
What if the real edge in venture isn’t price—but who you choose to partner with for a decade? In this episode, I sit down with Jamie Montgomery, Co-Founder and Managing Partner of March Capital, to discuss how long-term relationships, not transactions, drive venture outcomes. Jamie explains why asymmetric upside matters more than negotiating the last percentage point, how conviction and discipline shape follow-on decisions, and why understanding your own biases is critical when doubling down. We also explore capital cycles, liquidity dynamics, and how AI is forcing every company to either reinvent itself or fall behind.
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E360: The Hardest Lessons I Learned from Building 4 Unicorns

E358: The Woman Behind the World's Top GP Brands | Jen Prosek

E357: CalSTRS CIO: Where Do You Invest $390 Billion Today?

E356: Why Co-Investments Are Taking Over Private Equity
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