Founder Storiez

Three top-tier rising VCs – Jordan Siegel (RedPoint), James Green (CRV), and Morgan Gerlak (TCV) – pull back the curtain on venture capital. In this candid conversation, these friends and competitors share their journey from career pivots and childhood lessons to competitive deal wins and investment philosophies. Discover how they evaluate founders, maintain relationships in a cutthroat industry, and navigate the evolving VC landscape. Perfect for aspiring investors, entrepreneurs, and anyone fascinated by the startup ecosystem. Episode Notes00:00 Introduction and Guest Welcome00:35 Morgan's Career Challenges: Overcoming rowing setbacks that shaped his approach to failure01:52 Jordan's Career Pivot: Transitioning from engineering to business consulting02:52 James' Childhood Influences: Early lessons in communication and resilience05:01 Friendship in Competition: Balancing relationships while competing for the same deals08:23 Founder Evaluation: What makes a great founder? Grit, market fit, and relentless driv