Old Men, New Money®: Bitcoin, Blockchain & Tokenization

Douglas Borthwick, Phil Larmon and Ali Davoudi

The Authority's Guide to Tokenization & Digital Assets. 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. 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. oldmennewmoney.substack.com

  1. 1 DAY AGO

    Episode 13: Real Estate Tokenization: Lessons Learned and Future Directions

    The Truth About Real Estate Tokenization: Why It Hasn't Worked and What Needs to Change In this episode of Old Men New Money, Ali Davoudi introduces the audience to module four of their educational series on digital securities, focusing on real world asset tokenization, specifically real estate. Ali explains why real estate tokenization, despite its exciting pitch of liquidity and fractional ownership, has largely failed due to regulatory complexities, liquidity illusions, and unclear value propositions. He offers insights into current approaches and suggests practical changes that could make real estate tokenization viable, such as focusing on tokenizing real estate funds or REITs and being honest about liquidity. Ali also shares lessons applicable to other asset classes and previews upcoming episodes covering tokenized treasuries, public equity, and private equity. 00:00 Introduction to Module Four: Real World Asset Tokenization 00:56 The Hype and Promise of Real Estate Tokenization 02:09 Why Real Estate Tokenization Has Failed 04:13 Structural Challenges in Real Estate Tokenization 05:57 Examples of Failed Tokenization Projects 07:52 What Needs to Change for Real Estate Tokenization to Succeed 09:49 Potential Models for Successful Tokenization 14:17 Lessons for Tokenizing Other Asset Classes 15:32 Investor Advice and Looking Ahead 18:08 Conclusion and Future Topics Get full access to Bitcoin, Blockchain and Tokenization at oldmennewmoney.substack.com/subscribe

    19 min
  2. 4 NOV

    Episode 6: Ethereum vs Solana: The Infrastructure Battle

    Ethereum vs. Solana: The Future of Tokenized Equity In this episode of 'Old Men New Money,' Douglas Borthwick discusses the major infrastructure decision in digital securities: Ethereum versus Solana. He highlights Galaxy Digital's choice to tokenize NASDAQ-listed shares on Solana, marking a significant shift from Ethereum due to Solana's high performance and lower costs. Borthwick argues that while Ethereum has institutional credibility and regulatory comfort, it falls short in terms of transaction speed and cost compared to Solana. He provides a detailed comparison of the two blockchains, emphasizing Solana's advantages for high-frequency trading and consumer-facing applications. Borthwick concludes that trends in developer migration and transaction volume favor Solana, marking it as the future leader in smart contract platforms. The episode also teases a future discussion on stablecoins. 00:00 Introduction to the Debate: Ethereum vs. Solana 00:12 Galaxy Digital's Groundbreaking Move 00:58 Ethereum vs. Solana: A Performance Comparison 02:26 The Regulatory Shift and Its Implications 04:42 Ethereum's Struggles in High-Frequency Markets 05:27 Why Solana is the Future for High Throughput Applications 06:31 Developer Migration to Solana 07:36 Solana's Real-World Usage and Efficiency 09:48 The Layer Two Debate and Solana's Unified Approach 10:40 Ethereum's Strengths and Limitations 11:42 Solana's Security and Network Stability 14:19 Future Predictions and Strategic Advice 18:07 Conclusion and Next Episode Preview Get full access to Bitcoin, Blockchain and Tokenization at oldmennewmoney.substack.com/subscribe

    19 min

About

The Authority's Guide to Tokenization & Digital Assets. 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. 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. oldmennewmoney.substack.com

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