What is the new generation up to? Tune in as we invite Rex Woodbury, founder of Daybreak and the mind behind Digital Native, a digital newsletter with over 60,000 subscribers. From investing at TPG and Index Ventures to creating his venture fund, Daybreak, Rex brings a wealth of knowledge and advice to anyone looking to break into VC. Join us as we explore the founding rationale behind Daybreak, emerging trends in Gen Z, and how Rex held a record for the fastest half-marathon in a suit!

Chapter Timestamps:

(00:00) Background and Introduction to Rex

(06:04) Digital Native and Serendipity

(13:44) Writing Process

(15:03) Shift in Work Economies

(18:33) Behavior Shifts in Gen-Z

(24:20) Starting Daybreak

(32:25) Founder Traits

(35:30) Seeking Mentorship

(37:20) Half-Marathon in a Suit

(41:00) Ikigai and Curiosity

Tune in to a special episode featuring Shiyan Koh, co-founder and General Partner at Hustle Fund, a firm that specializes in seed and pre-seed investments. We'll dive into Shiyan's impressive career journey, covering her investment roles at Institutional Venture Partners and Bridgewater, her pivotal role in scaling Nerdwallet from $1 million to $150 million in annual recurring revenue, and her experiences founding and leading investments at Hustle Fund. Join us to also learn why business school is a perfect matchmaker, the significance of acquiring investing experience as recent graduates, and Shiyan's insights on what really needs venture funding currently.

We are excited to host our first two-on-two episode this season with Varun Ramakrishnan and James Flynn from General Atlantic – a leading global growth equity investor. Both Varun and James graduated from University of Pennsylvania, and have diverse backgrounds. Varun previously held machine learning and software engineering roles at various startups, while James gained experience in growth-stage VC at Georgian and investment banking at Goldman Sachs. Join us as they delve into their current roles at General Atlantic, their approach to technology investing, the cost structures of AI, how companies are adapting to AI, and AI's role in their daily workflows.