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In this episode, Clay reviews Lee Freeman-Shor's book — The Art of Execution. Freeman-Shor studied 45 of the world's top investors over seven years, revealing why investment success depends far more on execution than stock picking. Through analysis of nearly 1,000 investments, he discovered that even the best investors are wrong half the time, but their success comes from how they handle both winners and losers.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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Preston Pysh welcomes back NVK, renowned Bitcoin expert and founder of Coinkite, for an in-depth conversation on the future of Bitcoin, the evolving dynamics of its core development, and the promising rise of decentralized platforms like Nostr.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro
02:01 - How Bitcoin's increasing price may sustain mining incentives post-halving
09:37 - The evolution from Satoshi’s original code to the current Bitcoin Core
14:15 - Insights into Bitcoin Knots and the separation of wallet and consensus code
19:41 - Critiques of Bitcoin’s development scene and current conference culture
20:09 - The controversy surrounding Bitcoin Core’s GitHub governance
24:22 - Debates around removing the OP_RETURN 83-byte limit
32:23 - Nostr’s potential to revolutionize identity and AI communication
35:45 - Key adoption challenges facing Nostr and possible solutions
44:44 - The philosophy and features behind Coinkite’s hardware wallets
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
BOOKS AND RESOURCES
NVK’s Company: ColdCard Bitcoin Hardware Wallets.
Join NOSTR at Primal.
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In this episode, Stig Brodersen speaks with Guy Spier who has outperformed the S&P 500 since 1997, with a 9.6% vs. 8.8% CAGR. They explore why Guy invested in The Economist, and how friendships, service, and living by an inner scorecard guide his life and investment philosophy.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro
02:27 - Why Guy Spier decided to invest in The Economist.
13:16 - How Guy is living by his inner scorecard.
55:16 - Why friendships are there for a reason, a season, or a lifetime.
55:16 - How does Guy invest in friendships?
01:09:03 - How to facilitate thoughtful conversations with friends.
01:22:03 - How do you seek wisdom?
01:44:04 - How do you identify how to best be of service?
01:57:43 - What money can and can’t buy you.
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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In this episode, Clay shares the key principles behind his personal investment approach. His approach has been shaped by over a decade of experience and lessons from great investors like Charlie Munger, Nick Sleep, and Chris Mayer. He explains how he builds a portfolio focused on high-quality businesses and long-term compounding. It’s a candid look at how he filters out the noise and plays the game on his own terms.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro
03:19 - How Clay defines and pursues financial independence through investing.
05:22 - The lessons Clay learned from Charlie Munger, Nick Sleep, and Chris Mayer.
08:35 - How Clay constructs and thinks about his personal portfolio.
16:22 - Why great businesses often beat cheap stocks over the long run.
27:05 - What “sidecar investing” means and how to apply it.
58:08 - The importance of simplicity and ignoring market noise.
01:04:26 - Why patience may be the biggest edge in investing.
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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James and Preston dissect the evolving cryptocurrency landscape—from market structure transitions and on-chain data missteps to Bitcoin mining incentives and the cutting-edge strategies behind Bitcoin Treasury companies.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro
02:47 - Lessons learned from the 2020-2021 crypto cycle
04:59 - Why the crypto market is shifting from spot to leverage-driven models
05:54 - The role of futures and ETFs in today’s low-activity network
10:42 - How mining subsidies influence innovation and decentralization
14:08 - Why fees are crucial for protecting Bitcoin from censorship
19:32 - How Bitcoin’s dominance affects altcoin cycles
26:35 - Insights into tokenized sovereign debt and blockchain scalability
32:15 - The potential long-term shift in global KYC regulations
33:13 - The rise and risks of Bitcoin Treasury companies
38:53 - Key differences between MicroStrategy and competitors
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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On today’s episode, Kyle Grieve discusses how Warren Buffett evolved from a young entrepreneur with an intense fascination for numbers into one of history’s most disciplined and independent investors. The episode explores the key influences, early lessons, and defining choices that shaped his unique approach to business and capital allocation.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro
03:04 - How Buffett showed business instincts as a young boy
03:44 - How Buffett used scuttlebutt early in his career
04:26 - The influence Buffett’s father had on his mindset
11:06 - Three timeless principles Buffett learned from Ben Graham
19:11 - The period Buffett compounded at over 50% annually
23:49 - How a “cigar butt” taught Buffett pricing power
29:33 - Why Buffett embraced concentrated investing from the start
45:14 - Why Buffett saw media companies as modern-day toll bridges
54:02 - Buffett’s core disagreement with efficient market theory
1:00:00 - What Buffett learned while rescuing Salomon Brothers
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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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-honesty drives long-term improvement.
16:41 - The track records that define good, great, and GOAT investors.
19:09 - What a jiu-jitsu legend taught Ian about mastery.
19:09 - Five core skills every top investor must develop.
36:19 - Why staying the same means falling behind.
44:16 - Hidden skills that give GOATs an unfair edge.
01:08:16 - The rare skill Ian leverages for outperformance.
01:11:15 - Offense vs. defense: applying it to your portfolio.
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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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 comparing investments in a Bitcoin world
13:05 - The challenges of applying traditional DCF models to Bitcoin
20:45 - The concept and implications of the equity stability premium
22:59 - How Bitcoin’s volatility can be reframed as an asset rather than a liability
26:19 - Why volatility perceptions differ between traditional finance and Bitcoin maximalists
31:08 - How Bitcoin adoption trends impact valuation and investment strategy
08:29 - Preston’s personal journey in reevaluating valuation models using Bitcoin
40:46 - Portfolio risk management principles involving Bitcoin and traditional assets
50:06 - Insights from the STRIVE report on future asset valuation frameworks
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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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.
18:05 - Why sports gambling companies often refuse to take his bets.
47:56 - What three qualities he seeks in any company.
01:00:05 - How he scored big on Amazon, Google, Apple & Netflix.
01:11:11 - Why he never relaxes his disciplined focus on valuation.
01:16:04 - What he learned from hedge fund star Michael Steinhardt.
01:24:47 - How Bill’s team performs “Devil’s Advocate Reviews” for each stock.
01:33:55 - Why he developed his “Mistake Management Protocol.”
01:46:51 - How to succeed without ruining your health or your family.
01:46:51 - Why he discourages people from entering the investing business.
01:50:46 - What you must sacrifice to achieve greatness.
01:59:08 - How to succeed by aligning yourself with top-decile people.
02:07:13 - Why value investing isn’t dead.
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 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 343 in its US Large Cap Core Equity category by Nasdaq eVestment.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro
02:39 - Joseph’s lessons from spending a day with Peter Lynch.
12:09 - Why the active management industry is broken and how Joseph has set out to fix it.
22:12 - Why Bill Miller invested in Joseph’s new ETF.
28:25 - Why recurring revenue is the ultimate business model.
40:11 - Whether any of the Magnificent 7 companies fit into Joseph’s recurring revenue framework.
46:35 - The role that valuation plays in Joseph’s quality investing framework.
55:30 - Joseph’s top stock pick to hold for the next 20 years.
01:03:00 - Why Joseph is attracted to the aerospace aftermarket industry.
01:08:09 - Why Joseph chose the ETF structure over the mutual fund.
01:10:53 - How Joseph determined the appropriate position sizing for his fund.
And so much more!
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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