

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
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
Episodes
Mentioned books

Aug 8, 2025 • 49min
Navigating the Future of Digital Securities: An In-Depth Conversation
Digital Securities and Consumer Equity: The Revolution and RisksIn this episode, Phil Larmon, Ali Davoudi, and Douglas Borthwick discuss the implications of the new Genius Act and Clarity Act on the economy, specifically focusing on the rise of digital securities and consumer equity - What ouglas calls The Insumer Model. They delve into the potential for stablecoins and digital wallets becoming ubiquitous, transforming how consumers and investors interact. The conversation touches on issues of interoperability among digital security platforms, potential benefits for shareholders in consumer loyalty models, and the challenges and risks companies might face in implementing such systems. Concerns about privacy, liability, and the feasibility of peer-to-peer trading without intermediary platforms are debated, highlighting the complex landscape and the need for more thorough discussion and planning.00:00 Introduction and Episode Kickoff00:56 The Impact of the Genius Act and Clarity Act01:58 Understanding Digital Securities and Consumer Models02:26 Practical Applications and Benefits of Digital Securities05:01 Challenges and Considerations in Digital Securities05:29 Future of Payments and Loyalty Programs08:12 Equity Ownership and Consumer Privacy Concerns09:21 Debating the Viability of Tokenized Equity10:54 Potential Issues and Real-World Examples13:54 The Need for Thoughtful Implementation24:01 Conclusion and Final Thoughts26:30 Costco Gold Purchase Dilemma27:50 Crypto Arbitrage and Kimchi Premium28:46 Tokenization and Equity Concerns30:07 Universal Basic Income and COVID30:29 Naked Shorting and GameStop33:10 Digital Securities and NFTs45:27 Strategic Reserves and National Security47:58 Fiat Money and Economic Constructs48:14 Concluding Thoughts and Future Discussions Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe

Jun 19, 2025 • 48min
The Rise of Investment Crowdfunding: A Revolution in Venture Capital
The Rise of Investment Crowdfunding with Yvan De MunckIn this episode of 'Old Men, New Money,' hosts Phil Larmon and Douglas Borthwick interview Yvan De Munck, an expert in investment crowdfunding. Yvan shares his extensive experience in the crowdfunding space, tracing the evolution from early platforms like Lending Club to the current possibilities in investment crowdfunding. He discusses the benefits of using data analytics to predict successful crowdfunding investments and how platforms like CClear.ai can empower individual investors to act like VCs. Yvan also touches on how the industry is set to explode, driven by increased participation, the rise of tokenization, and the potential for investment crowdfunding to rival traditional VC models.00:00 Introduction and Social Media Promotion01:03 Interview with Yvan De Munck: Investment Crowdfunding Expert01:43 Yvan's Journey into Crowdfunding02:16 The Birth of Lending Club and Marketplace Lending04:16 Institutionalization of Crowdfunding07:07 The Rise of Online Lending09:23 Investment Crowdfunding vs. Venture Capital10:54 The Role of Data in Crowdfunding Success12:47 CClear.ai and the Future of Crowdfunding14:19 Competitive Benchmarking and Market Insights16:04 The Importance of Data in Crowdfunding18:47 Capital Pulse Ratings and Offering Insights25:50 Understanding Platform Incentives27:15 The Role of Community in Crowdfunding Success28:04 Examples of Successful Crowdfunding Exits29:23 Analyzing Crowdfunding Success Rates32:15 Marketing Strategies for Crowdfunding33:46 The Importance of Digital Marketing34:35 Investor Ratings and Metrics40:55 VC Involvement in Crowdfunding44:12 The Future of Tokenization and Liquidity47:23 Final Thoughts and Conclusion Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe

Jun 10, 2025 • 42min
Revolutionizing the Trucking Industry
Revolutionizing Trucking Finance with Blockchain: A Conversation with Todd ZieglerIn this episode of Old Man, New Money, Ali Davoudi and Douglas Borthwick speak with Todd Ziegler, CEO of TCS Blockchain. Todd explains how TCS is transforming the trucking industry by addressing the high cost of capital, a major problem in the $2 trillion US supply chain. Utilizing blockchain technology, TCS offers faster and cheaper settlements for transportation companies by disintermediating traditional factoring companies. Todd shares his journey from the trucking industry to blockchain, detailing the benefits of their ERC 20 token on the INX platform, and how it significantly reduces costs for truckers. The episode delves into the complexities of factoring, the inefficiencies in current systems, and TCS's innovative solutions, including potential scaling into other industries.Learn More Here: https://www.tcsblockchain.com/00:00 Introduction to the Guest and TCS Blockchain00:59 Todd Ziegler's Background and Entry into Blockchain02:43 Challenges in the Trucking Industry04:27 Factoring in the Trucking Industry10:53 TCS Blockchain's Solution for Truckers19:10 How TCS Token Works21:44 Understanding Secondary Market Participation22:11 Regulatory Environment and Future Incentives24:15 Factoring Beyond Trucking24:38 Scaling and Industry Expansion25:48 Challenges and Opportunities in Factoring26:59 Acquisition Interest and Market Position28:15 Blockchain and Digital Assets in B2B Settlement29:28 Current Operations and Future Plans31:05 Funding and Capital Management39:21 Crowdfunding and Token Economics41:37 Conclusion and Contact Information Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe

May 11, 2025 • 40min
The Bitcoin Boom
The Bitcoin Boom: Strategic Acquisitions and State-Level LegislationIn this episode of Old Men New Money, hosts Douglas Borthwick and Ali Davoudi discuss the latest trends and major moves in the Bitcoin and cryptocurrency markets. They delve into MicroStrategy's aggressive Bitcoin accumulation strategy led by Michael Saylor, the company's rebranding, and its growing influence. Other key topics include the involvement of major players like Meta Planet, 21 Co, and Cantors and Tether in the Bitcoin race. They also discuss mergers and acquisitions in the crypto space, highlighting Coinbase's $2.9 billion acquisition of Deribit and Jump Trading's investment in Securitize. Additionally, they address the state-level Bitcoin reserve legislation passed by New Hampshire and Arizona, and the potential of Texas joining in. The discussion extends to the Genius Act, its blockage in Congress, and Coinbase's alleged role in it. The episode concludes with a preview of upcoming guest Dennis Porter, who will share insights on state-level Bitcoin initiatives.00:00 Introduction and Subscriptions00:42 Episode Overview and Topics01:17 MicroStrategy and Bitcoin Strategy03:40 Bitcoin as a Store of Value07:00 MicroStrategy's Market Moves11:52 Financial Engineering and Bitcoin Lending15:08 Concerns with Traditional Finance18:27 US Bitcoin Reserve and Accumulation Strategies21:00 Government's Bitcoin Strategy21:54 US States Embrace Bitcoin22:50 Bitcoin's Scarcity and Value24:10 Bitcoin as a Store of Value25:11 Bitcoin vs Traditional Finance25:48 Understanding Bitcoin Investment32:25 Institutional Adoption of Crypto34:53 Regulatory Challenges and M&A News38:51 Conclusion and Upcoming Interviews Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe

Mar 20, 2025 • 37min
From Bitcoin Banks to Meme Coins: A Financial Exploration
Old Men, New Money: Bitcoin, AI, and the Future of Digital AssetsIn this episode of 'Old Men, New Money,' hosts Phil Larmon and Douglas Borthwick delve into the rising influence of Michael Saylor and MicroStrategy's Bitcoin strategies. The discussion expands to potential government adoption of Bitcoin for strategic reserves and the economic implications. They also explore the impact of AI on job markets and corporate profits, as well as the transformative potential of blockchain for various sectors. Memecoins and digital securities receive brief mentions, reflecting ongoing trends and regulatory shifts in the digital asset landscape.00:00 Introduction and Announcements00:45 Michael Saylor and MicroStrategy's Bitcoin Strategy02:57 Government and Institutional Adoption of Bitcoin05:23 State-Level Bitcoin Initiatives06:28 Economic Factors Affecting Bitcoin Prices18:52 Meme Coins and Altcoins Discussion30:25 AI and Its Impact on Jobs and Investments34:37 Closing Remarks and Future OutlookSubscribe to our Weekly Newsletter on LinkedIn: Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe

Feb 24, 2025 • 1h 8min
Sandy Khaund on Blockchain: Enhancing Fan Experience and Engagement
Revolutionizing Sports Fandom with Blockchain: An Interview with Sandy Khaund of CredenzaIn this episode of Old Men, New Money, hosts Phil Larmon and Douglas Borthwick interview Sandy Khaund, the CEO of Credenza. Sandy discusses his journey from engineering roles at major companies to founding a blockchain ticketing company, Upgraded, which was later acquired by Ticketmaster. The conversation dives into the potential of blockchain in sports and entertainment, focusing on how Credenza leverages blockchain technology to enhance fan experiences, integrate disparate data systems, and provide personalized engagement. Sandy elaborates on the concept of pseudonymous identity and how blockchain can offer secure, personalized, and innovative solutions for sports teams, fans, and sponsors alike. The episode also touches on exciting use cases with the St. Louis Blues and the broader implications for digital identity and micropayments in the sports industry.00:00 Introduction and Host Greetings00:20 Guest Introduction: Sandy Khaund00:48 Sandy's Career Journey01:30 Blockchain Ticketing with Upgraded03:59 Challenges and Innovations in Ticketing09:11 The Future of Blockchain in Ticketing20:04 Digital Identity and Blockchain29:08 Decentralized Autonomous Organizations (DAOs)34:14 Digital Identity and the Digital Divide35:36 Biometrics and Privacy Concerns38:10 Introduction to Credenza39:37 The Future of Personalized Fan Experiences41:51 Blockchain and Pseudonymized Identities46:36 Monetizing Sports Fandom57:25 Fan Ownership and Private Equity01:06:38 Conclusion and Final ThoughtsJoin us in staying updated with the latest by subscribing to our channels on YouTube, Spotify, and iTunes. Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe

Feb 17, 2025 • 52min
Jameson Lopp: From Cypherpunks to Quantum Threats
Jameson Lopp Discusses Bitcoin Security, Cypherpunk Ideals, and Self-Custody SolutionsIn this episode, hosts Phil Larmon, Ali Davoudi, and Douglas Borthwick of 'Old Men, New Money' interview Jameson Lopp, a noted figure in the Bitcoin and cybersecurity space. Jameson shares his background in computer science and his journey into the world of Bitcoin. He explains the origins of Bitcoin within the cypherpunk movement and discusses its foundational principles of privacy and encryption. The conversation delves deep into Bitcoin's security features, including the concept of multi-key (multisig) security that Jameson’s company CASA specializes in. They explore CASA's innovative services for personal and enterprise Bitcoin security, including inheritance solutions, and discuss contemporary digital threats such as social engineering. Jameson also shares his concerns about the potential centralization risks posed by Bitcoin ETFs and paper Bitcoin. The episode highlights the importance of education and self-custody in the cryptocurrency world. The show concludes with Jameson promoting educational resources and encouraging the audience to take control of their digital assets.00:00 Introduction and Hosts00:22 Guest Introduction: Jameson Lopp00:44 Jameson's Background and Bitcoin Journey01:23 Understanding Cypherpunks and Bitcoin Security06:07 Quantum Computing and Bitcoin10:12 CASA: The Evolution and Security Focus16:53 Inheritance Solutions for Bitcoin25:11 Enterprise Solutions and Future Prospects27:11 White Collar Professionals and Bitcoin27:40 Evolution of the Customer Base28:33 Expanding Beyond Bitcoin29:31 Leadership Changes and Challenges31:28 Security Trends and Threats35:45 Personal Experiences with Cyber Attacks39:37 Advice for Bitcoin Security45:43 Concerns About Bitcoin Centralization49:36 Closing Thoughts and Recommendations Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe

Feb 3, 2025 • 49min
Transforming the Music Industry with Wendy Starland
Wendy Starland: Transforming Music with Blockchain and MusicSoulIn this episode of Old Men, New Money, hosts Phil Larmon, Ali Davoudi, and Douglas Borthwick interview Wendy Starland, a renowned singer-songwriter and co-founder of MusicSoul. Wendy discusses her journey from being a Universal recording artist to discovering and developing Lady Gaga. She shares her diverse musical background and influences, including working with artists like Jack White, Sheryl Crow, and Wu-Tang Clan. Wendy delves into the problems in the music industry, such as monetizing music and the challenges artists face today. She introduces MusicSoul, a new music streaming platform she co-founded that aims to create a middle class for musicians by paying artists 70% of streaming and advertising revenues. The platform also integrates social media engagement, blockchain technology, and offers a marketplace. Wendy emphasizes the potential of MusicSoul to revolutionize the music industry by removing financial hurdles for artists and providing brands a new way to connect with consumers.00:00 Introduction and Guest Introduction00:38 Wendy Starland's Musical Journey02:34 Discovering Lady Gaga05:19 Music Industry Insights and Tokenization08:25 Married to Music: A Personal Anecdote13:05 Musical Inspirations and Career Highlights19:47 Impact of Social Media on Music22:25 Advice for Aspiring Artists25:49 Introducing MusicSoul26:45 The Harsh Reality of Music Streaming27:35 Creating a Middle Class for Musicians27:41 How AI Matches Artists with Brands29:41 Advertising Integration in Music Soul30:53 Global Reach and Licensing32:06 Empowering Artists and Consumers35:59 Building a Super App for Music39:42 Challenges and Future Prospects46:33 Engaging Brands and Investors48:06 Conclusion and Contact Information Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe

Jan 30, 2025 • 46min
Unpacking the Latest Cryptocurrency Trends: Trump Coin, XRP, Bitcoin, and Tokenization
Old Men, New Money: The Trump Coin Controversy and BeyondIn this episode of 'Old Men, New Money,' hosts Phil Larmon, Ali Davoudi, and Douglas Borthwick discuss the recent developments in the cryptocurrency world, especially focusing on Trump's involvement with the Trump Coin and its implications. They explore the significance of meme coins, the transparency of blockchain, and the role of prominent political figures in the crypto space. The conversation also covers various other crypto topics such as the potential impact of Elon Musk's X payments, the role of Dogecoin, and the strategic use of XRP. They delve into the increasing interest from central banks and governments in Bitcoin, highlighting how institutional participation influences market dynamics. Additionally, the discussion touches on tokenization of pre-IPO stocks and the future of crypto-friendly administration. Closing the episode, they tease an upcoming interview with Wendy Starland who will discuss blockchain's role in the music industry.00:00 Introduction of the Full Crew00:09 Trump Coin Controversy06:05 Crypto Market Dynamics10:09 Ripple and XRP Debate13:30 Bitcoin's Institutional Adoption18:48 Synthetic Contracts and Market Manipulation21:37 Elon Musk and X Payments21:58 Exploring the Super App Concept23:05 Deep Seek: A New AI Competitor24:06 Implications of AI Advancements30:54 Tokenized Pre-IPO Stocks36:00 MicroStrategy and Bitcoin Investments40:37 Banks and Bitcoin Custody44:45 Conclusion and Upcoming Interview Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe

Jan 29, 2025 • 13min
Ali Davoudi: Crypto Journeys and Aviation Ventures
Meet Ali Davoudi: From Bitcoin Maximalist to Aviation TycoonIn this episode of 'Old Men, New Money,' hosts Phil Larmon and Douglas Borthwick welcome their new permanent crew member, Ali Davoudi. Ali, a long-time acquaintance of Phil's, shares his journey into the world of cryptocurrency, starting with his skepticism about the TARP Act in 2011. As a staunch Bitcoin maximalist, he discusses his distrust in central banks and other altcoins. Ali's career spans numerous ventures, from running a successful software company and dabbling in online tobacco sales to owning a minority stake in Million Air, a private aviation company, and other diverse businesses. He highlights his extensive entrepreneurial background, his unique entry into aviation, and the broader implications of blockchain technology in various industries.00:00 Introduction to the Hosts00:23 Ali Davoudi's Journey into Crypto01:50 Bitcoin Maximalism and Investment Philosophy03:21 Ali's Professional Background04:48 Venturing into Aviation11:18 Blockchain in Various Industries13:07 Conclusion and Farewell Get full access to Bitcoin, Blockchain & Tokenization at oldmennewmoney.substack.com/subscribe