Investor / Podcast Host

Harry Stebbings

Founder and General Partner at 20VC. Started The Twenty Minute VC podcast at age 18, making it the world's largest venture capital podcast. Has done 4,000+ interviews with the biggest names in tech and venture capital.

Known For

20VCThe Twenty Minute VC20VC Fund

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AI Agents Flatten Team Structure and Compress Deployment Cycles

Curious

Automation Creates Expert Human Work, Not Fewer Jobs

Curious

The End of the Capital Light Era: From Cheap Abundance to Resource Scarcity

Curious

Constraints Enable Scaling — Simplicity Over Optionality

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Creative Destruction: Systematically Destroying Your Own Business Models

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Efficiency Gains Create Systemic Fragility

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Environment Shapes Behavior More Than Willpower

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Physical Exercise Is the Single Most Effective Lifestyle Intervention

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The Hedonic Treadmill — Happiness Returns to Baseline

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Innovation as New Combinations

Curious

The Jagged Frontier: AI's Radical Unevenness Across Domains

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Close Relationships Are the Strongest Predictor of Life Satisfaction

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Return on Luck

Canon

Episodes

#20VC: The $100 Billion AI Assistant Race: Town vs Instinct vs GrokBot | We Spend $75K Per Engineer on AI Tools | Why the AI Assistant Market Is Not a Bubble & AI Assistants Will Replace Every App on Your Phone with JD, Founder of TownSep 7, 2026 #20VC: The AI Bubble Will Burst: Half the Neoclouds Will Die | China: Should We Ban Chip Exports & Be Fearful of Chinese Open-Source | Mag7: Who Dies and Who Thrives: Why Meta is Meh and Microsoft is MegaAug 22, 2026 #OpenAI and Anthropic Threatened by Kimi? | Should the US Ban Chinese Open-Source Models | Should OpenRouter Sell & Value in the Routing Layer? | Stripe Buying PayPal: What You Need to KnowJul 23, 2026 #Apple Sues OpenAI | Zuckerberg Back on X and Challenging Codex and Claude Code | SK Hynix's $26BN IPO | Is Seed Investing Dead: Jason Calacanis Departs Seed for Growth | Greylock Raises New $1.5BN FundJul 16, 2026 #Sam Altman Offers Trump 5% of OpenAI: Fool or Genius? | Alex Karp Sounds the Alarm | The Rise of Chinese Open SourceJul 9, 2026 #Deepseek Raises $50BN | Wall St's $725BN AI Question | The Rise of Open Source & How it Threatens OpenAI & Anthropic | OpenAI Builds it's Own Chip: Jalapeno | The Death of Moats & The New AI Software WinnersJun 25, 2026 #20VC: SpaceX Soars to $2.7TRN | Anthropic's Fable Banned by US Government | Wix and Adobe Hit All-Time Lows | Mistral Raising at $20BN and The Case for Sovereign Models | Fin Acquired by Salesforce for $3.6BNJun 18, 2026 #20VC: Anthropic Files to Go Public | Token Budgeting Panic Hits Corporate America | Cognition Raises $1BN at $26BN Valuation | Apollo Warns PE Software Returns Will be Disastrous | The 9-9-6 Work Ethic: Performative Theatre or Startup Reality?Jun 4, 2026 #10 Lessons from 4,000 InterviewsDec 17, 2024 #Why 90% of AI Startups Will FailAug 6, 2024 #Inside the Mind of a Leading LP: How LPs Evaluate Fund ManagersJul 22, 2024 #The Founder Mental Health Crisis No One Talks AboutJun 18, 2024 #The State of Venture Capital in 2024Mar 12, 2024 #Justin Ishbia on Private Equity, Sports Ownership, and Doing It AllFeb 26, 2024 #Palantir CTO Shyam Sankar on Defense, AI, and the Broken PentagonJan 17, 2024