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PODCAST

How I Invest with David Weisburd

How I Invest with David Weisburd is a podcast that interviews the world"s leading institutional investors. Previous guests include The Ford Foundation, Northwestern University Endowment, CalPERS, Stepstone, and other top limited partners.

business investing

All Episodes

00:47:41

E354: Why Most VCs Misunderstand Peter Thiel’s Power Law

How I Invest with David Weisburd ·

2026/04/23

What if venture capital isn’t about finding unicorns—but about consistently making good investments?In this episode, I sit down with Eric Scott, Co-Founder and Managing Partner at Overlook Capital, to discuss how his approach to venture evolved from chasing power laws to focusing on fundamentals. Eric explains why most venture frameworks only make sense in hindsight, how thinking like a value investor can improve early-stage decision-making, and why founder quality is ultimately revealed through

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00:33:13

E353: Why Biotech Is Struggling in Today’s Market ...

How I Invest with David Weisburd ·

2026/04/22

What if the biggest opportunity in healthcare isn’t new drugs—but reinventing how the entire system works?In this episode, I sit down with David Berry, Founder of over 20 companies including seven $1B+ businesses, to discuss why the traditional biotech model is breaking and where the next wave of innovation in healthcare is emerging. David explains how pricing pressure, rising costs, and global competition are compressing returns in drug development, while AI, data, and new business models are

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00:38:01

E352: JD Vance’s Co-Founder on Space Defense, Hard...

How I Invest with David Weisburd ·

2026/04/21

What if the best venture returns come from avoiding trends—not chasing them?In this episode, I sit down with Colin, Co-Founder of Narya, to discuss how he approaches investing in frontier sectors without falling into mimetic behavior. Colin explains why the best opportunities are often “hidden in plain sight,” how mission-driven investing can still generate venture-scale returns, and why concentration, not diversification, drives outcomes in venture. We also explore defense, space, and advanced

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00:38:16

E351: How a16z Built a Family Office From First...

How I Invest with David Weisburd ·

2026/04/20

What if the biggest edge in investing isn’t picking better assets—but structuring them better for taxes, incentives, and control? In this episode, I sit down with Michel, Founding CIO of a16z Perennial, to discuss how institutional investing frameworks translate to individual portfolios. Michel breaks down why most wealth management fails at true investment management, how misaligned incentives shape outcomes, and why scale, access, and structure matter more than traditional asset allocation. We

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00:31:32

E350: How Family Offices Quietly Build Generational...

How I Invest with David Weisburd ·

2026/04/17

Is the real edge in investing not picking assets but structuring how you allocate capital? Terence Thompson is a Vice President of Investments at DF Enterprises, about how single family offices think about portfolio construction, liquidity, and structural alpha. We break down why Terry uses a total portfolio approach, how family offices create edge through flexibility, and why being a liquidity provider during market stress is one of the most powerful strategies. We also discuss concentration risk

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00:32:56

E349: Built to Scale: The J.P. Morgan Growth Playbook

How I Invest with David Weisburd ·

2026/04/16

What if the biggest edge in venture today isn’t picking companies—but owning the entire lifecycle of capital?In this episode, I sit down with Paris Heymann, Co-Managing Partner of Technology Investing at J.P. Morgan Private Capital, to discuss how the boundaries between public and private markets are breaking down. Paris explains why companies are staying private longer, how value is increasingly accruing to private investors, and why multi-stage platforms are becoming the new model for capturing

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00:26:43

E348: Why “Boring” Businesses Beat Venture Capital

How I Invest with David Weisburd ·

2026/04/15

Is private equity alpha really about picking great deals—or about executing the same playbook better than everyone else?In this episode, I discuss with Monty Yort, Managing Partner at GenNx360 Capital Partners, about how disciplined execution and consistency drive long-term outperformance in private equity. We break down how GenNx360 approaches proactive sourcing, why lower middle market investing creates structural advantages, and how operational improvement and buy-and-build strategies compound

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00:38:39

E347: The $26B CIO Who Turned Superforecasting Into...

How I Invest with David Weisburd ·

2026/04/14

How do you manage a $26 billion public fund while keeping every investment decision disciplined, every team member calibrated, and every partner accountable?In this episode, I sit down with Mark Steed, Chief Investment Officer of AZ Public Safety Personnel Retirement System, to explore how super forecasting and probabilistic thinking shape portfolio management. Mark shares how lessons from Dr. Phil Tetlock's the Good Judgment Project inform every investment decision, why intellectual humility and

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00:34:43

E346: $7 Billion CIO: Why the Endowment Model is...

How I Invest with David Weisburd ·

2026/04/13

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

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00:17:45

E345: How I Raised $10 Billion in Venture Capital...

How I Invest with David Weisburd ·

2026/04/10

What does it take to raise $270 million in a risk-off market while keeping your personal life, sanity, and team intact?In this episode, I sit down with Scott Painter, Founder & CEO, TrueCar, to unpack the 21-month journey of taking a company private. Scott shares how persistence, strategic thinking, and mental resilience allowed him to navigate investor skepticism, market volatility, and personal stakes. He discusses the lessons he learned from fundraising in both up and down markets, why creating

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00:35:06

E344: How the Top Family Offices are Investing Today

How I Invest with David Weisburd ·

2026/04/09

What if the families with the largest fortunes generate the highest returns not by chasing hot sectors, but by pacing capital, managing liquidity, and investing with a multi-decade horizon?In this episode, I sit down with Douglas Evans, Chief Investment Officer & Partner at Callan Family Office, to explore how a $10B family office approaches private markets like an institutional investor. Doug shares how private capital pacing, vintage year diversification, and strategic GP partnerships drive

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00:43:10

E343: The Death of the 60/40 Portfolio (And What...

How I Invest with David Weisburd ·

2026/04/08

What if the biggest edge in portfolio construction isn’t picking better assets but structuring a portfolio you can actually stick with through cycles?In this episode, I sit down with Chaya Slain, President and CIO at Virtera Partners LLC, to unpack how families can access institutional-quality investing without building a full family office. Chaya explains why alternatives are often the true driver of outperformance, how trend following can reshape risk and return, and why behavioral discipline

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00:34:32

E342: The Rise of Venture Secondaries

How I Invest with David Weisburd ·

2026/04/07

What if the real edge in venture isn’t picking the hottest companies, but structuring your portfolio, pacing capital, and building relationships in a way most investors never do? In this episode, I sit down with Jamie Melzer, Founder and Managing Partner of Altra Venture Partners, to break down how she built a firm focused on late-stage venture and secondaries at the height of market dislocation. We discuss why rising interest rates in 2022 created a rare entry point, how buying private tech

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00:34:42

E341: Why VC is Changing Forever ($150 Billion LP)

How I Invest with David Weisburd ·

2026/04/06

What if the best venture returns come from the LPs that are most patient and most strategic? In this episode, I sit down with Scott Voss, Partner at HarbourVest, to explore how the $150B multi-manager firm generates consistent outperformance across venture, growth equity, buyouts, and secondaries. Scott shares how consensus risk, vintage year timing, and strategic co-investing shape returns, why continuation vehicles and evergreen structures are transforming private markets, and how long-term

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00:31:50

E340: Why Family Offices Should Avoid 60/40 Portfolios

How I Invest with David Weisburd ·

2026/04/03

What if building a portfolio for high-net-worth investors is more about managing downside risk than chasing returns?In this episode, I sit down with Damien Bisserier, Managing Partner and Co-CIO at Evoke Advisors, to explore how he constructs diversified portfolios for ultra-high-net-worth families. Damien shares why after-tax returns, alternative assets, and private markets matter more than concentrated US stock bets, and how behavioral insights and client-centered thinking drive long-term

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00:25:17

E339: From Zero to $100 Million in 18 Months: Inside...

How I Invest with David Weisburd ·

2026/04/02

What happens when AI turns a $40B legal software market into a $1T opportunity?In this episode, I talk with David Eckstein, CFO of Legora, about scaling one of the fastest growing enterprise AI companies in history. David explains how Legora went from zero to $100M in 18 months, why AI is expanding markets rather than just disrupting them, and how the role of CFO is evolving into a strategic operator across every part of the business. We discuss vertical vs horizontal AI, why AI companies must

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00:41:21

E338: How I Invest $9 Billion into VC & Private Equity

How I Invest with David Weisburd ·

2026/04/01

Is AI the biggest risk to equity portfolios or the biggest opportunity?In this episode, I talk with Christopher Vogt about how institutional investors think about risk, portfolio construction, and manager selection across public and private markets. We discuss AI disruption, why governance and structure matter more than asset labels, and how to evaluate managers using both quantitative and qualitative frameworks. Chris also shares lessons from building an endowment style portfolio from scratch,

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00:36:45

E337: How to Invest in a Post Singularity World

How I Invest with David Weisburd ·

2026/03/31

What does investing look like in a world dominated by AI? In this episode, David Weisburd talks with Alex Wissner-Gross about the profound implications of technological singularity and the evolution from LLMs to reasoning models. They discuss AI personhood, economic rights, and the rise of AI agents, as well as strategic investment approaches in a post-singular world. The conversation delves into Elon Musk's visions for massive compute capabilities, the role of science fiction in predicting

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00:41:16

E336: The Private Equity Firm of 2030

How I Invest with David Weisburd ·

2026/03/30

Is private equity becoming an asset gathering business instead of a performance business? In this episode, I talk with Sam Tidswell-Norrish, Partner at Access Holdings, about how private equity is evolving across sourcing, value creation, and distribution. We discuss why performance is still the core product, how AI is reshaping deal flow and portfolio operations, and why the lower middle market remains one of the best places to generate alpha. Sam also shares how culture, curiosity, and

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00:42:22

E335: Why the Best Investors Ignore “Capital...

How I Invest with David Weisburd ·

2026/03/27

What if your family office could invest like a founder and a VC at the same time?In this episode, I sit down with Shane Neman, founder of a multi-entity family office with $850M AUM, to explore how he approaches venture investing, deep tech, and portfolio construction. Shane shares how his two decades as a SaaS founder shape his edge as an investor, why transparency and founder relationships matter more than fund mandates, and how he balances high-conviction bets with a rational family office

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310 results

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