How I Invest with David Weisburd

What if the most overlooked asset in your portfolio is the one that gives you the freedom to invest in everything else?

In this episode, I sit down with Christopher Donahue, President, Chair and CEO of Federated Hermes, to explore how the firm manages approximately $700 billion in money market assets and why cash is far more than an idle allocation. Chris explains how liquidity creates financial flexibility, why trust and scale have concentrated the money market industry among a handful of firms, and what stablecoins can learn from decades of cash management. We also discuss how corporations manage their cash reserves, why AI could improve investment management without replacing employees, and how Federated Hermes plans to expand its private markets business. After more than 50 years at the firm, Chris shares the principles behind its longevity and why culture, trust, and disciplined risk-taking remain essential to building an enduring financial institution.

How do you invest in generational companies like Anthropic, OpenAI, and SpaceX before everyone recognizes their potential?

Gavin Ezekowitz is the Co-Founder and Chief Investment Officer of BFA Global Investors, an alternative investment firm providing access to private market opportunities. In this episode, Gavin explains how BFA gained exposure to Anthropic, OpenAI, and SpaceX through GP relationships, including its early Anthropic investment at a $17 billion valuation.

Are venture capitalists overpaying for the next generation of AI winners?

Matthew Harris is a Partner at Bain Capital Ventures, where he invests in financial services and technology companies. In this episode, Matthew explains why the best venture investments often look overpriced, how valuation discipline can cause firms to miss power-law winners, and why today's AI market is increasingly driven by consensus.

Is AI destroying the software industry, or creating its biggest investment opportunity yet?

David Breach is President of Vista Equity Partners, a firm managing approximately $100 billion in assets. In this episode, David explains why the recent selloff in software stocks may be missing a much larger opportunity: AI-powered digital workers. We explore Vista's repeatable playbook for creating value in enterprise software, why mission-critical products and proprietary data remain competitive advantages, and how AI could expand software's addressable market into trillions of dollars in services. David also shares how Vista evaluates software companies amid AI disruption, why incumbents may be better positioned than startups to deploy AI agents, and the career lessons that took him from selling juice to leading one of the world's largest software-focused private equity firms.

What if the biggest advantage in venture capital isn't picking winners, but getting access to them?

Erik Syvertsen is GM of Asset Management and Chief Legal Officer at AngelList and Chairman of USVC. Drawing on AngelList's extensive venture investment data, Erik explains why seed and growth investing operate like two different asset classes, why the best startups often command higher valuations from the beginning, and how access drives venture returns. We explore the power law, why doubling down on winners matters, the two strategies for building successful venture portfolios, and the challenges of selling investments in breakout companies. Erik also discusses how USVC aims to expand access to private markets as companies like OpenAI, Anthropic, and SpaceX create enormous value before going public.