The Grant Williams Podcast Ep. 132 - Jared Dillian

In this episode of The Grant Williams Podcast, I welcome back Jared Dillian for a fascinating conversation about his terrific new book, The Awesome Portfolio, and a deceptively simple question: what should an investment portfolio actually be designed to achieve? Jared argues that too many investors optimise for maximum returns while paying insufficient attention to volatility, drawdowns and, crucially, their own ability to withstand losses when markets turn against them. His alternative is strikingly straightforward—a 20/20/20/20/20 allocation across stocks, bonds, gold, cash and real estate, designed to capture much of the long-term return available from equities while producing a considerably smoother journey. From there, we explore FOMO, concentration, the reluctance to take profits, the importance of creating a “life hedge” between your investments and your source of income, and why the best portfolio may ultimately be the one that allows you to spend the least amount of time worrying about it.   Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com.  Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm… 

In this episode of The Grant Williams Podcast, I welcome back Andrew McDermott of Mission Value Partners for a fascinating reassessment of one of the world’s most misunderstood economies. While many investors remain focused on Japan’s currency, bond market, and decades of sluggish growth, Andrew argues that these headline narratives obscure a far more important story: Japan remains one of the world’s indispensable industrial powers. Together, we explore how Japanese companies quietly embedded themselves deep within global supply chains after the trade tensions of the 1980s and 1990s, becoming world leaders in advanced manufacturing, semiconductors, robotics, defence systems, machine tools, and precision engineering. The discussion also examines the strategic consequences of a weaker yen, Japan’s evolving relationship with the United States, and why the country’s greatest investment opportunities may lie not in broad market indices but in the globally competitive industrial businesses that continue to underpin much of the modern economy.   Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com.  Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm… 

In this episode of The Grant Williams Podcast, I welcome back Gerard Minack back for a fascinating discussion about one of the most consequential questions facing investors today: whether AI represents a durable investment opportunity or an extraordinary technology surrounded by an increasingly fragile earnings boom. Gerard makes an important distinction between an earnings bubble and a valuation bubble, arguing that the extraordinary profits currently being generated by the companies supplying the AI buildout are real, but may prove far less sustainable than markets expect as Chinese competition intensifies, customers become increasingly price-sensitive, and margins inevitably come under pressure. From there, our conversation broadens into what happens if the AI trade cracks, why that needn’t necessarily produce a US recession, and where capital might flow next. Gerard’s answer leads to a compelling discussion of Japan, where improving corporate behaviour, a cheap currency, strengthening domestic fundamentals and the potential for enormous repatriation flows offer an intriguing alternative to both an expensive US market and a Chinese economy still struggling with the consequences of chronic overinvestment.   Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com.  Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm… 

In this episode of The Grant Williams Podcast, I welcome Marvin Barth of Thematic Markets back for a characteristically wide-ranging conversation about central banking, fiscal sustainability, and the intellectual frameworks underpinning modern monetary policy. Beginning with our shared admiration for the work of our mutual friend Dave Dredge at Convex Strategies, we examine the dangers of a policymaking establishment built around models that consistently underestimate fat tails, volatility clustering, and the messy realities of financial markets. That leads naturally to newly appointed Fed chair Kevin Warsh and the fascinating question of whether his emphasis on epistemic humility, accountability, and framework-based policymaking represents a genuine assault on decades of central-bank orthodoxy. From Warsh’s task forces and the conspicuous absence of mainstream Neo-Keynesian economists to America’s deteriorating fiscal position, term premia, Japan’s changing monetary regime, and the possibility that the next sovereign crisis begins outside the United States, this is a thoughtful exploration of whether the world’s most important central bank may finally be preparing to rethink the way it thinks.   Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com.  Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm… 

In this episode of The Grant Williams Podcast, I welcome back Brent Johnson of Santiago Capital for a thoughtful and wide-ranging discussion built around Brent’s latest piece, The Band, and the evolution of his long-standing dollar thesis. What begins as an exploration of a simple framework for understanding the limits of dollar strength and weakness quickly expands into a deeper examination of the global monetary system and the unique role the dollar continues to play within it. Brent explains why dollar credit remains the lifeblood of global finance, how excessive moves in either direction create stress throughout the system, and why understanding those dynamics is essential for interpreting everything from emerging-market crises to sovereign debt, capital flows, and geopolitics. Along the way, we also explore how recent geopolitical events have altered global incentives, the growing tension between economic efficiency and national security, and what the next chapter of the international monetary order might look like. Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper, Silver and Gold Tier subscribers at my website www.Grant-Williams.com.  Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm… Gold Tier subscribers have access to my new series of in-depth video conversations, About Time. Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com.  Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm… 

In this episode of The Grant Williams Podcast, I welcome my dear friend Rick Rule into the studio for a wide-ranging discussion about commodities, capital allocation, and the kind of opportunities that emerge when patience meets deep industry knowledge. Drawing on decades of experience in the resource sector, Rick explains why he believes the fundamental case for commodities remains compelling despite years of investor neglect. From copper and oil to inflation, monetary instability, and the lessons of previous commodity cycles, our conversation explores the forces driving supply shortages and why many investors continue to underestimate how difficult and time-consuming it is to bring new production online. Along the way, Rick also shares his thoughts on speculation, risk management, and the importance of understanding not just what you own, but why you own it. Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com. Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm…

In this episode of The Grant Williams Podcast, I’m joined by author Dominic Frisby for a conversation that is equal parts monetary history, philosophy, and comedy. Best known to many as a comedian, writer, and commentator, Dominic brings a rare ability to explain complex financial ideas with clarity, humour, and perspective. The discussion traces his journey from trying to finance a West End musical to becoming one of the most recognisable voices in the world of gold and sound money. Along the way, we explore why gold continues to exert such a powerful hold over the human imagination, what its enduring appeal reveals about the nature of money itself, and why the debate over gold remains as relevant today as it was thousands of years ago. Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com. Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm…

In this episode of The Grant Williams Podcast, Brendan Ballou returns for a fascinating and deeply important conversation about the rise of forced arbitration and the quiet transformation of the American legal system. Brendan explains how what began as a narrow mechanism for resolving commercial disputes has evolved into a vast private justice system that increasingly shields corporations from public accountability. Through examples ranging from hidden cellphone fees to wrongful-death cases, the discussion explores how decades of court decisions have steadily weakened consumers’ and workers’ ability to challenge powerful institutions—particularly when harms are individually small but collectively enormous. Along the way, he lays out why this matters far beyond the courtroom, touching on incentives, transparency, corporate power, and the broader erosion of trust in public institutions. Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com. Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm…

In this episode of The Grant Williams Podcast, I welcome my good mate Dave Dredge of Convex Strategies for a fascinating conversation about fragility, portfolio construction, and why so many traditional investment frameworks are no longer fit for purpose. Using everything from London Tube strikes to Mandelbrot’s work on volatility clustering, Dave explains why markets should be understood not as stable systems occasionally disrupted by shocks, but as inherently fragile structures where hidden stresses build quietly over time before suddenly erupting. At the heart of our discussion is the “total portfolio approach”—a growing institutional framework that focuses less on the standalone return of individual assets and more on how each position contributes to the resilience, correlation profile, and survival of the portfolio as a whole in an increasingly unstable world. Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com. Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm…

In this episode of The Grant Williams Podcast, I reconnect with Jawad Mian for a deeply thoughtful conversation that moves seamlessly between markets, personal evolution, and the challenge of building an intellectually honest life in an increasingly noisy world. Jawad reflects on his decision to leave Dubai and return to Toronto, explaining how the move forced him to rethink not only where he wanted to live, but also the kind of person and investor he wanted to become. What emerges is a discussion about rhythm, reflection, and the importance of creating enough mental and emotional space to think clearly in a world dominated by speed, outrage, and constant distraction. Along the way, we trace the origins and growth of Stray Reflections, the role of community and conversation in shaping ideas, the importance of remaining flexible, curious, and humble when navigating both markets and life itself and apply all that knowledge and understanding to today’s wild markets – particularly the AI trade and the rocketship that is South Korea’s KOSPI index. Every episode of the Grant Williams podcast, including This Week In Doom, The End Game, The Super Terrific Happy Hour, The Narrative Game, Kaos Theory, Shifts Happen and The Hundred Year Pivot, is available to Copper and Silver Tier subscribers at my website www.Grant-Williams.com. Copper Tier subscribers get access to all podcasts, while members of the Silver Tier get both the podcasts and my monthly newsletter, Things That Make You Go Hmmm…