This episode explores the complexities of endowment investing, specifically focusing on the challenges and strategies employed by a smaller endowment with a generalist investment team. The interview delves into the decision-making processes involved in selecting asset classes and managers, highlighting the importance of building relationships and leveraging information sharing within the investment community. More significantly, the discussion emphasizes the crucial role of governance structures and the alignment of incentives for both committee members and staff, illustrating how these factors influence risk-taking and investment choices. For instance, the guest discusses the challenges of balancing the perspectives of a committee with limited investment expertise against the insights of a specialized investment team. Against this backdrop, the conversation examines the trade-offs between diversification and concentration, particularly in asset classes like venture capital, where the potential for high returns is coupled with significant risk. Ultimately, the episode reveals that successful endowment management requires a nuanced understanding of risk tolerance, incentive structures, and the unique characteristics of different asset classes, emphasizing the need for a long-term perspective and strategic decision-making.