Episode Details

How do you build a $7 billion portfolio that performs across decades while keeping every client aligned and every manager motivated? In this episode, I sit down with Karen Welch, Chief Investment Officer at Spider Management Company, to explore the evolving role of a CIO in today’s complex investment landscape. Karen shares how lessons from Stanford’s endowment shaped her approach, why the best investment edge comes from people and relationships, and how Spider leverages both to generate top-tier returns. She also unpacks how to navigate private markets, assess the illiquidity premium, and structure portfolios to balance opportunity with risk.

Highlights:

• Why the most important skill for investors isn’t modeling—it’s building relationships with teams and managers
• How AI is reshaping portfolio management and why human judgment remains critical
• Playing offense and defense in a portfolio: spotting dislocations and leaning into opportunities
• Lessons from the endowment model: what still works, what needs evolution, and why illiquidity premiums aren’t guaranteed
• Strategies for accessing top-tier venture managers without decades of reputational capital
• The advantages of Spider’s single portfolio model across multiple clients and the “razor” it creates for disciplined investing
• Practical advice for career longevity: loving your work and balancing networking with building something meaningful

Guest bio:

Karen Welch is Chief Investment Officer at Spider Management Company, overseeing approximately $7 billion for the University of Richmond and affiliated nonprofit partners. Previously, she spent nearly a decade at Stanford’s endowment, where she honed her approach to portfolio construction, manager selection, and long-term investing. Known for her focus on relationships, strategic thinking, and disciplined portfolio management, Karen combines decades of endowment experience with a modern approach to private and public markets.

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We’d like to thank AlphaSense for sponsoring this episode!

Sponsor:

AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.

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X/Twitter: @dweisburd LinkedIn: https://www.linkedin.com/in/dweisburd/ Weisburd Capital: https://www.weisburdcapital.com/

Stay Connected with Karen Welch:

LinkedIn:https://www.linkedin.com/in/karen-horn-welch/

Questions or topics you want us to discuss on How I Invest? Email us at david@weisburdcapital.com.

Disclaimer:

This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Capital. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. An