On today’s episode, Kyle Grieve chats with Ian Cassel about what separates good, great, and goat investors by breaking down the five core skills of stock picking. We'll also explore how elite investors evolve, avoid common traps, and develop underappreciated edges that compound into long-term outperformance. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 02:30 - What sparked Ian’s obsession with investor greatness. 07:41 - The two metrics that reveal actual investing skill. 13:07 - Why radical self...
Jun 27, 2025•1 hr 29 min•Ep. 1053
In this episode, Preston sits down with Chris and Joe to explore how Bitcoin is changing the way we think about corporate treasuries, asset valuation, and investment risk. They dive into the STRIVE report, debate traditional financial models, and propose new frameworks for evaluating assets in a Bitcoin-denominated world. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 01:58 - How Bitcoin reshapes asset valuation and opportunity cost analysis 10:23 - Why Internal Rate of Return (IRR) is crucial for ...
Jun 25, 2025•1 hr 3 min•Ep. 1052
In this episode, William Green chats with investing legend Bill Nygren, who oversees about $25 billion at Harris Associates. Bill is the firm’s Chief Investment Officer for US Equities & co-manages two flagship mutual funds: Oakmark Select & Oakmark Fund. Here, he discusses the processes, principles, habits & mindset that have enabled him to beat the market over three decades. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 05:32 - How Bill Nygren became a contrarian bargain hunter. 18:0...
Jun 22, 2025•2 hr 17 min•Ep. 1051
On today’s episode, Clay is joined by Joseph Shaposhnik to discuss the launch of his new ETF, Rainwater Equity. The Rainwater Equity ETF just launched on June 18th, 2025, under the ticker RW, and its objective is to compound capital at an above-average rate by investing in publicly listed recurring revenue businesses. The fund Joseph managed at his previous firm compounded at 16.7% since 2015, versus the S&P 500’s 13.1% over that same time period. It was also the top-performing fund out of 3...
Jun 20, 2025•1 hr 20 min•Ep. 1050
Seb and Preston explore the hidden emotional and societal costs of fiat currency, how Bitcoin changes our perception of value, and why money is more than just economics—it's identity. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 01:28 - The emotional toll of living within a fiat monetary system 10:04 - How Bitcoin changes the way we express values through money 12:55 - The real-life shifts that occur when someone adopts low time preference 15:37 - How hard money can enable authentic altruism and ...
Jun 18, 2025•1 hr 24 min•Ep. 1049
On today’s show, Stig Brodersen talks with co-host William Green, the author of “Richer, Wiser, Happier.” In their quest for meaningful relationships and being the best version of themselves, they discuss what has made them Richer, Wiser, or Happier in the past quarter. You’re invited to join them on their journey. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 00:07:45 - Why you will waste years if you can’t waste hours 00:08:04 - The power of (not) structuring your day 00:13:53 - What you can clo...
Jun 15, 2025•2 hr 25 min•Ep. 1048
In this episode, Clay explores the core ideas behind Capital Returns by Edward Chancellor and Marathon Asset Management. Based on decades of investing experience, the book uncovers the capital cycle framework, which reveals how capital flows, supply dynamics, and managerial incentives drive long-term investment outcomes. Whether you're a value investor, a portfolio manager, or simply curious about market cycles, this episode offers guidance for understanding the boom and bust nature of cyclical ...
Jun 13, 2025•1 hr 12 min•Ep. 1047
Michael and Preston explore Bitcoin's foundational principles, covering digital scarcity, mining incentives, node infrastructure, and the importance of self-custody versus third-party management. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 12:13 - How Bitcoin prevents government-led currency debasement 19:14 - Why block reorganizations occur and how they're resolved 23:11 - The mechanics of block creation and transaction verification 28:55 - What makes Bitcoin a secure and decentralized timekeep...
Jun 11, 2025•1 hr 14 min•Ep. 1046
In today's episode, Stig Brodersen is talking stocks with Tobias Carlisle and Hari Ramachandra. Stig’s pick is Microsoft, the world’s biggest market cap company for good reason. Tobias is pitching Devon Energy, an oil and gas producer with a big upside if you’re right about the timing. Hari’s stocks of choice are Adyen and Block, two fast-growing companies with stronger moats that meet the eye. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 01:51 - Why Hari is bullish on Block and Adyen (Ticker on ...
Jun 08, 2025•1 hr 59 min•Ep. 1045
In this episode, Clay explores Hamilton Helmer’s 7 Powers framework, breaking down each of the seven sources of enduring competitive advantage. While companies all over the world offer benefits and value to society at large, few have barriers in place that prevent competitors from easily replicating those advantages. Whether you’re an investor or business operator, this episode is an essential listen to understand the critical ingredients for long-term success in business. IN THIS EPISODE YOU’LL...
Jun 06, 2025•1 hr 14 min•Ep. 1044
Garrett Johnston shares why Bitcoin—not crypto—should be the foundation for insurance innovation. We explore regulatory friction, risk evolution, and strategic adoption for carriers and corporates. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 04:57 - How digital asset risk profiles evolve as companies scale 16:09 - The case for Bitcoin in insurance company treasuries 16:15 - Why Bitcoin enhances risk-adjusted returns in institutional portfolios 21:39 - Why current regulatory frameworks hinder BTC...
Jun 04, 2025•1 hr 5 min•Ep. 1043
On today’s episode, Kyle Grieve chats with Jon Cukierwar about his unique global investing approach focused on undiscovered companies. They delve into Jon’s high-conviction strategy, his in-depth on-the-ground research process, and how he uncovers overlooked opportunities by combining valuation, quality, and growth. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 03:02 - Lessons Jon learned working for legend Bob Robotti 07:19 - Why Jon favours high-quality, growing businesses 17:26 - How Jon counte...
Jun 01, 2025•1 hr 26 min•Ep. 1042
On today’s episode, Clay is joined by Tim Koller to discuss all things valuation. Tim is the lead author of Valuation: Measuring and Managing the Value of Companies which is the #1 best-selling guide to business valuation. This book—now in its eighth edition—has sold more than one million copies, and is used as a textbook at top business schools such as Wharton School, University of Chicago, MIT, INSEAD, Tuck School of Business, and Northwestern University. As a Partner at McKinsey & Company...
May 30, 2025•1 hr 3 min•Ep. 1041
Preston and Matthew discuss the upcoming Bitcoin Policy Summit, explore strategic financial maneuvers involving Bitcoin, dissect stablecoin impacts, and examine shifting global crypto dynamics. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 01:20 - Challenges facing the Federal Reserve’s independence 13:21 - Insights into Elon's policy influence and federal restructuring 17:46 - The U.S. trade deficit's impact on Bitcoin and equity markets 19:59 - The Genius Act’s implications for stablecoin regula...
May 28, 2025•1 hr 2 min•Ep. 1040
On today’s episode, Kyle Grieve chats about one of the most iconic businesses in history—Coca-Cola—and explores its enduring competitive advantages, its remarkable turnaround under CEO Roberto Goizueta, and what Warren Buffett saw that made it one of Berkshire Hathaway’s most legendary investments. Kyle unpacks why Coke’s brand power, global distribution, and intelligent capital allocation have helped it dominate for over a century and why understanding this story can help you spot other life-ch...
May 25, 2025•1 hr 9 min•Ep. 1039
On today’s episode, Kyle Grieve chats with James and Abigail Zimmerman about the strength of growing and sustainable cash flowing businesses; the importance of strong balance sheets; how they navigate their circle of competence, and the steps they take to expand it; why simplicity is so important in an age of complexity, how they use cash as a boost, and not a drag on returns, and much more. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 02:28 - How communities—public and private—can spark better i...
May 23, 2025•1 hr 17 min•Ep. 1038
Explore the launch of Twenty One Capital, its strategic ties with Tether, SoftBank, and Cantor Fitzgerald, and how it compares to MicroStrategy or ETFs. Plus, Strike’s bold leap into secure Bitcoin lending. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 15:29 - How Twenty One Capital was formed and why now is the right time for a Bitcoin-native public company 17:16 - What SoftBank contributes beyond funding, including possible global Bitcoin adoption strategies 19:05 - How Twenty One differentiates...
May 21, 2025•1 hr 10 min•Ep. 1038
In this special celebratory episode, William Green spotlights some of the most important lessons from the greatest investor of all time: Warren Buffett. In honor of Buffett’s historic decision to retire after 60 years as Berkshire Hathaway’s CEO, William offers his thoughts on Buffett’s legacy & Berkshire’s future; he also shares powerful highlights from his conversations about Buffett with Joel Greenblatt, Nick Sleep, Thomas Russo, Chris Davis, Chuck Akre & Christopher Bloomstran. IN TH...
May 18, 2025•1 hr 53 min•Ep. 1037
On today’s episode, Clay and Kyle give an overview of their best quality stock idea for Q2 2025. This quarter, they discuss Booking Holdings. To our surprise, Booking Holdings is the world’s largest travel company. We explore how the company built a dominant position in Europe through its network effect, asset-light business model, and sound capital allocation decisions. We also cover Booking’s competitive advantages, financial performance, and key risks facing the business. Clay finds Bookings ...
May 16, 2025•1 hr 16 min•Ep. 1036
Andy Edstrom unpacks whether Bitcoin is truly the last asymmetric bet for companies, diving into MicroStrategy's model, capital structure risks, and Bitcoin's rising institutional role. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 03:40 - Why Michael Saylor calls Bitcoin a lifeline for “zombie companies” 05:20 - How Bitcoin’s returns compare to traditional assets over the last decade 07:10 - The strategic and accounting evolution enabling Bitcoin treasury allocations 12:00 - MicroStrategy’s premi...
May 14, 2025•1 hr 7 min•Ep. 1035
In this episode, Clay and Kyle reflect on their weekend at the Berkshire Hathaway annual shareholders meeting in Omaha and play a few of their favorite clips from the Q&A session with Warren Buffett, Greg Abel, and Ajit Jain. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 01:16 - Our thoughts on Buffett’s announced retirement of CEO at Berkshire Hathaway. 07:07 - How Warren Buffett and Greg Abel’s management style might differ as CEO. 20:03 - Why Buffett seeks to surround himself with wonderful...
May 11, 2025•1 hr 27 min•Ep. 1034
On today’s episode, Kyle Grieve breaks down the contrarian investing philosophy of Anthony Bolton, revealing how he consistently outperformed the market by combining sentiment analysis, in-depth fundamental research, and a flexible yet disciplined portfolio strategy. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 03:27 - The traits Bolton observed in the best fund managers. 04:55 - Why incomplete knowledge can be a strength. 06:56 - A simple method for conviction-based portfolio reviews. 11:48 - Wh...
May 09, 2025•1 hr 8 min•Ep. 1033
This episode explores Bitcoin’s emerging role as a global economic force, from its convergence as money to grid integration, payment tech, and strategic policy shifts. Preston and Parker also spotlight Zaprite's innovations for Bitcoin payments and the broader implications of CBDCs and regulatory changes. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 01:12 - Key developments in Texas: grid reliability, strategic reserves, and Bitcoin Park 07:12 - How Bitcoin mining can support energy grid reliabil...
May 07, 2025•1 hr 3 min•Ep. 1032
On today’s show, Stig Brodersen talks with legend value investor Mohnish Pabrai. Since its inception in 1999, one dollar invested in the flagship fund would have turned into $13.63 vs. $6.19 for the S&P 500. In the special interview, you can join Mohnish and Stig’s metaphorical restaurant and together taste new wonderful dishes in investing and life. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 01:36 - How stock investors can truly think like the owners of the business 10:09 - Which advice wo...
May 04, 2025•1 hr 19 min•Ep. 1031
In this episode, Clay dives into Buffett and Munger Unscripted by Alex Morris. This book is a treasure trove of timeless investing wisdom from decades of Berkshire Hathaway annual meetings. The episode highlights Warren and Charlie’s most powerful lessons on capital allocation, business quality, temperament, and how to achieve long-term investing success. Whether you're a lifelong Buffett fan or just stepping into the world of value investing, this episode is packed with insights you won’t want ...
May 02, 2025•1 hr 10 min•Ep. 1030
This episode explores how Bitcoin investors can build resilient portfolios, respond to economic slowdowns, and make smarter money and time decisions. Expert insights on real estate trends, estate planning, and hedging strategies round out a comprehensive discussion. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 03:45 - The sustainability of Bitcoin's rally and long-term price outlooks. 05:35 - Trends in Bitcoiners' real estate investments amid housing illiquidity. 07:43 - How to interpret downgrad...
Apr 30, 2025•1 hr•Ep. 1029
Stig has invited legend investor Chris Bloomstran from Semper Augustus to teach us how to value Berkshire Hathaway on today's show. Semper Augustus has an outstanding track record with a compounded annual growth rate of 11.4% on equities since its fund's inception on 2/28/1999, compared to 8.2% for the S&P 500. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 01:45 - The importance of being trusted for Warren Buffett and Chris Bloomstran 18:20 - Why you may want to own a 10-year treasury over the...
Apr 27, 2025•1 hr 29 min•Ep. 1028
On today’s episode, Kyle Grieve explores the DNA of Amazon by tracing Jeff Bezos’s early influences, strategic decisions, and relentless focus on customer experience, revealing how a bold vision and founder-led culture built one of the most dominant businesses in history. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 02:12 - How Bezos’s childhood brilliance helped forged Amazon’s DNA. 03:22 - Why self-reliance helped Bezos repeatedly invent out of failure. 06:02 - How DE Shaw inspired Amazon’s hir...
Apr 25, 2025•1 hr 12 min•Ep. 1027
Alex Gladstein unpacks the hidden power dynamics of financial privilege, the shifting terrain of surveillance, and why Bitcoin might be the most unexpected tool in the fight for human rights IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 08:23 - Why self-custody is essential to the philosophical core of financial freedom 13:12 - How grassroots Bitcoin movements are reshaping power dynamics 14:02 - The complex role of social media in Bitcoin advocacy 14:27 - What recent developments are challenging ...
Apr 23, 2025•1 hr 6 min•Ep. 1026
In this episode, William Green chats with Christopher Begg, an exceptional hedge fund manager who is the CEO & CIO of East Coast Asset Management. Chris has also taught for many years at Columbia Business School, where he teaches the prestigious Security Analysis course that Warren Buffett took with Ben Graham in 1951. Here, Chris discusses how to stay calm amid market turmoil; how he identifies great businesses; why Tesla could deliver extraordinary long-term returns; & how he builds a ...
Apr 20, 2025•2 hr 8 min•Ep. 1025
