New season begins August 2026. The Authority's Guide to Tokenization, Digital Assets & Agentics. Tired of crypto advice from influencers who've never executed a real securities offering? Douglas Borthwick (pioneer of the first SEC-registered security token IPO), Phil Larmon, and Ali Davoudi bring decades of Wall Street experience to blockchain innovation. And they're not here to sell you the latest memecoin. What makes us different: Douglas made history raising $85 million in the world's first regulated token IPO. We've survived multiple market crashes, built real wealth through traditional investing, and now we're showing how tokenization reshapes serious portfolios. No hype. Just the creator of the "Insumer Model" asking questions crypto Twitter won't. Every episode delivers: Exclusive interviews with industry pioneers (not Twitter personalities), Real tokenization opportunities from someone who's actually executed them, Security token strategies that work within regulatory frameworks, Market analysis from the author of 5 blockchain books. Perfect for: Executives and institutional investors exploring tokenization without the learning curve. If you're making real investment decisions, this show is for you. Recent guests include: Samson Mow, former FTX executives, and entertainment industry pioneers. New episodes every Tuesday once the new season kicks off. Subscribe and join 13,000+ investors learning from the person who literally wrote the book on tokenization. Warning: We occasionally reference SEC filings and things before Bitcoin existed.
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Episode 24: Why Fans Deserve Ownership: How Web3 Fixes Broken Sports Media
The Future of Sports and Entertainment: Decentralized Ownership and the Role of Web3
In this episode of Old Men New Money, Phil Larmon discusses the systemic issues plaguing the sports and entertainment distribution models. He argues that the current system is fundamentally broken due to the disappearance of scarcity, leading to economic collapse and fragmentation in media consumption. Phil breaks down how Web3 technology can solve these problems by introducing scalable ownership models, decentralized content creation, and peer-to-peer betting. He explains how tokenized media distribution can align the interests of fans, creators, athletes, and leagues, making them stakeholders rather than mere consumers. The episode concludes with a look at how this shift will permanently change the economics of sports and entertainment.
00:00 Introduction: The Broken Distribution Model
01:43 The Collapse of Scarcity in Media
03:06 The Rise of Fan Ownership
04:52 Web3: The Future of Media Distribution
05:59 The Streaming Dilemma
07:43 Tokenized Media and Fan Engagement
12:07 Decentralized Betting and the Future of Sports
13:11 The Inevitable Shift to Tokenized Media
17:12 Conclusion: Rewriting the Economics of Entertainment
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8 Dec 2025TRANSCRIPT
Episode 23: Athlete Tokenization: The Future of Wealth in Sports
Revolutionizing Sports Wealth: Athlete Tokenization's Bright Future
In this episode of Old Men New Money, Phil Larmon explores the concept of athlete tokenization as a solution to the financial and identity crises that athletes often face. He differentiates between economically sound tokenization and the hype around NFTs and digital collectibles. He critiques the early attempt by Fantex and explains why it failed due to the absence of supportive laws, technology, and cultural acceptance at the time. Larmon then discusses the modern landscape where high school and college athletes can monetize legally, paving the way for sustainable tokenization. He emphasizes the need for an aligned ecosystem involving agents, managers, and professional associations to ensure these investments are ethical and beneficial for athletes. The episode also explores the potential long-term benefits of tokenization, including post-career earnings and stronger fan engagement, ultimately providing athletes with financial and identity stability throughout and after their careers.
00:00 Introduction to Athlete Tokenization
00:39 The Structural Problems in Sports
02:09 The Fantex Experiment
05:26 The Modern Landscape of Athlete Tokenization
06:12 Case Studies: Potential and Real Examples
13:35 The Role of Agents and Managers
15:32 Post-Career Monetization
18:46 The Four Conditions for Successful Tokenization
20:42 Conclusion and Future Insights
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3 Dec 2025TRANSCRIPT
Episode 22: Tokenization: The Blueprint for a New Fan Economy
The Blueprint of Tokenization in Modern Entertainment: Real Ownership and Participation
In Episode 22, host Phil Larmon shifts from the 'why' of fan ownership to the 'how', detailing the mechanics behind tokenization within the entertainment industry. This episode delves into how tokenization collapses the traditional layers of access, ownership, and monetization, using blockchain technology to create verifiable, programmable, and transparent ecosystems. Larmon explores practical applications such as tokenized ticketing, fan access, compliant equity models, media distribution, loyalty pipelines, and real-world authentication. He emphasizes that tokenization is transforming everything from music and film to sports and digital collectibles by shifting fans from passive consumers to active participants with real economic stakes. The episode highlights current implementations and future predictions, asserting that regulated, transparent tokenization will revolutionize entertainment.
00:00 Introduction and Recap
00:56 The Blueprint for Fan Ownership
02:04 Tokenized Ticketing Revolution
03:59 Fan Access and Engagement
05:47 Compliant Equity Models
07:25 Media Distribution Tokens
08:58 Loyalty to Equity Pipelines
10:03 Authentication and Digital Twins
11:01 The New Fan Economy
12:01 Real-World Applications and Future Predictions
15:31 Regulation and Compliance
18:39 Conclusion and Next Episode Preview
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Inside a recent episode
Episode 23: Athlete Tokenization: The Future of Wealth in Sports
Published 8 Dec 2025 · Transcript excerpt
[…] They can define what percentage of future earnings can be tokenized and what cannot. They can implement mandatory financial education. They can put every deal through compliance and legal review. They can ensure the athlete is protected at every step. And frankly, this could be done hand in hand with the NFLPA. The NFLPA can formalize the long-term structure, ensuring that no athlete is ever exploited by bad actors. And the agents can execute within the regulated framework to build career-long support systems. This is the version that works. The version that's ethical. The version that protects the athlete as a human being, not just a product. […]
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