Host

Patrick O'Shaughnessy

@patrick_oshag

Patrick O’Shaughnessy

American investor and podcaster. CEO of Positive Sum (formerly O’Shaughnessy Asset Management, OSAM). Son of quantitative investing pioneer Jim O’Shaughnessy. Host of Invest Like the Best and co-creator of Business Breakdowns, both part of the Colossus podcast network.

His interviews span public market investors, private equity practitioners, venture capitalists, and founders — with particular attention to how elite investors construct their edge and how durable businesses are built.

Shows

Invest Like the Best — long-form conversations with investors and founders on how to build lasting investment and business advantages. One of the most-listened-to investing podcasts.

Business Breakdowns — deep dives into individual companies: their history, competitive position, financial model, and what makes them exceptional or flawed.

Episodes hosted

  • Dylan Patel — guest; AI supply-demand dynamics, token economy