20VC with Harry Stebbings

Is DPI The Only Thing That Matters? with Sam Lessin, Jason Lemkin & Rory O’Driscoll

Windsurf CEO & Co-Founder, Varun Mohan: AI's Biggest Acquisition to Date!

In this interview, Harry Stebbings interviews Varun Mohan, CEO of Windsurf, about the challenges and strategies in building a successful startup. Varun discusses the importance of being open to pivoting from initial ideas, as his company did with GPU virtualization, and balancing irrational optimism with uncompromising...

OpenAI’s $6BN Jony Ive Deal & YC Is Both Chanel and Walmart, and Has Officially Won!

Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN

In this interview, Jack shares his journey from working in a lemon factory in Australia as a teenager to founding Airwallex, a global payments and banking platform. He recounts early financial struggles, various side hustles, and the challenges of building a startup, including near-death experiences, raising capital, a...

Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market

The podcast features a discussion between Harry Stebbings, Jason Lemkin, and Speaker 1, revolving around IPOs, venture capital, and the evolving landscape of the tech industry. They analyze Chime's IPO, debate valuation strategies, and discuss the implications of late-stage ratchets and price protections. The conversat...

Duolingo Co-Founder, Severin Hacker: How AI Impacts the Future of Work and Education

In this interview, Severin Hacker, the co-founder and CTO of Duolingo, discusses Duolingo's shift to becoming an AI-first company, detailing how AI is used for content generation, creating new features like the "Video Call with Lily," and improving overall productivity. He shares insights on AI's strengths and limitati...

OpenAI, SBF & Perplexity: What VCs Know That You Don’t

20VC Exclusive: Mercury Founder Launches First $26M Fund with Immad Akhund

In this interview podcast, Immad Akhund discusses his journey as an entrepreneur and angel investor, highlighting key lessons learned from over 350 angel investments, including the importance of listening to founders and understanding market timing. He shares insights on raising capital, emphasizing the benefits of rai...

Benchmark vs a16z: Why Stage Specific Firms Win

Bucky Moore @ Lightspeed Venture Partners: Why You Cannot Do VC If You Do Not Do Pre-Seed

What Does it Take to Be Good at Series A and B Today?

Plural Partner, Taavet Hinrikus: Why Founders Will Realise Multi-Stage Funds Damage Seed Rounds

How LP Deployment to Venture Will Change in 2025 & Are Endowment Funds in Trouble?

Dave CEO, Jason Wilk: The Best Performing Fund Would Only Back YC Founders on Their Second Time

a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game

Venture capital is undergoing a fundamental transformation as traditional SaaS metrics—once the bedrock of investment decisions—lose their predictive power in an AI-dominated landscape. The shift toward high-risk, high-reward strategies, exemplified by the "Thrive Strategy" of concentrated, marquee bets, replaces the p...

Benchmark GP, Victor Lazarte: The 3 Traits All the Best Founders Have

Tom Hulme & Stan Boland: Lessons from Jensen Huang & How to Fix the UK Tech Ecosystem

Carvana CEO & Co-Founder, Ernest Garcia: Building a $50B Company, Losing 99% and Coming Back

Entrepreneurial success demands a blend of stubborn self-belief and operational intensity, particularly when building capital-intensive, vertically integrated businesses like Carvana. Navigating near-death experiences requires shifting from abstract conceptualization to ground-level problem-solving, where leaders must ...

The Daily Deal Ep.1 - LIVE with Harry Stebbings, Jason Lemkin, Bhavin Shah & Andrew Feldman

Kevin Scott, CTO @ Microsoft: An Evaluation of Deepseek and How We Underestimate the Chinese

This episode explores the current landscape of AI and its future trajectory, focusing on where sustainable value lies and the role of product development in shaping the industry. Against the backdrop of uncertainty surrounding the next generation of AI, the discussion highlights the importance of active participation ...