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In this episode, Stig Brodersen speaks with David Fagan, a successful entrepreneur and investor, about the powerful overlap between building businesses and investing in public markets. They explore why business owners often think differently about diversification, dividends, and risk—and how habits, friendships, and clarity of purpose shape long-term success in both business and life.
00:00 - Intro
05:35 – Why some business owners often become better investors through firsthand experience with risk, volatility, and capital allocation.
14:57 – The blind spots business owners have when they enter the world of investing.
23:09 – Why you might shift your attitude toward dividends after experiencing firsthand how brutal capitalism is.
28:30 – David shares the daily habits that help him stay grounded, including exercise, reading, and reflection.
35:49 – A different take on “you are the average of the five people you spend the most time with”—and the tradeoffs of seeking higher-caliber peers.
37:51 – Why financial independence raises deeper questions about purpose, relationships, and long-term alignment in life and work.
59:06 – When (and how) to go into business with friends: lessons from real stories about incentives, equity splits, and mutual expectations.
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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On today's episode, Clay is joined by Shawn O'Malley to discuss his work on The Intrinsic Value Podcast and two key holdings from The Intrinsic Value Portfolio.
Shawn recently launched The Intrinsic Value Podcast alongside co-host Daniel Mahncke, where they conduct weekly deep dives into companies while building their own concentrated portfolio of 20 holdings.
In this conversation, they explore Reddit's transformation from an unprofitable tech IPO to a rapidly growing, cash flow positive business, and examine Uber's dominant market position and diversified revenue streams.
IN THIS EPISODE YOU’LL LEARN:
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Andrew and Jesse join Preston to discuss Smarter Web’s transformation into a major Bitcoin Treasury firm, UK market dynamics, valuation strategies, and future growth plans, including preferred shares.
IN THIS EPISODE YOU’LL LEARN:
14:02 - What is MNAV and why is it a crucial metric for valuing Bitcoin Treasury firms?
35:20 - How does Smarter Web plan to maintain its lead in the UK Bitcoin market amid rising competition?
49:52 - What are the benefits and risks of investing in a Bitcoin Treasury company versus Bitcoin directly?
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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On today’s episode, Kyle Grieve discusses the power of mental models, how they sharpen our thinking, and how they improve our decision-making in investing and everyday life. He explores various key concepts in general thinking, including the circle of competence, inversion, first-principles thinking, probabilistic thinking, and more.
IN THIS EPISODE YOU’LL LEARN:
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On today’s episode, Kyle Grieve discusses Charlie Munger’s legendary speech, The Psychology of Human Misjudgment, and unpacks all 25 of his cognitive biases that often lead even the most intelligent people to make poor decisions. Drawing from Poor Charlie’s Almanack, Kyle explores how these psychological tendencies—like incentive-caused bias, social proof, and inconsistency avoidance—can distort our thinking in business, investing, and everyday life. He blends Munger’s timeless wisdom with real-world investing examples, personal experiences, and practical strategies to help listeners make better, more rational decisions.
IN THIS EPISODE YOU’LL LEARN:
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Bitcoin market insights, Treasury trends, stablecoin regulation, and bold predictions for Bitcoin's future.
IN THIS EPISODE YOU’LL LEARN:
03:21 - How global liquidity and leverage affect Bitcoin's market performance
08:56 - The evolving role and risks of Bitcoin Treasury companies
17:26 - Why stablecoin regulations are reshaping digital finance
18:35 - What the Genius Act means for bank and non-bank stablecoin issuers
21:03 - How Tether and JPM are responding with gold tokens and Layer 2 solutions
24:50 - Why the Base network's centralization raises concerns
27:45 - Differing views on the US dollar's future amid AI-driven economic shifts
35:30 - Long-term predictions for Bitcoin and gold prices
40:33 - The strategic role of Bitcoin options trades
48:06 - Legal strategies for enforcing advertising contract disputes
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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In this unusually personal and candid episode, William Green answers a wide range of probing questions posed by listeners to his podcast and readers of his book, “Richer, Wiser, Happier: How the World’s Greatest Investors Win in Markets & Life.” Here, William discusses the key qualities, principles, and practices he’s observed in the best investors; how they handle adversity; what he’s learned from his own setbacks, failures, and mistakes; and how he’d invest if he were starting over.
IN THIS EPISODE YOU’LL LEARN:
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In this episode, Clay dives deep into the remarkable story of Heico — a quiet compounder that’s delivered over 22% annual returns for more than three decades. While aerospace may seem like a commoditized or slow-moving industry, Heico flips that assumption on its head.
Clay breaks down how the Mendelson family transformed a struggling parts supplier into a $38 billion industry leader through exceptional capital allocation, a culture of ownership, and a nearly unbreakable moat built on regulatory mastery and being a partner that customers can trust. Whether you're an investor, entrepreneur, or business strategist, this episode offers timeless lessons on how to build and sustain a truly durable business.
IN THIS EPISODE YOU’LL LEARN:
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Jim Chanos and Pierre Rochard face off on Bitcoin-native corporates, debating governance, valuation models, capital structure, and whether BTC on the balance sheet adds value or risk.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro
02:27 - Why Jim Chanos is short BTC companies but long Bitcoin itself
05:44 - Pierre Rochard's view on using corporate debt/equity to acquire BTC
13:03 - Capital structure tools best suited for BTC-native companies
14:12 - Whether BTC treasuries offer more than just bull-market beta
19:23 - The risks of NAV premiums and misaligned management incentives
20:16 - Debate over proper valuation frameworks: NAV vs. cash flow
24:30 - Could BTC treasuries evolve into financial infrastructure—or stay niche?
26:25 - The systemic implications of too many firms holding BTC on balance sheets
36:22 - 2030 predictions: spot BTC vs. BTC-native equities vs. ETFs
40:17 - What a “responsible” BTC treasury strategy could look like
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On today’s episode, Kyle Grieve discusses the principles of value investing, including how to distinguish between speculation and true investing, the dangers of Wall Street's incentive structures, and the importance of prioritizing downside protection over upside potential. We’ll also delve into discipline for value investing, how to develop a margin of safety mindset, and how to build a risk-averse strategy and portfolio.
IN THIS EPISODE YOU’LL LEARN:
11:01 - Why fund managers have structural weaknesses that require them to prioritize the wrong things
13:26 - Why EBITDA can mislead—and how it hides a business’s actual condition
16:46 - Why value investors focus more on downside protection than upside potential
18:47 - How to think about margin of safety when constructing a portfolio
31:51 - The three temperamental traits most critical to successful value investing
36:38 - Why value investors hold cash and how they use it as a strategic weapon
44:00 - A detailed breakdown of how Klarman values businesses
20:06 - The major types of value opportunities—and where to find them
1:02:49 - Klarman’s perspective on diversification and intelligent position sizing
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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