The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

Harry Stebbings
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Aug 14, 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.
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146 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.
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328 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.
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316 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.
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549 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.
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536 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.
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229 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.
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242 snips
Jul 31, 2025 • 1h 21min

20VC: Benchmark Loses Another Partner | Elad Gil Raises a Monster $1.5BN Solo GP Fund | Why Apple Need a Management Overhaul | Why Google is the Best Performing Hyperscaler | Will Cursor Hit $4BN ARR & Lovable $400M ARR by EOY 2026?

Benchmark is experiencing a talent exodus, raising questions about the future of venture capital. The rise of solo general partners challenges traditional investment norms. Apple might need a leadership shake-up to keep pace with rivals like Google. Discussion includes the competitive landscape of AI infrastructure and GitHub Copilot’s missed opportunities. Figma's IPO is generating buzz, contrasting with the dominance of AI applications. Predictions for Cursor and Lovable's revenue have everyone on the edge of their seats!
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620 snips
Jul 28, 2025 • 1h 11min

20VC: a16z's Martin Casado on Anthropic vs OpenAI: Where Value Accrues | Cursor vs Replit vs Lovable: Who Wins and Who Loses | The One Sin in AI Investing | Why Open Source is a National Security Risk with China

Martin Casado, General Partner at a16z and co-founder of Nicira, dives into the competitive AI investment landscape. He discusses the potential of players like Anthropic versus OpenAI and the looming AI oligopoly. Casado also warns that the open-source movement could become a national security risk, particularly with China in the mix. He critiques perceptions of AI apps and their temporary revenues, arguing for a nuanced understanding of venture success. Furthermore, he reflects on how AI could drastically change productivity and job roles in tech.
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364 snips
Jul 27, 2025 • 1h 7min

20Product: Should We Kill the PM Role Entirely | How Does Product Design Change Most in a World of AI | How Do Monzo Build Product Today: What Works, What Does Not | Why Most Product Sucks and What Makes Truly Great Product

Fernando Fanton, CPO at Property Finder and former Chief Product Officer at Monzo and Just Eat, shares insights into the evolving world of product management. He questions the necessity of the PM role in today's landscape driven by AI. Fernando discusses why many products fail, emphasizing the importance of building trust, especially in finance. He delves into Monzo’s approach to product design and the implications of AI on the future of product development, highlighting the balance between user choice and effective product innovation.

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