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Harry Stebbings · Business

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

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.

Episodes

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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?

31 Jul 2025
1h 21m
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In this episode of the 20VC podcast, Harry Stebbings, Jason Lamkin, and Rory O'Driscoll discuss recent events in the venture capital and tech industries, including Victor's departure from Benchmark and its implications, the increasing trend of individual investors raising solo funds, and the power dynamics among tech g...

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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

28 Jul 2025
1h 10m
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In this episode of 20VC, Harry Stebbings interviews Martin Casado, a general partner at Andreessen, about the current AI investment landscape. They discuss the disruption of software development, the potential for an oligopoly in coding models, and the importance of brand effects in large, fast-growing markets. Martin ...

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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

25 Jul 2025
1h 7m
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In this episode of 20 Product, Harry Stebbings interviews Fernando Fanton, CPO of Property Finder, about his experiences in product leadership across various companies and industries. They discuss the influence of tennis on his mindset, the drawbacks of rigid visions, and the importance of continuous improvement. Ferna...

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20VC: Lovable Raises at $2BN & Hits $100M ARR | Is Cursor Worth $28BN at $1BN in ARR | How Do All Providers Deal with Anthropic Dependency Risk | Are Seed Funds F******: Have Mega Funds Won | Figma IPO Breakdown: Where Does it Price?

24 Jul 2025
1h 21m
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In this episode of 20VC, Harry Stebbings hosts Jason Lemkin and Rory O'Driscoll to discuss a range of topics in the venture capital and tech world. The conversation begins with Jason's experience with Replit and the security issues he faced while vibe coding, leading to a broader discussion on the security risks associ...

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20VC: Scaling to $1BN+ in Revenue with No Funding: Surge AI | The Most Insane Scaling Story in Tech |

21 Jul 2025
1h 6m
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In this episode of Twenty VC, Harry Stebbings interviews Edwin Chen, the founder of Surge, a company generating over a billion dollars in revenue without any outside funding. Chen discusses his experiences at Google, Facebook, and Twitter, where he observed inefficiencies and a focus on internal company machinery rathe...

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20VC: Cognition CEO Scott Wu on Acquiring Windsurf: The Process, The Deal, The Rationale | Did Google Overlook a Goldmine in the Core Asset and Did Founders Leave a Sinking Ship | How Cursor and Cognition Deal with Ever Increasing Reliance on Anthropic

18 Jul 2025
48m
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In this episode of 20VC, Harry Stebbings interviews Scott Wu, co-founder and CEO of Cognition, about Cognition's acquisition of Windsurf following its split from Google. Wu discusses the rapid timeline of the deal, the value Cognition saw in Windsurf's team and assets, and the broader implications for AI development an...

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20VC: Windsurf x Google x Cognition: Full Breakdown: Who Made Money, Who Did Not | Lovable vs Replit: Will These Be $100BN Businesses | Why Elon Could Beat Sam Altman with the New Grok | Why Every S&P 500 Company Will Buy Bitcoin?

17 Jul 2025
1h 21m
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In this episode of 20VC, Harry Stebbings, Jason Lemkin, and Rory O'Driscoll dissect the recent acquisition of Windsurf by Google and Cognition, exploring the motivations behind the deal, the implications for employees, and the broader M&A landscape in the AI sector. They analyze the revenue deceleration of Windsurf, th...

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20VC: Vlad Tenev on Robinhood’s $85BN Resurgence | Tokenizing SpaceX & OpenAI | Building Nine Revenue Lines Over $100M | Why Crypto Will Be Robinhood's Biggest Revenue Line | Why Stablecoins Will Replace Banking Rails

14 Jul 2025
57m
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In this episode of 20VC, Harry Stebbings interviews Vlad Tenev, CEO of Robinhood, discussing the company's recent turnaround, driven by AI efficiencies and a focus on active traders. Vlad shares insights on Robinhood's AI applications in software engineering and customer support, the company's expansion into tokenized ...

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20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025

11 Jul 2025
1h 15m
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In this episode of 20 Growth, Harry Stebbings interviews Kieran Flanagan, who leads growth and AI implementation at HubSpot, about how AI is changing the growth landscape. Kieran suggests that AI may lead to the obsolescence of traditional growth teams, replaced by AI innovation pods that focus on integrating AI across...

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20VC: Daniel Gross and Nat Friedman: Acquired by Meta | OpenAI’s SBC Bombshell: More Stock Comp Than Revenue | Privat Equity is Back: Olo Bought for $2BN | Microsoft Lays Off 9,000 People: Is This Just the Start | Will Sequoia Part with Shaun Maguire

10 Jul 2025
1h 7m
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In this episode of 20VC, Harry Stebbings, Jason Lemkin, and Rory discuss a range of topics including Daniel and Nat leaving their fund to join Meta, Olo's potential privatization with Toma Bravo, CoolWeave's acquisition of Core Scientific, and speculation around Sean Maguire leaving Sequoia and Linda Yaccarino leaving ...

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20VC: Scott Galloway on Are Billionaires Happy & The Impact of Money on Psychology and Self-Worth | Becoming a Better Father & Husband | Why We Should Drink More and Not Work From Home | The Tinder Effect & How it Makes Young Men Radical

07 Jul 2025
1h 10m
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In this episode of 20VC, Harry Stebbings interviews Scott Galloway, a marketing professor at NYU, about a wide range of topics including the concentration of value in public markets and the potential dangers of a few companies holding a large share of the economy. They discuss antitrust measures, government interventio...

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20VC: Figma's IPO: The Full Breakdown | Index Returns $3.5BN on Two Deals | Why Melio's $2.5BN Acquisition is "Discouraging" | Asana's New CEO and the Great Founder Exodus | Oracle's $30BN AI Deal and What it Means for Incumbents

03 Jul 2025
1h 11m
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In this holiday edition of the 20VC podcast, Harry Stebbings, Jason Lemkin, and Rory O'Driscoll engage in a wide-ranging discussion covering recent events and trends in the venture capital and tech industries. They analyze Figma's S1 filing, the Melio acquisition by Xero, and Index Ventures' significant returns to its ...

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20VC: Inside KKR's Monster $8BN European Fund | The $500M Turkey Gamble That Went Wrong | Do Andreessen & General Catalyst Scare KKR? | Will AI Kill the PE Model? | Can The PE Model Survive without IPOs and Where is the Liquidity with Philip Freise

30 Jun 2025
1h 1m
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In this episode of 20VC, Harry Stebbings interviews Philipp Freise, co-head of European Private Equity at KKR, discussing his early experiences in venture capital during the dot-com bubble, lessons learned from investment failures in emerging markets like Turkey and Pakistan, and KKR's investment strategies during the ...

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20Sales: How to Layer Enterprise Sales on PLG | How to Sell AI Tools To Enterprises That Are Scared | Should Reps Own Their Own Pipeline | Mistakes All Founders Make When Moving From Founder-Led to Rep-Led Sales with Kim Graves

27 Jun 2025
1h 17m
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In this episode of 20 Sales, Harry Stebbings interviews Kim Graves, a sales leader at Notion, about building and scaling sales teams. Kim shares her journey into sales, starting at Slack, and emphasizes the importance of confidence and asking questions during negotiations. She discusses Notion's sales process, which fo...

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20VC: Nat Friedman and Daniel Gross Bought with Zuck's $100BN AI Budget | Navan Files to Go Public and Canva Pulls the Brakes: Why and What Happens | Why Larry Ellison is the Smartest Man in Tech | Substance or Sizzle: What is Real and What is BS in AI

26 Jun 2025
1h 13m
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In this episode of 20VC, Harry Stebbings, Rory O'Driscoll, and Jason Lemkin discuss a range of topics including Daniel Gross and Nat Friedman joining Meta, Canva delaying their IPO, Navan filing to go public, and the current state of AI. They analyze Meta's strategic acquisitions in the AI space, the commoditization of...

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20VC: The Wild Story Raising $450M From Masa and Softbank | Why My Biggest Mistakes Came From Listening to VCs | Why 100 VCs Turned Us Down | Why European Founders Are Tougher Than US Founders with Johannes Reck, GetYourGuide

23 Jun 2025
1h 16m
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Harry Stebbings interviews Johannes Reck, the co-founder and CEO of GetYourGuide, about his entrepreneurial journey, starting from initial struggles with only a handful of bookings to building a $2 billion company. They discuss the differences between European and U.S. investors, the importance of attracting talent to ...

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20Product: How Duolingo Build Product 10x Faster with AI | Duolingo's Biggest Lessons on Paywalls, Push Notifications and In-App Purchases | Why Small Teams are the Future of Product | Why PMs Will Become Extinct with Cem Kansu, CPO @ Duolingo

20 Jun 2025
58m
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In this episode of 20 Product, Harry Stebbings interviews Cem Kansu, CPO of Duolingo, about product development strategies. Cem discusses Duolingo's design process, emphasizing the importance of pixel-perfect details and user-centric design. He shares insights on prototyping, A/B testing, and the integration of AI tool...

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20VC: Scale's $14.8BN Acquisition: Is Scale a Dead Man Walking / What Did Meta Buy | Chime IPO: Are IPOs Hotter Than Ever | Ramp Hits $16BN Diluting Only 1% | Salesforce, Slack and Dropbox Falling Behind: Are Incumbents Losing Ground

19 Jun 2025
1h 6m
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In this episode of the 20VC podcast, Harry Stebbings hosts Jason Lemkin and Rory O'Driscoll, along with guest Garrett from Handshake, to dissect the week's major news in the tech and venture capital world. The discussion kicks off with Meta's acquisition of Scale.ai, raising questions about Meta's strategy and the impa...

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20VC: How We Made $800M on Coursera | We Lost Money on Uber and Made Money on Lyft | We Did 3x on Postmates in 18 Months | DPI is King, MOIC is BS | We Dodged Theranos and I Still Lost Millions with Larry Aschebrook @ G Squared

16 Jun 2025
1h 34m
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In this episode of 20VC, Harry Stebbings interviews Larry Aschebrook, founder of G Squared, about his journey in venture capital, starting from fundraising for academic institutions to managing over $5 billion in assets. Larry shares his early investments in companies like Twitter, Uber, and Spotify, as well as the cha...

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20VC: SpaceX, Tesla, Neuralink: Elon’s Empire After the Firestorm | Are Circle and Coreweave Meme Stocks: IPO Analysis | Anduril Raises $2.6BN & Becomes Founders Fund's 1st and 2nd Largest Check Ever | Cursor Now 20% of SaaS Spend and the SaaS Slowdown

12 Jun 2025
1h 16m
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In this episode of the 20VC podcast, Harry Stebbings hosts Jason Lemkin and Rory O'Driscoll to discuss recent IPOs like Circle and CoreWeave, analyzing their market performance and the implications of underpricing. They also delve into the potential impact of Elon Musk's public statements on his companies, particularly...

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