Anthony Pompliano

He's Made Money On 95% Of His Deals (Here's How)

Sep 28, 2026 40 min
private equitythematic investingportfolio diversificationinvestment strategyrisk management
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Anthony Pompliano interviews Christopher Zook, co-founder of CAZ Investments, to discuss his investment philosophy, success in the private markets, and views on navigating dynamic sectors like technology, space, and crypto.

In this in-depth conversation, Christopher Zook, founder of CAZ Investments, explains the firm's successful 25-year track record, which includes generating positive returns on 95% of their private market deals. Zook details his core investment philosophy, which prioritizes the complete removal of emotion from the decision-making process. He argues that successful long-term investing relies on identifying clear investment themes, ensuring proper risk-adjusted sizing, and partnering with world-class experts across different sectors.

The discussion explores how investors should adapt to a rapidly changing global landscape. Zook emphasizes the necessity of diversification through non-correlated assets—such as private equity, sports teams, and infrastructure—rather than just holding traditional stocks or bonds. He also provides his perspectives on specific high-growth areas, including the space economy and artificial intelligence, suggesting that investors should look for companies building the necessary infrastructure for these industries rather than trying to pick speculative winners.

Finally, Zook addresses the psychological challenges of investing, particularly the impact of fear and greed on decision-making. He advocates for investing based on percentages rather than absolute dollar amounts to maintain a logical, detached perspective. Throughout the talk, the two discuss the importance of long-term planning, the changing nature of the workforce due to automation, and the benefits of maintaining a rigorous, theme-based investment strategy that avoids emotional volatility.

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Worth watching if: You are a long-term investor looking to understand private market strategies and the importance of emotional detachment in portfolio management. The discussion is especially relevant for those interested in thematic investing and how to diversify beyond traditional public market assets.

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