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

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...

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 explai...

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 cr...

Fan Ownership in Sports and Entertainment: The Future of Digital Securities In this episode of 'Old Men New Money,' Phil Larmon dives into how digital securities can revolutionize the sports and entertainment industries. By applying the concepts of digital assets, compliance, and tokenization, fans, athletes, and creators can all benefit in unprecedented ways. Larmon illustrates how stadium distri...

The Rise of Community Marketing Officers: Transforming Customer Advocacy In this episode of 'Old Men, New Money,' Douglas Borthwick discusses the emergence of community marketing officers (CMOs), who differ from traditional chief marketing officers. CMOs are customer investors actively involved in promoting the business, motivated by their financial stakes in the company's success. Borthwick cover...

Integrating Marketing and Investor Relations: The Insumer Model Explained In this episode of Old Men New Money, Douglas Borthwick delves into the convergence of marketing and investor relations departments through the insumer model. Traditionally, these two business functions operate in isolation, but when combined, they create unique competitive advantages. The insumer model transforms customer l...

Bridging the Gap: Understanding Hybrid Security Tokens In this episode of Old Men New Money, Douglas Borthwick discusses common fears associated with pure digital securities and introduces the concept of hybrid security tokens. Hybrid tokens offer both traditional paper certificates and digital tokens, easing the transition to digital securities. Douglas explains the technical process behind hybri...

Unlocking the Potential of the Insumer Model™: Aligning Consumers and Investors with Tokenized Equity In this episode of 'Old Men, New Money®,' Douglas Borthwick introduces the Insumer Model™, a concept merging investor and consumer identities through tokenized equity. Borthwick explains how traditional stock ownership can be transformed using blockchain technology to provide immediate benefits at...

Unlocking Private Equity: The Future of Tokenization In this final episode of Module Four on Real World Asset Tokenization, Ali Davoudi discusses the transformative potential of private equity tokenization. He explains why private equity matters, highlighting its $10 trillion global value but noting that access is limited to accredited investors. Ali explores three models for tokenizing private eq...

Exploring Tokenization of Public Equity: Innovations and Challenges In this episode of Old Men New Money, Ali Davoudi discusses the emerging trend of tokenizing public company shares, illustrating how it could reshape global equity markets. He explains the difference between direct tokenization (as done by Galaxy Digital) and wrapped tokenization (as pursued by Backed and INX). Ali dives into the...

Success in Asset Tokenization: Why Treasuries Outshine Real Estate In this episode of 'Old Men New Money,' Ali Davoudi explores the robust success of tokenized treasuries compared to the struggling attempts in real estate tokenization. He highlights the simplicity, liquidity, and regulatory clarity that make treasuries an ideal candidate for tokenization. By reviewing major players like BlackRock...

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 owner...

Understanding the Risks of Investing in Treasury Companies In the latest episode of Old Men New Money, Douglas Borthwick delves into the various risks associated with investing in corporate treasury companies that are heavily involved in crypto assets. The episode covers seven major risk categories including asset price risk, NAV premium compression, dilution, debt leverage, regulatory issues, key...

Understanding SOL Strategies: The Future of Treasury Companies In this episode of 'Old Men New Money,' Douglas Borthwick explores SOL Strategies (ticker: STKE), a pioneering Solana Treasury company that goes beyond simple asset accumulation. Unlike other treasury companies, SOL Strategies also operates validator infrastructure, earning fees from institutional clients and building a recurring reven...

Bitmine's Ambitious Ethereum Accumulation Strategy Explained In this episode of Old Men New Money, host Douglas Borthwick delves into Bitmine's strategic pivot from Bitcoin mining to becoming the world's largest Ethereum treasury. Led by Tom Lee of Fundstrat, Bitmine aims to accumulate 5% of all Ethereum by leveraging capital markets and staking ETH for yield. This episode examines the differences...

Understanding Treasury Companies: The Strategy Playbook In this episode of Old Men New Money, Douglas Borthwick introduces module three of the educational series, focusing on treasury companies that use their corporate balance sheets to accumulate crypto assets, primarily Bitcoin. Borthwick explores the pioneering case of MicroStrategy, now called Strategy, which began converting its corporate tre...

Demystifying Digital Wallets and Key Management In this episode of Old Men New Money, Douglas Borthwick addresses the fears traditional investors have about digital securities, specifically focusing on private keys and digital wallets. He explains the importance of digital wallets, how custody works, and why security tokens offer safety advantages over pure cryptocurrencies. Douglas clarifies key...

Stablecoins: The Unsung Heroes of Digital Finance In this episode of 'Old Men New Money,' Douglas Borthwick delves into the significance of stablecoins—cryptocurrencies pegged to stable assets like the US dollar. With over $284 billion in circulation as of October 2025, stablecoins are revolutionizing financial transactions by providing instant, low-cost, 24/7 global transfers. Borthwick explains...

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 whi...

Blockchain Basics: Understanding the Technology that Powers Digital Securities In this episode of Old Men New Money, Douglas Borthwick begins module two of the educational series on digital securities, focusing on blockchain technology. He explains what a blockchain is, its security features, and the differences between public and private blockchains. The episode covers the benefits of blockchain...

The Critical Role of Infrastructure in Digital Securities In this episode of Old Men New Money, Douglas Borthwick discusses the often-overlooked but essential role of infrastructure in the digital securities market. He emphasizes the importance of alternative trading systems, transfer agents, and custodians in ensuring the smooth functioning of digital securities. Douglas draws from his experience...

The Complete Guide to Security Token Offerings (STOs): Costs, Process, and Pitfalls In this episode of Old Men, New Money, Douglas Borthwick demystifies the intricate process of Security Token Offerings (STOs). He details the entire journey from planning to execution, highlighting key parties involved: issuers, securities lawyers, blockchain developers, transfer agents, broker dealers, and custody...

Navigating the Regulatory Maze for Digital Securities: Reg D, Reg S, and Reg CF Explained In this episode of 'Old Men New Money,' Douglas Borthwick delves into the complexities of regulatory frameworks surrounding digital securities. Focused on SEC's Reg D, Reg S, and Reg CF, Borthwick highlights the importance of understanding these regulations to avoid financial losses. He shares insights from h...

Understanding Digital Securities: Distinguishing from Crypto In this episode of Old Men New Money, Douglas Borthwick clarifies the crucial differences between digital securities and cryptocurrencies, dispelling common misconceptions. Drawing from his experience as Chief Business Officer at INX, Borthwick explains how digital securities represent actual securities like stocks and bonds on the block...

Episode Summary: Douglas Borthwick reveals why Galaxy Digital's decision to tokenize their NASDAQ-listed shares on Solana—not Ethereum—signals a seismic shift in blockchain adoption. This historic SEC-registered public equity tokenization exposes the trillion-dollar infrastructure mistake Wall Street is making by betting on brand recognition over performance. Key Insights: Solana processes 40x mor...