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Harry Stebbings

Founder of 20VC; host of The Twenty Minute VC podcast

The latest interviews, podcast appearances, and blog posts from Harry Stebbings, updated daily.

All30Video27Podcast3Post0Content from April 2026 onward
6 weeks ago
Aug 8

The AI Boom Will Create Enormous Roadkill: Who Wins & Loses? | David Frankel

David Frankel is one of the great seed investors of our time. As the CoFounder of Founder Collective he has backed the likes of Uber, Coupang, Suno, PillPack, Airtable, Whoop, Shield Al and many more.

20VC with Harry Stebbings
7 weeks ago
Aug 6

Leo Aschenbrenner's Situational Awareness Blows Up | Moonshot AI Raises $3.5B at $35B

Nikesh Arora is the Chairman and CEO of Palo Alto Networks, where he has transformed the company into the global leader in cybersecurity with a market capitalization of over $100 billion.

20VC with Harry Stebbings
7 weeks ago
Aug 3

Arena CEO: There Will be a $100BN US Open-Source Model & Data is a Trillion Dollar Market

Anastasios Angelopoulos is the co-founder and CEO of Arena, the real-world evaluation platform that has become a leading referee of the global AI model…

20VC with Harry Stebbings
7 weeks ago
Aug 1

The Best AI Companies Have Unique Data Acquisition Strategies | Simile Co-founder & CEO

Joon Sung Park is the Founder and CEO of Simile, the AI simulation company building foundation models of human behaviour; allowing companies to test how…

20VC with Harry Stebbings
8 weeks ago
Jul 30

Jensen's Open-Weights Letter | Google Cloud Grows 82% But The Market Tanks

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft…

20VC with Harry Stebbings
4 months ago
Jun 4

Anthropic Files to Go Public | Cognition Raises $1BN at $26BN Valuation | The 996 Work Ethic

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft…

20VC with Harry Stebbings
4 months ago
May 23

Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow

Chad Peets is one of the most straight-talking, no BS sales leaders of our time.

20VC with Harry Stebbings
4 months ago
May 21

Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft…

20VC with Harry Stebbings
4 months ago
May 14

Anthropic Buys Compute From Elon & Commits $200BN to Google | Cerebras IPO | Ramp Raises at $40BN - YouTube

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft…

20VC with Harry Stebbings
5 months ago
May 7

Anthropic's Raise & What It Means for Potential IPO? Mag7: Google & Amazon Up, Meta & Microsoft Down

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft…

20VC with Harry Stebbings
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