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August 8, 2025 32 mins

In this episode of Investor Connect, Paul Martin sits down with Stephen Diggle, founder of Vulpes Investment Management. From his country house in Umbria, Italy, Stephen recounts his journey from running one of Asia's largest hedge funds during the 2008 financial crisis to managing a family office-backed investment firm. He explains why they decided to pivot to a family office model following the immense success of their long volatility and short credit strategy, generating $3 billion for their investors in just 14 months. 

Stephen also dives into volatility trends, the significance of tail risk strategies, and why he's reopening volatility funds in response to potential market volatility under the Trump administration and growing market complacency. Stephen elaborates on the mechanics and importance of tail risk strategies, sharing insights from his 2008 experience, including their lucrative hedge against Lehman Brothers' collapse. He discusses how such strategies find opportunities where sellers underestimate catastrophic risks, providing a non-correlated hedge against market downturns. Steve also highlights the lessons learned from the 2008 financial crisis, emphasizing the need for diversifying investments into tangible assets like land and gold.

Finally, the conversation touches on the current trends in volatility and the impact of passive investing on market stability. Stephen warns of the potential risks posed by an over-reliance on passive strategies and dynamic hedging, suggesting a reevaluation of traditional diversification assumptions. As markets reach all-time highs, he stresses the importance of preparing for unexpected market shifts. 

Visit Vulpes Investment Management at vulpesinvest.com/www.linkedin.com/company/vulpes-investment-management/?originalSubdomain=sg 

Reach out to at agomes@vulpesinvest.com

 

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