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June 27, 2025 38 mins

Dustin and Adam sit down with Bob Fraser, co-founder and CFO of Aspen Funds. Bob, a Berkeley computer science graduate and former programmer turned successful entrepreneur, shares his journey from losing everything in the dot-com crash to building a private equity firm focused on macro-driven investing strategies.

The wide-ranging discussion includes the power of uncorrelated assets like real estate, oil and gas, and private credit in building truly diversified portfolios. Bob emphasizes the importance of manager selection in private markets and why passive investors should become the “CEO of their money” rather than outsourcing investment decisions. The conversation also covers current opportunities in private credit markets and how tech professionals can leverage their analytical skills to excel in alternative investments.

Bob reveals why billionaires consistently avoid traditional stock market investing in favor of uncorrelated private assets. He breaks down the fundamental problems with public market correlation, explaining why everything goes red on bad days regardless of underlying business fundamentals. And Bob discusses his upcoming book “Invest Like a Billionaire” and shares practical insights on due diligence frameworks for private placements.

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This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.

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