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 of what legacy really means, moving beyond dollars in the bank to focus on the importance of family unity, intentional connection, and self-awareness. She offers simple, practical strategies for fostering connection and harmony within families, especially for those managing wealth across generations. Karishma Ismail and Dave Wolcott also explore why family conversations can be challenging, particularly during the holidays, and how breaking old patterns and roles can spark new, authentic relationships. Whether you're an entrepreneur, a family leader, or someone seeking deeper fulfillment and connection, this episode is packed with valuable lessons for building a legacy that isn't just inherited, but truly lived every day. In this episode, we discuss: Why disconnect happens in families—especially among high achievers and across generations How to create intentional connections and safe spaces for family conversations Practical strategies to break old patterns and foster ongoing family harmony The power of living your legacy today, not just planning for the future Learn more: https://pantheoninvest.com/episode203  Get Dave's Free Book: https://pantheoninvest.com/freebook 

In this episode of Wealth Strategy Secrets of the Ultra-Wealthy, Dave Wolcott joins Brett Swarts on the Build With The Billions podcast to unpack the mindset and strategies behind true legacy wealth. Dave shares his personal journey—from growing up in a middle-class household and serving as a Marine Corps captain to becoming a father of triplets overnight, a moment that forced him to rethink everything he had been taught about money. When traditional advice like maxing out a 401(k) fell short, Dave embarked on a decades-long mission to study how the top 1% and 0.01% actually build and protect wealth. Together, Dave and Brett explore why alternative investments like private equity, real estate, and energy are primary strategies for the ultra-wealthy—not "alternatives." Dave explains how this realization led to the creation of The Holistic Wealth Strategy, a framework designed to help entrepreneurs move beyond Wall Street's limitations, scale intelligently, and build wealth with purpose. This episode challenges conventional thinking and offers a clearer blueprint for those seeking long-term freedom, impact, and generational legacy. Download a free copy of Dave's book at HolisticWealthStrategy.com and join the investor community for exclusive education, opportunities, and resources. Want to go deeper? Book a call to explore the Virtual Family Office or apply for the Mastermind to start building wealth the way the ultra-wealthy do.

Today we're bringing you an insightful conversation with Tim Pawul, one of the clearest voices in energy alternative investments. Tim is the founder of a merchant bank specializing in oil and gas mineral rights, royalty interests, and non-operated working interests—a sector most investors have heard of but few truly understand. Based in Houston, Texas, Tim has spent over a decade at the forefront of oil and gas investing, earning a reputation as an expert and thought leader in this space. In this episode, Tim joins Dave Wolcott to demystify how sophisticated investors can harness the powerful returns and tax advantages of mineral and royalty investments, even without direct experience in the energy sector. Tim shares his journey from Rice University graduate to becoming a central connector of institutional players, managers, and investors in oil and gas. You'll gain an exclusive look into the recent institutionalization of these asset classes, why technology has transformed the sector, and what sets it apart from conventional public energy stocks. Whether you're looking to diversify your portfolio, minimize risk, or learn about 1031 exchanges and energy-backed passive income, this episode offers a masterclass in understanding both the macro trends and the nuts-and-bolts of investing in the booming minerals and royalties market. In this episode, we discuss: Tim's path to becoming a leading expert in oil and gas minerals, royalties, and non-operated interests Macro trends and institutional evolution shaping energy investments How minerals, royalties, and non-op interests work—and their unique risk-return profiles Strategies for tax efficiency, portfolio fit, and leveraging 1031 exchanges in energy investing Download Dave's book for free at HolisticWealthStrategy.com and get access to the investor community for exclusive education & opportunities. You can also book a call to explore the Virtual Family Office or apply for the mastermind to go deeper into building generational wealth.

Most investors believe wealth is built by accumulating assets and waiting until retirement to enjoy them. But the ultra-wealthy play a very different game—one focused on control, liquidity, and velocity of capital. In this Deep Dive, Dave Wolcott breaks down why traditional accumulation strategies often fail high-earning investors and how a more holistic approach to wealth changes everything. Dave explains why over-concentration in real estate can quietly create risk, how Infinite Banking works when structured correctly, and why family offices have used this strategy for decades to improve cash flow, protect capital, and fund future investments without relying on banks. This episode pulls back the curtain on one of the most misunderstood wealth strategies—and shows how investors can regain control of their capital while accelerating long-term wealth. Learn how the ultra-wealthy think about capital—and how you can apply the same principles in your own portfolio. Download Dave's free book, The Holistic Wealth Strategy, at: https://holisticwealthstrategy.com

Today's episode features a powerhouse in the world of tax strategy and wealth building—Brett Swarts, CEO of Capital Gains Tax Solutions. As one of the nation's leading experts in advanced exit planning, Brett Swarts brings a wealth of knowledge on how entrepreneurs, business owners, and investors can dramatically reduce their tax burden during major liquidity events. If you're tired of feeling like the IRS is your largest beneficiary when selling highly appreciated assets, this episode is a must-listen. With a background in real estate, business brokerage, and a deep understanding of the tax code, Brett Swarts specializes in unveiling strategies that most advisors aren't even aware exist. He goes beyond traditional approaches like the 1031 exchange, introducing listeners to the Deferred Sales Trust—a game-changing tool that can preserve 20% to 50% more of your net proceeds. In this episode, Brett Swarts and the host break down exactly how the Deferred Sales Trust works, who it's best suited for, and how its flexible team-based approach makes it the "Netflix" to the traditional 1031 "Blockbuster." Whether you're planning to sell a business, real estate, crypto, or even collectibles, this conversation will open your eyes to tax-saving strategies that could shape your family's wealth for generations. In this episode, we discuss: The mechanics and benefits of the Deferred Sales Trust How to offset capital gains tax and retain more wealth at exit Key differences between DSTs, 1031 exchanges, and other strategies Building the right team and mindset for generational wealth preservation Learn more: https://pantheoninvest.com/episode201/   Get Dave's Free Book: https://holisticwealthstrategy.com/   

In this episode of the Wealth Strategy Deep Dives solo series, Dave Wolcott sits down with Chris Larsen to share the personal turning point that pushed him beyond traditional financial advice and into the world of alternative investing. After serving in the Marine Corps, transitioning into tech, and suddenly becoming a father to triplets, Dave realized that "max out your 401(k)" wasn't a true wealth-building plan. This launched a 20-year journey exploring asset classes like real estate, oil & gas, private credit, and more—ultimately shaping the Holistic Wealth Strategy, a five-phase framework modeled after how the ultra-wealthy think, invest, and protect capital. Dave and Chris break down the phases of this strategy, beginning with vision and mindset, then elevating financial IQ, building a dream team of advisors, creating infrastructure for wealth protection, and ultimately building multiple streams of passive income. They discuss the multiplier effect of financial education, relationship capital, and whole life insurance as a powerful liquidity + protection tool used by family offices for generations. If you've ever wondered how to transition from retail investing to structured, generational wealth building—this conversation is your roadmap. Download Dave's book for free at HolisticWealthStrategy.com and get access to the investor community for exclusive education & opportunities. You can also book a call to explore the Virtual Family Office or apply for the mastermind to go deeper into building generational wealth.

Today's episode features a truly transformative conversation with Ani Manian, an entrepreneur, master coach, and the aptly named "Mind Whisperer." Ani brings a unique and profound perspective to the Wealth Strategy Secrets of the Ultra Wealthy podcast, challenging listeners to rethink everything they know about wealth. With a background spanning from working with billionaires to overcoming a childhood marked by extreme scarcity, Ani offers insights that go far beyond dollars and passive income. Host Dave Wolcott welcomes Ani to share his journey and unpack what it really means to be wealthy—shifting the focus away from mere numbers and traditional financial goals. Ani delves into what he sees as the true architecture of wealth: a state of being that combines full ease and deep aliveness in the present moment. He reveals how childhood experiences, our nervous systems, and the stories we carry deeply shape our behaviors around money and fulfillment. Throughout the episode, Ani and Dave go deep into actionable ways listeners can begin to cultivate a sense of internal wealth, regardless of external circumstances. They emphasize that true wealth is available to everyone right now, and reframing your relationship with time, energy, and identity is the real key to sustainable prosperity. In this episode, we discuss: Ani's powerful redefinition of wealth as a state of ease and aliveness How early life experiences and trauma shape our financial behaviors The pitfalls of chasing wealth in the future versus embracing it now Actionable steps to experience true wealth by cultivating gratitude in the present moment Learn more: https://pantheoninvest.com/episode198   Get Dave's Free Book: https://holisticwealthstrategy.com/ 

In this episode, Dave Wolcott breaks down the framework inside the Holistic Wealth Strategy and explains why wealth acceleration isn't just about investing—it's about having the right team behind you. Dave shares his early journey as an LP investor across real estate, private credit, energy, and alternative assets, and how two decades of experience led him to build a blueprint inspired by how the top 1% manage wealth. He introduces the 5 phases of the Holistic Wealth Strategy: mindset, financial IQ, building your dream team, asset repositioning, and finally, creating powerful passive income streams. Dave also highlights why most investors plateau—not because of lack of opportunity, but lack of infrastructure, strategy, and guidance. He explains why wealth needs protection, proactive tax planning, and advisors who specialize in alternative investments—not generic financial planning. You'll learn how to assemble your own wealth "Dream Team," avoid blind spots, simplify complexity, and navigate toward a 100-year wealth plan with clarity and confidence. Download Dave's book for free at HolisticWealthStrategy.com and get access to the investor community for exclusive education & opportunities. You can also book a call to explore the Virtual Family Office or apply for the mastermind to go deeper into building generational wealth.

Today, we have a truly inspiring guest joining us, Barry Garapedian. Barry is a 39-year Wall Street veteran and founder of Mag7 Consultants, and he's made it his mission to empower the next generation of leaders. With decades of experience in family governance, coaching heirs, and guiding young minds, Barry has distilled what he calls the "16 attributes of high performance"—essential skills, habits, and values that go far beyond what's taught in schools. Barry's impact reaches deep into the lives of Gen Z and young professionals, helping them build character, confidence, and real-world legacy—not just financial wealth. Through Mag7, he works directly with clients aged 13 to 28, giving them unfair competitive advantages, from networking and high-performance habits to emotional intelligence and the art of connection. His approach is hands-on, with practical methods like writing gratitude notes, cultivating high-performance habits, and tackling healthy challenges that drive growth and self-esteem. In this episode, Barry opens up about why legacy wealth often disappears by the second generation, how to create true family values and governance, and the practical actions families and young minds can take to sustain and multiply impact for generations. His passion for helping others become value creators and his actionable strategies make this conversation an absolute must-listen for entrepreneurs, parents, and anyone seeking to build lasting legacy. In this episode, we discuss: Why legacy wealth often disappears by the second generation The 16 attributes of high performance Building confidence and self-esteem in young minds Practical strategies for family governance and creating lasting value Learn more: https://pantheoninvest.com/episode199   Get Dave's Free Book: https://holisticwealthstrategy.com/ 

In this episode, Dave Wolcott shares the pivotal journey that pushed him beyond traditional financial advice and into the world of alternative investing. From serving in the Marine Corps to suddenly becoming a father of triplets, Dave realized that maxing out retirement accounts wasn't enough to secure his family's future. That moment launched a 20-year pursuit into real estate, private credit, oil and gas, and other non-correlated assets—ultimately shaping the investment thesis behind Pantheon and the Holistic Wealth Strategy. Dave breaks down why active real estate often becomes a second job and why most investors are better served focusing on their strengths while leveraging passive investments that deliver cash flow, tax efficiency, and long-term appreciation. He closes with actionable advice for 2025: invest in yourself, prioritize your health and relationships, and elevate your financial IQ through mentors and masterminds. Download Dave's book for free at HolisticWealthStrategy.com and join the investor community for exclusive education, new opportunities, and resources to accelerate your path to financial freedom.

Today we have a truly insightful guest, Robert Rolih, joining host Dave Wolcott for an episode packed with hard-earned wisdom on building and protecting wealth. Robert Rolih is the international bestselling author of "The Million Dollar Decision," a book that has empowered thousands of investors across 70+ countries to simplify their investing approach, slash risk, and win long-term. Having built his own fortune as an entrepreneur before losing much of it by trusting the wrong financial advisors, Robert Rolih shares his candid journey—from growing up in a small village in Slovenia to discovering the hidden pitfalls that quietly erode investor wealth. Through personal stories and practical advice, Robert Rolih reveals the most common mistakes investors make, especially around fees, financial industry incentives, and overcomplicating wealth strategy. This episode goes beyond surface-level tips—Dave Wolcott and Robert Rolih dig deep into how simple changes and a conservative approach to investing can set you on a path to financial freedom. If you're tired of paying too much in fees, confused by market volatility, or want to learn how to create a purpose-driven portfolio that you can stick to, this conversation offers a roadmap for making smarter, safer decisions. In this episode, we discuss: Robert Rolih's personal journey: From entrepreneurial highs to profound investing lessons. The hidden impact of fees, taxes, and inflation on long-term returns. Six "dark forces" that quietly drain investor wealth. Expert insights on crypto, gold, and building a simple, resilient portfolio for prosperity. Learn more: https://pantheoninvest.com/episode198   Get Dave's Free Book: https://holisticwealthstrategy.com/ 

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.

Today's episode features an illuminating conversation with John Bianchi, recognized as an Airbnb data savant and former head of data for the largest short-term rental investment fund in the US. Joining host Dave Wolcott , John Bianchi brings his deep expertise in Airbnb investing, data analytics, and business strategy to shed light on the world of short-term rentals. Having managed millions as a financial advisor before pivoting to Airbnb, John Bianchi shares his unique perspective on the differences between traditional financial planning and hands-on real estate investing. He details his personal journey—from opening 15 Airbnbs in Chicago to surviving market downturns and establishing a data-driven consultancy that helps investors identify profitable properties across the US. This episode is packed with practical advice for new and experienced investors alike, focusing on how to leverage data for smarter investments and how to navigate the challenges of the Airbnb market. John Bianchi and Dave Wolcott break down the critical aspects of successful short-term rental investing, including management strategies, tax advantages, and risk mitigation. Whether you're looking for tax-efficient cash flow, ways to hedge against inflation, or simply want a resilient investment strategy, this episode delivers actionable insights with clarity and honesty. In this episode, we discuss: The differences between financial advising and active real estate investment How to analyze Airbnb data to find winning properties Tax strategies for short-term rental investors, including the STR tax loophole Building a resilient Airbnb investment portfolio and managing market risks Learn more: https://pantheoninvest.com/episode196  Get Dave's Free Book: https://holisticwealthstrategy.com/ 

In this Wealth Strategy Deep Dive episode, Dave Wolcott breaks down one of the most powerful yet misunderstood frameworks used by the ultra-wealthy — the family office. While most investors think financial planning is the full picture, true wealth management operates on multiple dimensions: strategic tax planning, estate and asset protection, risk management, investment strategy, and even philanthropy. Dave shares how the elite structure their teams of top-tier advisors to make every decision—from investments to tax planning—work together in harmony. He reveals why most entrepreneurs outgrow their advisors and how creating a "virtual family office" can help you run your wealth like a business, reduce risk, and accelerate legacy growth. You'll discover how integrating your advisors across all key areas creates 360° alignment, ensuring that every financial move supports your long-term vision and protects your family's future. Whether you're managing your first million or building generational wealth, this episode gives you the blueprint to start structuring your own virtual family office today. Get your free copy of Dave's book at HolisticWealthStrategy.com and join our investor community for access to exclusive education, private investment opportunities, and expert resources to help you build true freedom and legacy wealth.

Today's episode features an exceptional guest, Mike Alexander, who brings over two decades of deep expertise in family offices, institutional investing, and alternative assets. Recently joining the Pantheon team as Director of Alternative Investments Portfolio and Capital Markets, Mike Alexander offers a rare, insider's perspective on how the ultra-wealthy strategically build and protect wealth. Host Dave Wolcott invites listeners to take a behind-the-scenes look at what truly drives effective asset allocation—and how individual investors can leverage these same principles to accelerate their own wealth journey. Throughout the episode, Mike Alexander shares his origin story in the investment world, from early days at a major insurance company to managing billions for multi-billion-dollar family office clients. He reveals the key differences that set the ultra-wealthy apart, diving into alternative investments like private equity, private credit, and real assets. Listeners will hear how a disciplined investment process and thoughtful due diligence can lead to more resilient, high-performing portfolios that weather any market cycle. If you've ever wondered how top-tier families and institutions invest, or how you can adopt a wealth strategy rooted in long-term thinking, simplicity, and tax efficiency, this episode offers invaluable insights. In this episode, we discuss: Mike Alexander's personal journey and lessons learned managing billions in family office assets The ultra-wealthy's approach to diversification, asset allocation, and risk The importance of clear investment process and rigorous due diligence Strategies for individual investors to adopt an "endowment model" and invest for long-term success Learn more: https://pantheoninvest.com/episode196  Get Dave's Free Book: https://holisticwealthstrategy.com/  Your financial freedom starts with one conversation. Schedule a 30-min call with Mike Click here: https://calendly.com/mike-pantheoninvest/30min

In this transformative solo episode, Dave Wolcott explores one of the most overlooked foundations of wealth creation — vision. Joined by visionary strategist Jennifer Hudye, founder of Vision Driven and partner of Cameron Herold (author of Vivid Vision), this conversation dives deep into how top entrepreneurs clarify, articulate, and live out their three-year vision for both business and life. Jennifer shares her own powerful story — from hitting career milestones like working with Tony Robbins to realizing success without clarity feels empty. Through her journey, she discovered that true fulfillment and momentum come not from chasing goals but from designing a vivid, integrated vision that guides every decision. Listeners will learn how to identify their North Star, communicate it effectively with their team and family, and use it as a filter to separate aligned opportunities from seductive distractions. Whether you're scaling a company or refining your next chapter, this episode will inspire you to think bigger, act with intention, and build wealth through clarity and purpose. Download your free copy of Dave's book at HolisticWealthStrategy.com and join the investor community for exclusive access to educational content, opportunities, and resources to accelerate your path to financial freedom. Learn more: https://pantheoninvest.com/pantheonmastermind

Today's episode features a dynamic conversation with Spencer Hilligoss, Founder of Madison Investing, and your host, Dave Wolcott—serial entrepreneur and author of the bestselling book "The Holistic Wealth Strategy." Spencer brings a wealth of experience as both a technologist and seasoned real estate investor, having gone full cycle on over 20 private real estate deals across asset classes like multifamily, self-storage, and medical office. Together, Spencer and Dave help investors cut through the market noise and navigate the complexities of alternative investments.   In this educational and insightful discussion, Spencer and Dave candidly share their personal investing journeys and the key lessons they've learned from recent shifts in the real estate landscape—especially in the wake of rapidly rising interest rates and tightening commercial debt markets. They emphasize that building true wealth requires strategic planning, rigorous due diligence, and thoughtful risk management, especially when promises of cash flow and "preferred returns" might not be as certain as they seem.   Listeners will gain practical advice on how to evaluate deals, spot pitfalls, and leverage the collective wisdom of investment communities. Spencer also shares how to align investment choices with your unique "Investor DNA" and long-term vision, rather than chasing shiny objects or relying on projections alone.   In this episode, we discuss:   The truth behind cash flow projections and preferred returns How depreciation and tax strategies impact real estate investments The risks and nuances of preferred equity and rescue funds Practical portfolio construction and recession-proofing your wealth strategy Learn more: https://pantheoninvest.com/episode195  Get Dave's Free Book: https://holisticwealthstrategy.com/ Connect with Spencer: Business website: www.madisoninvesting.com Personal bio website: www.spencerhilligoss.com LinkedIn profile: www.linkedin.com/in/shilligoss/ Twitter: x.com/SpenceHilligoss

Welcome back to Wealth Strategy Secrets of the Ultra Wealthy! I'm your host, Dave Wolcott, and in this solo Wealth Strategy Deep Dive, we're unpacking one of the most misunderstood yet powerful tools in alternative investing — the K-1. If you've ever invested in a real estate syndication, private equity deal, or energy partnership, chances are you've heard, "Don't forget your K-1." But what exactly is it, and why does it matter? In this episode, Dave breaks down how the IRS Schedule K-1 works, why it's essential for investors in pass-through entities, and how it delivers one of the biggest wealth-building advantages, the ultra-wealthy leverage — tax efficiency. You'll learn how income, losses, and deductions flow directly from your investment to your personal tax return, allowing you to keep more of what you earn. From depreciation in multifamily real estate to deductions in energy investments, the K-1 isn't just a form — it's a gateway to smarter, tax-advantaged investing. Learn more: https://pantheoninvest.com Get Dave's Free Book: https://holisticwealthstrategy.com/ 

Today's episode brings you an inspiring conversation with hospitality entrepreneur and real estate visionary, Josh McCallen. As the founder of Accountable Equity, Josh has carved out a unique path at the intersection of purposeful business, real estate investing, and family legacy. Beyond building a portfolio of luxury resorts spanning over 1,000 acres, Josh stands apart for the culture he fosters in both his companies and his own home—he is a proud father of ten, and together with his wife Melanie, leads by example in instilling the timeless values of hard work, humility, and service. Josh joins the show to share his extraordinary journey: from managing resort developments for high-net-worth families to launching and scaling his own portfolio with accredited investors. Along the way, he offers a behind-the-scenes look at how deep-rooted core values can shape not only a thriving business, but also nurture generational wealth and impact entire communities. Listeners will gain practical insights into the business of hospitality real estate, the importance of aligning wealth-building with a strong sense of purpose, and how involving the next generation in business can create invaluable teaching moments. Josh's wisdom goes beyond spreadsheets and proformas—he reveals how integrating joy, humility, and service at every level can be a true differentiator for success. In this episode, we discuss: Building family legacy and core values for future generations Innovative hospitality real estate strategies with built-in investor benefits The unique advantages of involving family members in business operations How to align wealth creation with purpose, impact, and community Learn more: https://pantheoninvest.com/episode194 

In today's episode, we're joined by Vicky for a special solo series focused on wealth strategy secrets of the ultra-wealthy. Vicky dives into the lesser-known approaches that set high-net-worth individuals and family offices apart from the typical investor. While most people tend to concentrate their portfolios in stocks and bonds, Vicky reveals that the wealthiest families allocate nearly half their portfolios to alternative investments—assets that go beyond the realm of Wall Street. Vicky breaks down complex financial concepts in a simple, actionable format, making this episode ideal for anyone looking to build or refine their legacy wealth. Drawing from years of expertise, Vicky explores how alternative investments such as private equity, venture capital, real estate, hedge funds, commodities, and even collectibles can offer unique benefits—like diversification, steady cash flow, and exposure to opportunities rarely found in traditional markets. This episode is packed with practical insights aimed at helping listeners create generational wealth. Whether you're just starting your journey or looking for new ways to expand your portfolio, Vicky offers valuable guidance on strategies used by the ultra-wealthy to achieve financial freedom and safeguard their assets. Visit pantheoninvest.com to start your journey toward a Holistic Wealth Strategy. Download your free copy of Dave's book at holisticwealthstrategy.com