to accelerate your path to freedom. Book a call with our team or join our mastermind to go deeper into building true generational wealth.
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Build Wealth with Banks’ Money: Creative Financing & Credit Stacking Strategies
09/03/2025
Build Wealth with Banks’ Money: Creative Financing & Credit Stacking Strategies
Today’s episode is packed with inspiration and practical strategies as we welcome Brandon Elliott, a self-made real estate investor with a journey unlike any other. Brandon is the founder of Credit Counsel Elite, and his story takes us from a childhood of scarcity, through dangerous setbacks, and ultimately to financial freedom. After surviving a life-altering explosion, Brandon transformed his mindset and set out to master the art of leveraging banks’ money—what he calls “OBM: Other Banks’ Money”—to build an impressive $14 million real estate portfolio and generate over $50,000 per month in income. Brandon hasn’t followed a conventional path to wealth, and certainly not the Dave Ramsey approach. Instead, he’s used creative financing, strategic credit stacking, and under-the-radar banking strategies to make capital available and accelerate his investments—without relying solely on his own savings or high-interest options. His mission now is to help other business owners, real estate investors, and entrepreneurs learn the “rules of the game” that banks use, so they too can tap into life-changing funding opportunities. In this episode, Brandon shares the real-life lessons that took him from financial rock bottom to thriving success. You’ll hear actionable insights and step-by-step advice for creating capital out of seemingly thin air. In this episode, we discuss: Brandon's journey from hardship to financial independence Creative ways to leverage credit and bank relationships to generate investment capital The fundamentals of the BRRRR strategy and credit stacking Actionable tips for building strong credit profiles and accessing zero-percent bank funding Click here to learn more:
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The Blueprint for Building Wealth Beyond Wall Street
08/29/2025
The Blueprint for Building Wealth Beyond Wall Street
In this solo episode of Wealth Strategy Deep Dives, I share the foundational principles behind building true, lasting wealth outside of Wall Street. Over the past 25 years, I’ve invested in alternative assets, studied passive income theory versus accumulation theory, and built businesses that focus on both growing and protecting capital. What I’ve discovered—and what I share in today’s conversation—is that wealth isn’t just about tactics like real estate or oil and gas investments. Those are tools. The real key is clarity. Clarity around your vision, your values, and how financial capital fuels other critical forms of capital: spiritual, emotional, social, and physical. At the end of the day, money is not the end goal—it’s the energy that empowers you to live with purpose, create impact, and build legacy. This episode unpacks why the “just hit a retirement number” approach of traditional financial planning falls short, and why creating a holistic wealth blueprint allows you to align money with meaning. If you’ve ever wondered how to move beyond simply chasing returns to creating real freedom for yourself and your family, this episode is for you. If this episode sparked something, head to to download a free copy of my book. You’ll also get access to our investor community where we share exclusive educational content, new opportunities, and resources designed to help accelerate your path to freedom. And if you want to go even deeper, book a call with our team to learn about our Virtual Family Office services or join our mastermind group where we dive into building true generational wealth.
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How to Build Wealth Like a Family Office Using Alternative Assets
08/27/2025
How to Build Wealth Like a Family Office Using Alternative Assets
Today we have a fascinating episode with Daniel Brereton, Director at Equity Multiple, and a true expert in both traditional and alternative investments. Daniel’s journey is as impressive as it is educational—after serving as an Army officer, he translated his leadership and analytical skills to the world of private markets, first at UBS advising pensions and endowments, and now helping everyday investors unlock access to institutional-quality real estate deals. Host Dave Wolcott explores Daniel’s evolution from the military to the cutting edge of wealth strategy, shining a light on how family offices and leading endowments invest beyond the stock market. Daniel shares his firsthand knowledge of asset allocation and explains why alternatives like private credit and real estate can be game-changers for building a diversified, resilient portfolio. In this engaging conversation, Daniel breaks down what true financial freedom means, what he learned by working with some of the world’s most sophisticated investors, and how regular investors can benefit from private market opportunities—without needing to write million-dollar checks. Listeners will gain actionable advice on evaluating risk, choosing the right partners and sponsors, and building wealth with patience and intention. In this episode, we discuss: The fundamentals of asset allocation and diversification beyond traditional stocks and bonds Why private credit and real estate are especially attractive in today’s market cycle How to assess risk, sponsor quality, and market opportunities in private market deals Actionable tips for gaining access to institutional-quality investments and accelerating your wealth trajectory
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Why Building a Dream Team is the Secret to Lasting Wealth
08/22/2025
Why Building a Dream Team is the Secret to Lasting Wealth
In this solo episode of Wealth Strategy Deep Dives, Dave shares one of the most powerful keys to building legacy wealth—creating your dream team. Too often, investors try to grow alone, but the ultra-wealthy know that scaling wealth requires surrounding yourself with experts who can help you protect, preserve, and multiply your assets. Dave walks through the essential roles every investor should consider, from a functional medicine doctor and nutritionist who keep you performing at your peak, to proactive tax planners, asset protection attorneys, insurance strategists, and risk managers who safeguard your wealth. He explains why the right advisors should not just be at your level—but 10x above you—so you can accelerate your path to becoming your future self. This episode challenges you to ask a game-changing question: If I were to 10x my wealth today, who would I need on my team to make that happen? The answer may transform not only your portfolio, but your entire life. Ready to take the next step? Download a free copy of Dave’s bestselling book The Holistic Wealth Strategy at . You’ll also gain access to our exclusive investor community, packed with education, opportunities, and resources to accelerate your path to freedom.
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What Wall Street Won’t Tell You: True Wealth Strategies Using Self Directed IRAs
08/20/2025
What Wall Street Won’t Tell You: True Wealth Strategies Using Self Directed IRAs
Today’s episode is an absolute must-listen for anyone eager to take charge of their financial future and break free from the Wall Street roller coaster. We’re joined by Kaaren Hall, the founder and CEO of U Direct IRA Services, and a true force in the world of Self Directed IRAs. With a background rooted in real estate, mortgage servicing, and loan origination, Kaaren brings over a decade of hands-on experience empowering investors to diversify their retirement funds beyond conventional stocks and bonds. Throughout this informative conversation, Kaaren unpacks the opportunities and realities of self-direction. She shares her journey from the mortgage industry to building her own self-directed IRA firm, and reveals how investors are using these accounts to tap into real estate, private credit, precious metals, syndications, and even cryptocurrencies. Kaaren also tackles the myths and misconceptions about diversification as sold by Wall Street, emphasizing the importance of understanding your investments and taking full responsibility for your financial decisions. Practical, step-by-step advice is offered on how to open, fund, and invest through a self-directed IRA, as well as how to avoid common tax pitfalls like UBIT and UDFI. Whether you’re looking to reposition idle retirement assets or just want to raise your financial IQ, Kaaren’s expertise will help illuminate the path toward greater control and smarter diversification. In this episode, we discuss: The basics of self-directed IRAs and how they work Real-world myths and truths about investment diversification Tax considerations such as UBIT and UDFI How to select and perform due diligence on alternative assets Click here to learn more:
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Accumulation Theory Vs. Passive Income
08/15/2025
Accumulation Theory Vs. Passive Income
In this special solo episode of Wealth Strategy Secrets of the Ultra Wealthy, Dave Wolcott breaks down one of the most misunderstood concepts in wealth building—the difference between an accumulation strategy and a passive income strategy. While traditional financial planning focuses on building a nest egg for retirement, Dave explains why shifting your mindset to prioritize consistent, sustainable cash flow can give you true freedom—no matter your age. He challenges the conventional retirement narrative, showing how freedom of purpose, time, and relationships matters far more than a “magic number” in your bank account. Dave also debunks the myths around passive income, revealing why many so-called “passive” streams like Airbnb, YouTube channels, or Amazon stores are actually businesses requiring years of effort before becoming hands-off. He dives into the deeper question of why you’re seeking passive income in the first place, emphasizing that clarity of vision and intentionality often matter more than the money itself. With parallels between health and wealth, Dave shares how mindset, intellectual capital, and even longevity practices tie into building a truly holistic life—where your wealth fuels vitality, purpose, and impact. Grab your FREE copy of The Holistic Wealth Strategy and get access to our exclusive investor community here: Want to go deeper? Book a call with our team to learn about our Virtual Family Office services or join our Mastermind to accelerate your path to generational wealth:
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Sharon Lechter on the Real Wealth Mindset: Assets, Legacy & Financial Freedom
08/13/2025
Sharon Lechter on the Real Wealth Mindset: Assets, Legacy & Financial Freedom
Today’s episode features a true legend in the world of financial education—Sharon Lechter. Sharon is the co-author of the globally renowned book, Rich Dad, Poor Dad, a bestselling CPA, and a former advisor to two U.S. Presidents. Her mission: to elevate financial IQ and empower people everywhere to achieve financial freedom. Dave Wolcott sits down with Sharon for a comprehensive conversation that goes behind the scenes of the Rich Dad story—how it began, why it resonated with millions, and the powerful legacy it’s still creating today. Sharon shares her unique upbringing around the language of assets and cash flow, her early business ventures, and the pivotal moment that led her to collaborate with Robert Kiyosaki and create the groundbreaking Cashflow board game. Listeners will gain a fresh perspective on wealth-building, as Sharon breaks down complex ideas like good and bad debt, the importance of true diversification, and why “assets are sexy.” She also shares practical, actionable wisdom for navigating today's uncertain markets, and timeless advice for teaching children the mindset and skills they need to be successful with money. Whether you’re just starting your wealth journey or looking to take things to the next level, Sharon’s insights are guaranteed to change the way you think about money and legacy. In this episode, we discuss: The origin of Rich Dad, Poor Dad and Sharon’s journey to financial literacy advocacy The difference between real asset diversification vs. Wall Street’s version Understanding good debt vs. bad debt and how to leverage it wisely How to break the cycle of financial ignorance for the next generation Click here to learn more:
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Diversification Is a Lie: How the Ultra-Wealthy Actually Invest
08/08/2025
Diversification Is a Lie: How the Ultra-Wealthy Actually Invest
In this Wealth Strategy Deep Dive, I challenge the conventional wisdom around diversification that Wall Street and traditional financial planners promote. Most investors are told to split their portfolio in a 60/40 allocation between equities and bonds, or maybe diversify further across different market caps and international equities. But in reality, that's just moving risk around within a single asset class that's still correlated to the market—and still vulnerable to volatility. Drawing from the playbooks of ultra-high-net-worth investors, family offices, and sovereign wealth funds, I break down what true diversification looks like. It goes beyond the stock market and includes non-correlated asset classes such as real estate, private equity, and businesses. But it’s not just about adding asset types—it’s about strategically managing risk across different environments. After all, going all-in on real estate carries its own interest rate risks too. True wealth strategy means building a portfolio that can weather any storm by thoughtfully spreading your investments across multiple, uncorrelated areas. If this episode sparked a new way of thinking for you, grab a free copy of my book at and join our investor community. You’ll get exclusive access to new opportunities, deep-dive educational content, and the tools you need to create multi-generational wealth. For those ready to go further, connect with our team to explore our Virtual Family Office or join our Mastermind for advanced strategies.
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How to Become a Time Billionaire: Build Wealth, Peace, and Purpose Like Nels Jensen
08/06/2025
How to Become a Time Billionaire: Build Wealth, Peace, and Purpose Like Nels Jensen
Today’s episode is a powerful detour from traditional wealth-building strategies as we welcome Nels Jensen to the show. Nels is the CEO of Williamsburg Learning, a thriving entrepreneur, and a dedicated yoga instructor who has mastered the art of integrating business, personal growth, and family. Unlike most stories you hear about the ultra-wealthy, Nels reveals how he became a “time billionaire”—someone who has intentionally created an abundance of free time and peace, not just financial success. In this enlightening conversation, Nels shares his journey from building a fast-growing online education company to structuring his life and business in a way that allows him to take months-long sabbaticals and truly be present with his family. He opens up about the mindset shifts required to move beyond the typical entrepreneurial trap of busyness and burnout, and instead cultivate intentionality, clarity, and harmony. Nels and host Dave Wolcott also explore the deeper aspects of living a fulfilling life—touching on consciousness, personal rituals, and how to invest your time and energy with as much precision as your money. Nels even offers actionable tools like the “Teach the Class” mindset to help listeners break free from self-imposed limitations and find more peace. In this episode, we discuss: How Nels became a “time billionaire” and structured his business for maximum freedom The importance of intentional living and mindset in breaking free from the trap of busyness Creating a personal “time and energy investment thesis” to live with more purpose and less stress Practical strategies for cultivating peace, harmony, and consciousness in everyday life Listen here:
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What Is Holistic Wealth? Redefining Freedom Beyond Just Money
08/01/2025
What Is Holistic Wealth? Redefining Freedom Beyond Just Money
In this new Wealth Strategy Deep Dives episode, Dave redefines what it truly means to be wealthy—not just in terms of dollars and cents, but through a holistic lens that includes emotional, intellectual, spiritual, and social capital. Drawing from his own journey and inspired by thinkers like Dan Sullivan, Dave unpacks how true wealth is rooted in freedom—the freedom of money, time, purpose, relationships, and location. If you've ever felt that being "rich" isn’t the same as being fulfilled, this episode is your wake-up call. Dave explains why chasing material success alone leads to burnout, and how aligning your wealth strategy with your values and purpose is the real secret to living a life of freedom, prosperity, and impact. This isn’t about retirement—it’s about never wanting to stop doing what you love. Download the free Holistic Wealth Strategy Framework: Explore exclusive alternative investments and build true wealth outside of Wall Street with Pantheon:
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How to Protect Wealth from Inflation, Debt, and Central Bank Policies with Daniel Lacalle
07/30/2025
How to Protect Wealth from Inflation, Debt, and Central Bank Policies with Daniel Lacalle
Today’s episode is truly something special. We’re joined by Dr. Daniel Lacalle, a world-renowned economist, bestselling author, and former hedge fund manager with deep experience at top institutions like Citadel and Pimco. Known for his sharp macroeconomic insights, Daniel has spent decades analyzing energy, finance, and the intricate world of asset management. His books, including "Life in the Financial Markets" and "Escape from the Central Bank Trap," have become key resources for investors seeking to understand the forces shaping the global economy. Daniel brings an incredible depth of knowledge to our conversation, breaking down what’s really happening behind the scenes with central banks, inflation, government debt, and the future of money. He explores why central banks have strayed from their original mission, and what this means for your wealth and investment choices. Daniel explains his unique perspective on why cash and sovereign debt—often perceived as "safe"—are now some of the riskiest assets in today’s environment. He offers clear, practical strategies on how to navigate uncertainty, protect your purchasing power, and invest wisely even as traditional financial assumptions are being upended. Daniel’s grounded, honest, and pragmatic approach helps cut through fear and confusion, empowering you to make smarter decisions regardless of the economic cycle. In this episode, we discuss: What’s really driving persistent inflation and why “soft landings” are a myth The real role of central banks today—and the hidden risks few talk about Why gold, crypto, and hard assets are gaining ground against fiat currencies Smart strategies for protecting and growing your wealth in an era of financial repression Click here to learn more:
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The Hidden Thought Pattern Blocking Your Wealth | Dr. Srikumar Rao
07/23/2025
The Hidden Thought Pattern Blocking Your Wealth | Dr. Srikumar Rao
Today’s episode is truly transformative, featuring Dr. Srikumar Rao—a world-renowned executive coach, acclaimed author, and sought-after speaker. Dr. Rao has worked with high-performing entrepreneurs and CEOs from around the globe who aren’t just chasing financial success but are also searching for deeper spiritual clarity and life purpose. He’s the founder of The Rao Institute and the visionary behind a groundbreaking MBA course that became so popular it developed its own alumni association, taught at prestigious schools like Columbia, Berkeley, and London Business School. In this eye-opening conversation, Dr. Rao shares how he moved from a fast-tracked corporate career to helping others achieve both inner and outer wealth. He discusses how our biggest roadblocks are often our own mental models—and how changing our thinking can lead to profound personal transformation. Dr. Rao’s approach combines ancient wisdom with practical daily rituals, showing listeners how they can start living with more presence, peace, and fulfillment right now. Whether you’re looking to reduce stress, create more gratitude, or discover your life’s true purpose, this episode is packed with actionable insights and timeless truths. Dr. Rao’s signature blend of Eastern philosophy and Western practicality makes these concepts accessible and relevant for anyone seeking a richer, more meaningful life. In this episode, we discuss: Why your mental models are your biggest obstacle How to reprogram your emotional default state to gratitude Letting go of attachment to outcomes and finding joy in the journey The real purpose of life and living from a state of pure awareness Click here to learn more:
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Land Flipping for Cash Flow & Legacy Wealth with Jack Bosch
07/16/2025
Land Flipping for Cash Flow & Legacy Wealth with Jack Bosch
Today’s episode is an inspiring deep dive into a unique and often overlooked corner of real estate investing: land flipping. Our special guest is Jack Bosch, a German immigrant and founder of the Land Profit Generator system. Jack’s remarkable journey began when he arrived in the U.S. with only two suitcases and a dream. Fast forward to today, he’s completed over 5,000 land deals, built a flourishing real estate empire, and taught thousands of others how to break free from the rat race and achieve true financial freedom. Jack’s expertise goes beyond just buying and selling land; he shares practical, step-by-step strategies on how ordinary people—even those with modest resources—can create massive cash flow and generational wealth. In this value-packed episode, Jack reveals the mindset shifts, actionable systems, and proven methods that helped him go from broke and burned out in corporate America to millionaire status in just 18 months. Whether you’re a seasoned real estate investor, a side hustler, or someone looking for a way out of the conventional 9-to-5, this episode will introduce you to the untapped potential of land investing. Host Dave Wolcott and co-host Vicky ask all the right questions, leading Jack to share his wisdom on everything from seller financing to the power of the “immigrant advantage” mindset. In this episode, we discuss: Jack’s origin story: from immigrant to financially free entrepreneur Why land is an underrated and accessible asset class for building wealth How to flip land and generate cash flow without using your own capital The difference between one-time, temporary, and forever cash—and how to create lasting wealth Click here to learn more:
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You Are the Core Asset: Investing in the 6 Forms of Capital
07/11/2025
You Are the Core Asset: Investing in the 6 Forms of Capital
In today’s Wealth Strategy Deep Dives episode, I’m diving into what I consider the most important phase of the Holistic Wealth Strategy—Phase One: realizing that you are your greatest asset. We explore the six forms of capital—financial, human, intellectual, social, emotional, and spiritual—and how shifting your mindset to invest in yourself first can accelerate all other aspects of your wealth. I’ll share stories and frameworks that have shaped my own journey, including how self-awareness, community, and even health play vital roles in building legacy wealth. This episode isn’t just about money—it’s about crafting a meaningful life portfolio and expanding your true net worth. If this episode sparked something for you and you're ready to learn more, grab a free copy of my book at . You’ll also get access to our exclusive investor community where we share new investment opportunities, tactical education, and resources to accelerate your path to freedom. Want to go even deeper? Book a call with our team to learn about our Virtual Family Office services or join our mastermind group to build true generational wealth. → Free Book: → Investment Opportunities:
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The Power of Fierce Gratitude: Transforming Wealth and Wellbeing One Letter at a Time
07/09/2025
The Power of Fierce Gratitude: Transforming Wealth and Wellbeing One Letter at a Time
Today’s episode welcomes a truly unique guest, Joel Zuckerman, whose career and insights shine a light on a powerful yet often overlooked life strategy—gratitude. Joel is a celebrated author, former award-winning golf and travel writer, and passionate advocate for what he calls "fierce gratitude." He has penned over 280 personal letters of thanks, authored multiple books including Grateful and Gratitude Tiger, and now travels the country sharing the transformative impact of proactive, expressive gratitude. In this thoughtful and educational conversation, Joel joins host Dave Wolcott to unpack the “secret weapon” of gratitude. Far from a mere feel-good practice, Joel reveals how mindful gratitude can rewire your brain, improve your mental and physical health, deepen relationships, and become a source of daily fulfillment—no matter your net worth. Drawing on both personal stories and scientific research, Joel breaks down practical methods you can use to integrate gratitude into your everyday life, from writing heartfelt thank you letters to simple evening practices. He also discusses why the art of letter writing holds such emotional power in today’s digital world, and shares actionable steps for starting your own gratitude journey right now. In this episode, we discuss: Joel’s journey from golf writer to gratitude expert and letter-writing advocate The neuroscience of gratitude and how expressing thanks changes your brain and body Practical gratitude practices, including writing letters and evening reflections The lost art of letter writing and its powerful impact in a fast-paced, digital world Click here to learn more:
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Infinite Banking: The Wealth Strategy for Control, Legacy, and Liquidity
07/04/2025
Infinite Banking: The Wealth Strategy for Control, Legacy, and Liquidity
In this episode of Wealth Strategy Deep Dives, I demystify one of the most misunderstood yet powerful tools in the wealth strategy playbook—infinite banking. If you've ever been curious about how high-net-worth individuals create their own private banking system, this episode breaks it down. I walk you through exactly what infinite banking is, how it works through mutual insurance companies, and why it’s so much more than just a whole life insurance policy. You’ll discover how to leverage guaranteed growth, avoid market volatility, and access tax-free capital—all while protecting your assets and planning for future generations. I also share the key reasons why most people (and even many insurance agents) don’t fully grasp this strategy, and why having it structured the right way is critical. Whether you're seeking more control, better liquidity, or a smarter way to create tax-free intergenerational wealth, this episode gives you the clarity and confidence to take action. Plus, I explain how infinite banking fits into a broader wealth strategy by stacking benefits like estate planning, asset protection, and arbitrage opportunities using the same dollar twice. Get your free Infinite Banking Awareness Guide: Download your free copy of The Holistic Wealth Strategy and join our investor community: Ready to take action? Explore investment opportunities and our virtual family office:
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How to Protect and Grow Wealth in Today’s Volatile Markets with Christopher Whalen
07/02/2025
How to Protect and Grow Wealth in Today’s Volatile Markets with Christopher Whalen
Today’s episode features a powerhouse guest in the world of finance and economics, Christopher Whalen. Chris is the chairman of Whalen Global Advisors, a seasoned consultant to leading lenders, and a widely-respected analyst with decades of experience advising institutional investors, commercial lenders, and regulators. As a prolific writer and the author of “Ford Men and How Money and Debt Built the American Dream,” Chris brings a rare combination of deep industry knowledge and sharp, no-nonsense analysis. In this dynamic conversation, host Dave Wolcott sits down with Chris to pull back the curtain on some of today’s most complex financial dynamics. Chris lays out clear, practical insights on the forces shaping our economic future—from Federal Reserve policy to commercial real estate trends and the evolving global role of the US dollar. Whether you’re a business owner, investor, or simply want to understand what’s really going on behind the headlines, this episode is packed with valuable takeaways. Chris doesn’t shy away from the tough questions. He gets straight to the point on why the Fed’s actions still pose systemic risks, how multifamily properties are wrestling with losses, and where he thinks investors should focus to protect and grow their wealth in uncertain times. In this episode, we discuss: Why Fed policies may still risk systemic shocks and how banks are absorbing losses The real story behind commercial real estate and multifamily distress The future of the US dollar, gold, and the distractions of crypto Portfolio allocation strategies and where to find opportunity amidst market volatility Click here to learn more:
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The 5 Freedoms of Wealth: Time, Purpose, Money & More
06/27/2025
The 5 Freedoms of Wealth: Time, Purpose, Money & More
In this Wealth Strategy Deep Dive, I’m unpacking a powerful question: what does true financial freedom really mean for you? We hear the term all the time, but few people break it down beyond the money. Inspired by my mentor Dan Sullivan, I explore the four freedoms — freedom of money, purpose, time, and relationships — and add a fifth: freedom of location. These elements combined create a life of intention, energy, and fulfillment that money alone can’t buy. Take a moment to reflect: are you living with these freedoms today, or is your wealth just funding someone else’s plan? If this episode gets you thinking, dive deeper with us — grab your free book at , discover curated investment opportunities at , join our investor community, or book a call to explore our virtual family office and mastermind for building generational wealth. Stay tuned for the next Deep Dive!
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Private Equity, Liquidity & Real Estate Myths — With Omar Khan
06/25/2025
Private Equity, Liquidity & Real Estate Myths — With Omar Khan
Today, we have an insightful guest joining us, Omar Khan, founder of Boardwalk Wealth and a seasoned expert in private equity and multifamily real estate. With over $800 million in transactions under his belt, Omar stands out for his unique combination of institutional finance experience and multi-generational entrepreneurial background. His deep knowledge and strategic approach have helped him and his investors navigate the complexities of acquisitions, developments, and restructurings in ever-changing markets. In this episode, Omar sits down with host Dave Wolcott to pull back the curtain on what’s really happening in today’s commercial real estate landscape. Omar shares his entrepreneurial journey, starting from his upbringing in a financially sophisticated family, and how that foundation led him into private equity and large-scale real estate deals. Throughout the conversation, Omar candidly discusses the challenges facing syndicators and investors in the current market, and why disciplined underwriting and choosing the right partners are more critical than ever. He also demystifies common misconceptions about the housing shortage, emphasizes the importance of liquidity alongside returns, and shares how his team’s innovative development strategies are helping them deliver cash flow faster while minimizing risk, especially in the Midwest. Whether you’re an experienced investor or just getting started, Omar’s insights into smart portfolio allocation, due diligence, and navigating market cycles offer practical wisdom for building lasting wealth. In this episode, we discuss: Why liquidity is just as important as generating returns in your portfolio The truth about the so-called housing shortage and where demand really lies Key lessons in due diligence and underwriting deals during down cycles How innovative development strategies can outperform in today’s market Click here to learn more:
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Why Exiting Your 401(k) Could Accelerate Your Wealth
06/20/2025
Why Exiting Your 401(k) Could Accelerate Your Wealth
In this special solo episode of Wealth Strategy Deep Dives, Dave breaks down one of the most misunderstood — and often taboo — strategies in traditional retirement planning: the idea of exiting your 401(k). Dave walks you through the math, mindset, and practical considerations behind taking control of your retirement capital and putting it to work in more tax-efficient, high-yielding private investments. Using the brand-new 401(k) Exit Calculator, Dave demonstrates how to objectively analyze your own situation and see whether staying locked into Wall Street truly aligns with your wealth goals. If you’ve ever wondered whether your 401(k) is really “free money” or whether your capital could be compounding far faster elsewhere, this episode will open your eyes and empower you to run the numbers for yourself. Get your FREE 401(k) Exit Calculator : Download Dave’s free book and explore more hidden wealth strategies: Explore vetted investment opportunities: Join our investor community & mastermind or book a call to discover how our Virtual Family Office can help you create generational wealth.
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Vision vs. Goals: The Power of Clarity to Shape Your Wealth & Life
06/18/2025
Vision vs. Goals: The Power of Clarity to Shape Your Wealth & Life
Today we have a truly inspiring episode featuring Jennifer Hudye, founder of Vision Driven Global, and one of the leading experts on helping entrepreneurs and high achievers get radically clear on their personal and business visions. Jennifer’s passion for vision work comes from her unique entrepreneurial upbringing in a small Canadian town, where she learned early on the power of crafting a compelling vision for life and business. After bootstrapping her first business and discovering the incredible impact that a vivid, emotionally driven vision had on her success, Jennifer dedicated her career to guiding others in transforming vague dreams into actionable, strategic blueprints. In this episode, Jennifer breaks down why having a vision isn’t just about dreaming big—it’s about creating a clear, detailed roadmap that shapes your identity, influences daily decisions, and rewires your belief system for lasting transformation. Host Dave Wolcott and Jennifer dive deep into the psychology behind vision, addressing why so many people unknowingly live from their past rather than their true potential, and how to overcome those barriers with simple, practical steps. Jennifer shares her proven process for crafting a vivid three-year vision, explains how our subconscious mind responds to clear imagery and emotions, and offers actionable advice for getting started—even if you’ve never been taught how to dream beyond your current circumstances. In this episode, we discuss: The real difference between a goal and a true vision Why most people struggle to get clear on what they really want Tangible steps to design a vivid, emotionally charged three-year vision Practical ways to align your actions and beliefs with your future self Tune in to unlock the secrets of vision and start living a more intentional, purpose-driven life! Click here to learn more:
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Episode 8: The Portfolio Framework the Ultra-Wealthy Actually Use
06/13/2025
Episode 8: The Portfolio Framework the Ultra-Wealthy Actually Use
In this Wealth Strategy Deep Dive, Dave Wolcott introduces the Pantheon Wealth Pyramid, a smarter, more strategic way to visualize and structure your wealth. Rather than relying on Wall Street's pie charts, Dave breaks down how this pyramid framework helps investors minimize risk and maximize returns—starting with a solid foundation through infinite banking and then layering in cash-flowing, tax-efficient assets like real estate, energy, and private credit. Dave also explains how to think about higher-risk assets like crypto and public equities in your portfolio and why traditional advice often misses the mark. If you're ready to step away from the Wall Street model and create a portfolio that serves your long-term goals, this episode will reshape how you approach your wealth strategy. Explore the investment blueprint behind the Wealth Pyramid: Download your free copy of Dave’s book and get exclusive access to the investor community:
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10X Your Business with the Power of Collaboration
06/11/2025
10X Your Business with the Power of Collaboration
Today’s episode features an extraordinary entrepreneur and thought leader, Chad Jenkins. Chad is a prolific business builder, having launched over 50 companies and authored impactful books like "Just Out of Zero" and "Friction Fuel." With a passion for helping other entrepreneurs unlock exponential business growth, Chad brings a fresh perspective on leveraging what he calls “collaboration currency”—an often overlooked but incredibly powerful asset in both business and personal wealth building. Host Dave Wolcott guides the conversation as Chad shares his unique journey from humble beginnings on a small farm to building multiple thriving businesses. Chad breaks down the essential mindset shifts and frameworks that have fueled his lasting success, including his VCR model (Vision, Capability, Reach) and the transformative power of collaboration. He invites listeners to see friction not as a frustration, but as an opportunity for innovation and value creation—whether you’re an experienced business owner or someone seeking to create new income streams. This episode is packed with actionable wisdom and real-world examples, including how to identify untapped value in your skills, build meaningful strategic partnerships, and apply simple, repeatable models that deliver massive results. If you’re looking to scale your existing business or take your first entrepreneurial leap, Chad’s insights provide a clear roadmap to 10x—or even 100x—your impact. In this episode, we discuss: Why friction is your greatest opportunity for innovation and profit The VCR framework: Vision + Capability x Reach Harnessing “collaboration currency” to create new revenue streams without extra capital or risk How simple, effective collaborations can unlock exponential growth for any entrepreneur
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Episode 7: The 3 Biggest Wealth Killers (And How to Beat Them)
06/06/2025
Episode 7: The 3 Biggest Wealth Killers (And How to Beat Them)
In this solo episode of Wealth Strategy Deep Dives, Dave unpacks the top three reasons most entrepreneurs and investors lose wealth: overpaying in taxes, lack of true diversification, and low financial IQ. Dave reveals how smart tax planning—using incentives designed for business owners and investors—can create exponential returns, and why traditional methods like 401(k)s might be holding you back. He also shares why relying solely on your business or the stock market is risky, and how building your financial IQ can unlock opportunities others miss. From real estate and energy to creative deal structuring, Dave shows how education and strategic thinking can lead to powerful wealth creation—even without large amounts of capital. 👉 Download your free copy of The Holistic Wealth Strategy and join the community at 👉 Book a call to explore the Virtual Family Office or join the mastermind:
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How to Save Six Figures on College Tuition with Smart Financial Aid Strategies
06/04/2025
How to Save Six Figures on College Tuition with Smart Financial Aid Strategies
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 for Syracuse University—but also the surprising methods his firm uses to “game the system” and maximize college financial aid legally and intelligently. In a market where tuition is rising and the value of a degree is under constant debate, Seth’s advice offers hope and real solutions for parents, grandparents, and even future students themselves. Listeners will find this episode especially useful whether their children are toddlers or already in college. Seth’s straightforward strategies are designed to protect family wealth and open doors to significant college savings—sometimes well into six figures over four years. In this episode, we discuss: The biggest misconceptions about who qualifies for college financial aid How to legally manipulate your Expected Family Contribution (now called the Student Aid Index) Why 529 College Savings Plans might actually hurt your financial aid eligibility Creative structures like using cash value life insurance and business income planning to reduce college costs Tune in to discover actionable, little-known strategies that could transform your family’s education funding—and your overall wealth trajectory.
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Episode 6: Why Traditional Wealth Planning Is Broken (And What to Do Instead)
05/30/2025
Episode 6: Why Traditional Wealth Planning Is Broken (And What to Do Instead)
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 Wall Street’s narrative. He introduces smarter, more efficient ways to build wealth—through strategy stacking, alternative investments, and a focus on control and legacy. If you’re tired of riding the market rollercoaster or wondering if you’ll have enough in retirement, this episode will give you the clarity to start thinking differently about your financial future. 👉 Download your free copy of Dave’s book and learn more: 👉 Book a call with our team or join the mastermind:
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Start and Scale a Service Business for Freedom and Profit
05/28/2025
Start and Scale a Service Business for Freedom and Profit
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 with powerful lessons on pricing, psychology, and money mindset – two critical areas where most entrepreneurs struggle. Drawing from his journey of leaving a traditional job to become successfully “unemployable,” Robin shares hard-earned lessons from 21 years of building, scaling, and selling businesses. He explains why service-based businesses can offer unmatched freedom, creativity, and scalability, especially in today’s world where tools like AI and online marketplaces make starting up more accessible than ever. Robin and Dave also dig into common pitfalls, such as the dangers of vanity metrics and the “sales cycle of doom,” while giving actionable advice for anyone considering entrepreneurship or looking to take their existing business to the next level. Whether you're dreaming of leaving your W2 job or refining your pricing strategy, this episode provides practical frameworks and mindset tools to create true financial and personal freedom. In this episode, we discuss: How to transition from a job to entrepreneurship and why a gradual approach works The advantages of launching and scaling a service-based business Pricing strategies and overcoming money mindset barriers Why clarity, purpose, and values matter more than chasing vanity metrics
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