EPISODE · Jun 2, 2025 · 1H 18M
I Became A Wall Street Millionaire By Betting On Human Nature | James O’Shaughnessy
from Change Order Podcast · host Primary Venture Partners
Markets can stay irrational longer than you can remain solvent.If you’re a VC, you’ve likely lived through this.Both public and private markets change in a flash, but human nature stays the same.Amidst this, an anti-VC investor emerges.Meet James O’Shaughnessy, Founder and CEO of O'Shaughnessy Ventures LLC.Previously, James founded and chaired OSAM, an asset management firm, and served as Director of Systematic Equity at Bear Stearns Asset Management.In this conversation with Primary GP, Jason Shuman, James dives deep into avoiding biases as an investor, why he has no LPs, and how it pays to be lazy as a VC.ABOUT US: Primary is the largest early-stage venture firm in the world, with over $1B in Assets Under Management, and notable investments under its belt include unicorns like Slice, Chief, Electric, and more. With a dedicated team of Partners, Associates, and Advisors, Primary operates with one clear modus operandi: to allocate unreasonable resources toward building unfair advantages. Follow us on LinkedIn: James O’ShaughnessyJason ShumanPrimary Venture Partners00:00:00 Trailer00:01:02 Introduction00:06:33 How history repeats itself with every innovation00:09:34 The role of premeditation in achieving success00:18:25 Differing views on premeditation in investing00:20:23 What sparked James's passion for the stock market00:25:21 The story behind O’Shaughnessy Capital Management 00:32:32 Thinking Like a Quant in Venture Capital00:38:13 The evolution of market structures in AI technology00:46:25 Why private companies win00:53:13 Using AI to enhance critical thinking00:59:22 The secret to becoming a top Venture Capitalist01:05:40 How to avoid 50% of failures in Venture Capital01:10:27 How the Internet revolutionized philanthropy01:14:46 Why parents should encourage kids to Google01:17:19 The one change James would make as Mayor of New York
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I Became A Wall Street Millionaire By Betting On Human Nature | James O’Shaughnessy
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