POD
20VC
EPISODES 62LATEST AUG 1, 2026HOST HARRY STEBBINGS, JUN SUNG PARK
Topics covered
AUG 1, 2026
20VC: The Best AI Companies Have Unique Data Acquisition Strategies | Will Simile Kill Kalshi, Polymarkets and NASDAQ | How to Sign Fortune 500 Companies As Customers in Weeks with Joon Sung Park, Simile
HARRY STEBBINGS, JUN SUNG PARK
JUL 30, 2026
20VC: Jensen's Open-Weights Letter | Travis Kalanick Raises $1.7B for Atoms | Google Cloud Grows 82% But The Market Tanks | Francisco Partners Raises $21BN | Etched Raises $300M to Take on Nvidia
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
JUL 27, 2026
20VC: Leading Anthropic's First Ever Round | Will Open Source Threaten Anthropic's Business | Do Margins Matter in a World of AI | Why Triple, Triple, Double, Double is Not Good Enough Today | Why Series A is Hard Today with Matt Murphy @ Menlo
HARRY STEBBINGS, MATT MURPHY
JUL 25, 2026
20VC: Mercor CPO on Revenue Concentration from Frontier Labs | Why Large Enterprise is Scared to Partner with Frontier Labs | Why Small Specialised Models is the Future with Osvald Nitski
HARRY STEBBINGS, OSVALD NITSKI
JUL 23, 2026
20VC: 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 Know
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
JUL 20, 2026
20VC: Are OpenAI and Anthropic Overvalued? The Open-Source AI Reality | How Token Costs Will Fall 10x And Usage Will Explode 100x | The Future Is Not One AGI; It's Millions of Specialised Models with Lin Qiao, Founder and CEO @ Fireworks
HARRY STEBBINGS, LIN QIAO
JUL 18, 2026
20VC: $5BN in Revenue, 7 to 7,000 Employees in 9 Months, 206,000 Tests in a Single Day: The Craziest Story in Startups: Curative with Fred Turner
FRED TURNER, HARRY STEBBINGS
JUL 16, 2026
20VC: 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 Fund
HARRY STEBBINGS, JASON CALACANIS, JASON LEMKIN, RORY O'DRISCOLL
JUL 13, 2026
20VC: Wix's Founder on What Wall St Gets Wrong About AI and Wix | Will Base44 Win the Vibe Coding Wars | The Truth About the Economics of Vibe-Coding | The Buyback Disaster: Lessons Learned with Avishai Abrahami
AVISHAI ABRAHAMI, HARRY STEBBINGS
JUL 11, 2026
20VC: Why OpenAI and Anthropic Won't Win the App Layer | Why Teams Will Get Bigger Not Smaller in a World of AI | Why AI Removes Incumbents Advantage of Bundling | China vs America: Who Wins the AI War with Arvind Jain, Co-Founder @ Glean
ARVIND JAIN, HARRY STEBBINGS
JUL 9, 2026
20VC: Sam Altman Offers Trump 5% of OpenAI: Fool or Genius? | Alex Karp Sounds the Alarm: Enterprises Fear Frontier Models & Questionable ROI of AI | The Rise of Chinese Open Source: Deepseek Building Own Chips
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
JUL 6, 2026
20VC: Why Now is the Time for the Application Layer | Why OpenAI & Anthropic Won't Win the App Layer | Why Startups Should be TokenMaxxing | Why VCs Should Reduce Weighting on Price & Ownership in an Age of AI with Mike Mignano, USV
HARRY STEBBINGS, MIKE MIGNANO
JUL 4, 2026
20VC: Open Models vs Frontier Models: Who Actually Wins? | The $100,000 Token Budget Every Engineer Will Need | Why Forward-Deployed Engineers Are the Future of Enterprise AI with Clay Bavor, Co-Founder of Sierra
CLAY BAVOR, HARRY STEBBINGS
JUN 29, 2026
20VC: Leo Aschenbrenner's Largest Holding: Inside the $90BN Bloom Energy | Why Electricity, Not AI Models, Will Decide the Winners of the AI Race | Why We Are Not in an AI Capex Bubble | Energy Sovereignty and The Future of Power with KR Sridhar
HARRY STEBBINGS, KR SRIDHAR
JUN 27, 2026
20VC: How We Got Fred Wilson, Benchmark and Index to Invest $94M | Why Robinhood's Strategy is Wrong | Why 1-1s are BS and What Every Founder Gets Wrong About Equity | Why Taste Beats AI But How AI Kills Org Charts with Paul Erlanger, CEO @ fomo
HARRY STEBBINGS, PAUL ERLANGER
JUN 25, 2026
20VC: 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 Winners
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
JUN 22, 2026
20VC: Nikesh Arora on the Frontier Model Problem: Breadth vs Depth | The Future of Token Costs | Memory Becoming the Moat | Where Value Accrues: Infra, Models, or Apps? | Why Enterprise AI is Not Ready & Systems of Record vs Systems of Intelligence
HARRY STEBBINGS, NIKESH ARORA
JUN 20, 2026
20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport
HARRY STEBBINGS, RYAN PETERSON
JUN 18, 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 $3.6BN
EV, JASON LEMKIN, RORY O'DRISCOLL
JUN 15, 2026
20VC: Micron Will Be More Valuable Than Meta | How Export Controls Helped Not Hurt China | Power is the Bottleneck to AI | Why Dario Has Done a Disservice to AI with his Labour Replacement Messaging with Aravind Srinivas, Founder @ Perplexity
ARAVIND SRINIVAS, HARRY STEBBINGS
JUN 13, 2026
20VC: Who Wins the Model War: OpenAI, Anthropic or Open-Source | Token Maxing, AI Hangovers & The Coming ROI Reckoning | Labour Displacement Fears are BS & Overblown | From Physicist to Sequoia Founder with Matan Grinberg, Founder @ Factory
HARRY STEBBINGS, MATAN GRINBERG
JUN 11, 2026
20VC: SpaceX Launches Largest Ever IPO | OpenAI Files to Go Public | Uber Cuts 23% of HR | Lovable Hits $500M ARR | Founders Revolt Against VCs: The Fundraising Horror Stories Going Viral
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
JUN 7, 2026
20VC: Nebius Co-Founder on AI Infrastructure Bubbles | The Real Impact of Open Source on OpenAI & Anthropic | How Price Elastic is Demand for Compute | Could Nebius Sell 10x More Compute If They Had It & more with Roman Chernin
HARRY STEBBINGS, RONAN CHURNIN
JUN 6, 2026
20Product: Inside Legora's Tech Stack: Why Token Maxing is Failing Enterprise Startups with Jacob Lauritzen, CTO @ Legora
HARRY STEBBINGS, JACOB LAURITZEN
JUN 4, 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?
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
JUN 1, 2026
20VC: Mercor CEO on Why Application Layer Companies Have No Defensibility, The Model is the Product | Token Spend Will Exceed Headcount Spend in 5 Years | The True Cost of Hiring AI Researchers in the Valley Today with Brendan Foody
BRENDAN FOODY, HARRY STEBBINGS
MAY 28, 2026
20VC: OpenAI & SpaceX S1 Drops | NVIDIA's $81BN Revenue Quarter | Cloudlfare and ClickUp Do Controversial Layoffs | Exa, OpenRouter and Polsia Raise Mega Rounds | Uber and Microsoft Declare AI ROI for Developers is Questionable
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
MAY 23, 2026
20Sales: The $100M CRO Bubble: Why Anthropic Are Causing a Comp Crisis | Why You Should Never Hire From Salesforce or Service Now | How to Hire, Train and Forecase in a World of AI with Chad Peets and Chris Degnan
CHAD PEETS, CHRIS DEGNAN, HARRY STEBBINGS
MAY 18, 2026
20VC: Turning Peter Thiel's $100K into $10M Angel Portfolio | The One Man Accelerator at The Four Seasons | Why VCs Can Be Sharks and What Founders Need to Know | Why Stocks and Cash are BS and You Should Invest in Land with Josh Browder
HARRY STEBBINGS, JOSH BROWDER
MAY 16, 2026
20VC: Lessons from Jensen Huang on "Founder Mode" | How to Know if OpenAI or Anthropic Will Kill your Company | How USV Liking Music Made Them $1BN on an Investment | The Five Year Desert to Product Market Fit & a $5.3BN Valuation with Shiv Rao @ Abridge
HARRY STEBBINGS, SHIV RAO
MAY 2, 2026
20VC: Inside Clay's Sales Playbook Scaling to $100M ARR | How to Set Sales Comp Plans | How to Read Sales Talent Linkedin Profiles | What Profiles to Hire & Fire | How to Increase Performance and Speed in Sales Teams with Becca Lindquist
BECCA LINDQUIST, HARRY STEBBINGS
APR 30, 2026
20VC: Anthropic Raises $45BN but Falls Short on Compute | OpenAI Crushes with GPT5.5 and Codex: Back in the Game? | China Blocks Manus $2BN Deal to Meta | Thoma Bravo Hand Back Medallia Keys to Creditors | Why Google is a Bigger Buy Than Ever Before
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
APR 25, 2026
20Product: Replit CEO on Why Coding Models Are Plateauing | Why the SaaS Apocalypse is Justified: Will Incumbents Be Replaced? | Why IDEs Are Dead and Do PMs Survive the Next 3-5 Years with Amjad Masad
AMJAD MASAD, HARRY STEBBINGS
APR 20, 2026
20VC: Everyone is Wrong; We Will Have More Developers in Five Years | Why Frontier Labs Will Be Way More Valuable Than They Are Today | Are SaaS Companies Cooked: Which Thrive & Which Die with Aaron Levie, Founder at Box
AARON LEVIE, HARRY STEBBINGS
APR 18, 2026
20VC: Jake Paul on Why Traditional VC is Toast and Attention is More Valuable Than Cash | Politics: Will Jake Paul Actually Run for President? | Inside the Payday of Fighting Anthony Joshua and Mike Tyson | with Geoffrey Wu, Co-Founder at Anti-Fund
GEOFFREY WU, HARRY STEBBINGS, JAKE PAUL, JASON LEMKIN, UNCREDITED SPEAKER
APR 16, 2026
20VC: Anthropic Unveils Mythos | SpaceX's Financials Leaked: Is it Worth $2TRN | Meta Debuts Muse Spark: Are They Back in the AI Race | Jason's Critique of Dario Amodei & How OpenAI Could Win the Enterprise Game
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
APR 14, 2026
20VC: Anj Midha on Investing $300M into Anthropic | The Early Days of Anthropic & How 21 of 22 VCs Turned it Down | The Four Bottlenecks to Compute | What the China Has Smashed and Why We Should Be Worried
ANJ MIDHA, HARRY STEBBINGS
APR 11, 2026
20Sales: ElevenLabs: Why We Set a 20x Sales Quota | How to Structure Sales Compensation Plans | Customer Success: 'Total BS' or Growth Engine? | Building an AI Sales Machine: What Tools & Tactics Must CROs Adopt Today with Carles Reina
CARLES REINA, HARRY STEBBINGS
APR 9, 2026
20VC: Anthropic Surpasses OpenAI Revenue | OpenAI Acquisition of TBPN: Analysed | OpenAI Management Team Reboot | YC Kicks Delve Out | Mercor Hack and Why Now is the Time for Cyber | Supabase Raising at $10BN & Doug Leone Returns to Sequoia
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
APR 7, 2026
20VC: DeepMind's Demis Hassabis on Why AGI is Bigger than the Industrial Revolution | Why LLMs Will Not Commoditise & We Have Not Hit Scaling Laws | Bottlenecks in AI & The Energy Crisis Caused By AI | Whether AI Will Do More to Harm or Help Inequality
DEMIS HASSABIS, HARRY STEBBINGS
APR 4, 2026
20VC: Hims & Hers: $4.3BN Market Cap on $2.3BN of Revenue: The Comeback | Why Being Public is 10x Better | The Death of the "Strategy" Hire | Why Performance Marketing is Worse than Brand Marketing with Andrew Dudum
ANDREW DUDUM, HARRY STEBBINGS
APR 2, 2026
20VC: Anthropic's $6BN Revenue Month | OpenAI Kills Sora & Hits $100M ARR on Ads | Oura Going Public & Whoop Raises at $10BN | Manus Founders Trapped in China & The Billionaire Tax: Anyone Left in California?
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
MAR 30, 2026
20VC: Marc Andreessen on The Future of Venture Capital: Will a16z Go Public | Why Labour Displacement with AI is Wrong | Why Introspection is Dangerous | Why "Diamonds in the Rough" is BS in VC | Why a16z Invested $300M into Adam Neumann
HARRY STEBBINGS, MARC ANDREESSEN
MAR 28, 2026
20VC: The Venture Model is Broken | You Need to be Greedy and Selfish to Win Early Stage Investing | Why Margins Do Not Matter for Early-Stage Startups | The Growth Rate that is Required in a World of AI with Gili Raanan, Founder @ Cyberstarts
GILI RAANAN, HARRY STEBBINGS
MAR 26, 2026
20VC: Why You Need a $1BN Fund To Do Series A Today | OpenAI vs Anthropic: Who Wins Enterprise | SpaceX at $2TRN and Data Centers in Space | The $20BN Groq Deal Broken Down | Jeff Bezos' $100BN New Fund
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
MAR 23, 2026
20VC: Inside Anduril's $20BN Army Contract & Why Anduril Must Go Public | Why 99% of Drone Companies Will Die | Why There is Never an Ethical Question of How Anduril Products are Used with Matthew Steckman, President @ Anduril
HARRY STEBBINGS, MATTHEW STECKMAN
MAR 21, 2026
20Sales: Inside Figma's $1BN ARR Revenue Machine | Why We Do Not Have Customer Success or SDRs | Why I Do Not Believe in Sales Quotas with Shaunt Voskanian, CRO @ Figma
HARRY STEBBINGS, SHAUNT VOSKANIAN
MAR 19, 2026
20VC: The Return of Travis Kalanick: Uber Would Be $1TRN Today With Him | NVIDIA Predicts $1TRN in Revenue: Everything You Need to Know From GTC | Anduril Lands $20BN Army Contract | Adobe CEO Shock Exit: The Dominos Falling
HARRY STEBBINGS, JASON LEMKIN, RORY O'DRISCOLL
MAR 16, 2026
20VC: The 8 Moats of Enduring Software Companies: How to Analyse for Durability and Defensibility in a World of AI | Why Dropouts are "AI Maxing" the World & Remote Early-Stage Companies are Dying with Gokul Rajaram
GOKUL RAJARAM, HARRY STEBBINGS
MAR 14, 2026
20Growth: Inside Lovable's $400M ARR Growth Machine | How Lovable Does Product Launches | How Lovable Hacks Social To Make Posts Go Viral | How Lovable Makes Every Employee a Brand with Elena Verna
ELENA VERNA, HARRY STEBBINGS
DEC 15, 2025
a16z's David George on How $BN Funds Can 5× & Do Margins and Revenue Matter in AI?
DAVID GEORGE, HARRY STEBBINGS
DEC 11, 2025
Airwallex Raises $330M and The Battle with Keith Rabois & Netflix Acquires Warner Brothers
KEITH RABOIS, JASON CALACANIS, ROELOF BOTHA
DEC 8, 2025
Kalshi CEO Tarek Mansour on the Polymarket Rivalry & the Future of Prediction Markets
HARRY STEBBINGS, TAREK MANSOUR
DEC 4, 2025
Thrive & OpenAI Partnership, Databricks $5B Raise at $134B Valuation & Why SaaS is Like Japan
JASON CALACANIS, HARRY STEBBINGS, UNKNOWN GUEST
DEC 1, 2025
Turing CEO, Jonathan Siddharth: Who Wins in Data Labelling & Why SaaS Will Die?
HARRY STEBBINGS, JONATHAN SIDDHARTH
NOV 27, 2025
NVIDIA’s Core Business Threatened by TPUs, Sam Altman’s ‘War Mode’ & Sierra’s $100M ARR
JASON CALACANIS, UNKNOWN GUEST, HARRY STEBBINGS
NOV 24, 2025
Base44’s Founder, Maor Shlomo: How Vibe Coding Will Kill SaaS & Why Vibe Coding Has No Defensibility
HARRY STEBBINGS, MAOR SHLOMO
NOV 17, 2025
AI Fund’s GP, Andrew Ng: Biggest Bottlenecks in AI & How LLMs Can Be Used as a Geopolitical Weapon?
ANDREW NG, HARRY STEBBINGS
NOV 10, 2025
Benchmark's GP, Everett Randle: Why Margins Matter Less in AI & OpenAI vs Anthropic: Who Wins Coding
EVERETT RANDLE, HARRY STEBBINGS
OCT 27, 2025
Sequoia Partner, David Cahn on Who Wins in AI, Defence & The New $0–$100M Playbook
OCT 20, 2025
Deel CEO, Alex Bouaziz on Raising $300M+ at a $17BN Valuation
ALEX BOUAZIZ, HARRY STEBBINGS
OCT 13, 2025
Atlassian CEO, Mike Cannon-Brookes on Why Everything is Overvalued & Are We in an AI Bubble
MIKE CANNON-BROOKES