

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Harry Stebbings
The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman.
If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.
If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.
Episodes
Mentioned books

713 snips
Aug 25, 2025 • 1h 21min
20VC: Do Margins Matter in AI? | Is Defensibility Gone For Good? | Is Vertical SaaS Dead in a World of AI | What SaaS Rules Are BS and No Longer Apply in a World of AI | The Future of Venture: Why Chanel vs Walmart is BS with Byron Deeter
Byron Deeter, a Partner at Bessemer Venture Partners and celebrated SaaS investor, discusses the shifting landscape of venture capital in the AI era. He questions if traditional metrics like margins still matter and explores the fate of vertical SaaS in a world dominated by giants. Byron highlights the potential for billion-dollar businesses to emerge from small teams and addresses the urgent need for innovative growth strategies amidst a rapidly changing market. He also shares insights on how AI could reshape workforce dynamics and investment strategies.

620 snips
Aug 21, 2025 • 1h 28min
20VC: Databricks at $100BN | Chamath’s SPAC Revival: Peak Mania? | OpenAI Staff Cash Out Billions & Sam Altman Will Spend Trillions | CoreWeave’s $11B Debt Bet & Nubank’s $2.5B Profit Shocker
Databricks has hit a staggering $100 billion valuation, raising questions about whether it's a bubble or the future of tech. Discussions dive into the potential of the biggest IPO wave ever and how investors may profit. The return of Chamath's SPACs signals possible market frenzy. OpenAI employees cashing out sparks debates over loyalty versus financial incentives. Meanwhile, Nubank's impressive $2.5 billion profit leads to comparisons in fintech evolution, and CoreWeave grapples with $11 billion in debt, weighing risks against ambitious growth in the AI landscape.

882 snips
Aug 18, 2025 • 1h 9min
20VC: Lovable CEO Anton Osika on $120M in ARR in 7 Months | The Honest Truth About Defensibility and Unit Economics for AI Startups | The State of Foundation Models: Long Grok, Short OpenAI, Why | Replit vs Lovable vs Bolt: What Happens
Anton Osika, Co-Founder and CEO of Lovable, discusses how his company skyrocketed from $0 to $120M in ARR in just 7 months. He shares insights on competing for talent against giants like Zuck, the brutal truth about AI defensibility, and the financial challenges facing AI startups. Osika debates the future of GPT technologies and the importance of company culture amid rapid growth. The conversation also touches on the necessity of adapting educational approaches in tech, reflecting on the evolving dynamics of job markets in an AI-driven world.

795 snips
Aug 15, 2025 • 1h 21min
20VC: 15 Term Sheets in 7 Days and Choosing Benchmark | Harvey vs Legora: Who Wins Legal and How to Play When You Have $600M Less Funding | Are AI Models Plateauing Today | Building a 9-9-6 Culture From Stockholm with Max Junestrand
Max Junestrand, Co-Founder and CEO of Legora, transitioned from a potential gaming career to revolutionizing legal tech with AI. He shares how he raised $120M—just a fraction of his competitor's $800M—while still outpacing them in innovation. Max discusses the challenges of scaling against well-funded rivals, the unique culture of the 9-9-6 work model in Sweden, and whether AI models are truly plateauing. He also reveals the pivotal coffee meeting that saved his startup during Y Combinator.

396 snips
Aug 14, 2025 • 1h 22min
20VC: GPT5: Sam Altman's Masterplan or a Gift To Anthropic | Palantir & Shopify Crush Earnings | Monday & Datadog Perform But Hit Hard by Wall St | Should Perplexity Buy Chrome for $34.5BN |
Jason Lemkin, founder of SaaStr and a SaaS expert, joins Rory O’Driscoll, a partner at Scale Venture Partners, to dissect the latest in tech finance. They explore whether GPT-5 was the biggest AI letdown and dissect OpenAI's strategies toward Anthropic. The duo analyzes the remarkable performance of Palantir and Shopify in the B2B arena, alongside the unpredictable stock reactions to Datadog's stellar earnings. They also tackle the potential implications of Perplexity's rumored acquisition of Chrome and the evolving job market influenced by automation.

615 snips
Aug 11, 2025 • 1h 20min
20VC: Figma, Scale, Wiz: Inside Index's Decacorn Factory | Decision-Making, Investment Process, Biggest Lessons, Biggest Misses | Why Gross Margin is a Fallacy at Seed | Never Turn Down a Deal on Price with Martin Mignot, Partner @ Index Ventures
Martin Mignot, Partner at Index Ventures, shares insights from one of the top-performing venture capital firms. He discusses the myth of gross margins being vital in early-stage investing and stresses that many shouldn't pursue a VC career. Mignot highlights the importance of unique insights over market size when evaluating founders and reflects on lessons from past investments like Revolut. He also touches on the cultural differences between European and U.S. founders and the need for local AI innovation amidst market challenges.

417 snips
Aug 8, 2025 • 1h 6min
20VC: The $BN Greenoaks Backed Protein Bar | Hitting $100M Revenues in David's First Year: Lessons & Mistakes | $0 to $600M: The Untold RXBAR Story | Product-Market-Fit, Pricing, Branding: What Every Founder Gets Wrong Today with Peter Rahal
Peter Rahal, Co-Founder & CEO of David Protein and RXBAR, shares his journey from a basement startup to a $600 million sale. He discusses the crucial advice from his father that shaped his success and why early fundraising could have hindered RXBAR. Peter dives into branding strategies, consumer dynamics, and the impactful marketing stunt around boiled cod. He also reflects on the hidden costs of success and his ambitious $10 billion vision for David, aiming to build a portfolio that resonates with health-conscious consumers.

580 snips
Aug 7, 2025 • 1h 21min
20VC: Figma's 250% Pop - The Greatest IPO Mispricing Ever | Meta and Microsoft Blowout Quarters: Broken Down | Cognition Raises at $15BN and Ramp at $22BN | CRV Downsizing and What It Means for LPs and GPs
Join Brian Halligan, co-founder of HubSpot, Rory O’Driscoll from Scale Venture Partners, and SaaStr's Jason Lemkin as they unpack the eyebrow-raising IPO mispricing of Figma. They discuss why founders crave a stock pop despite the risks and the complexities of CEO compensation. The trio also breaks down Meta's strong quarter, the mammoth $15B valuation of Cognition, and the implications of Ramp’s $22B funding round. Dive into the evolving tech landscape and the future of venture capital in a candid, insightful conversation.

637 snips
Aug 4, 2025 • 1h 16min
20Sales: $0-$3.7BN: The Databricks CRO’s Playbook to Build the Fastest GTM Engine in SaaS History | How Databricks Beat Snowflake | How To Build a Sales Org of 5,000 and Close $190M Deals with Ron Gabrisko
Ron Gabrisko, the Chief Revenue Officer at Databricks, shares his remarkable journey in scaling the company from $0 to over $4 billion in revenue. He discusses the importance of a structured sales playbook and the secret behind their innovative pricing model. Ron also dives into the dynamics of building a massive sales organization, revealing insights on hiring top talent and fostering a supportive culture. Additionally, he gives a brutally honest take on AI’s role in sales and explains how Databricks strategically positioned itself ahead of competitors like Snowflake.

319 snips
Aug 4, 2025 • 1h 27min
20VC: Inside Carnegie Mellon's $4BN Endowment | Why 90% of LPs Shouldn't Invest in VC | The $140BN Problem with Multi-Stage Funds | The Hidden Math Behind DPI, TVPI, and Illiquidity with Miles Dieffenbach
Miles Dieffenbach, the Managing Director of Investments at Carnegie Mellon University, oversees a $4 billion endowment. He shares how surviving cancer reshaped his perspective on resilience and investment decisions. The discussion dives into why 90% of limited partners might not benefit from venture capital, the pitfalls of seed funds, and the significant issues multi-stage funds face. He also addresses the evolving dynamics of founder-friendly approaches and the critical role that brand plays in LP decisions.