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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.

All49Video46Podcast3Post0Content from April 2026 onward
4 days ago
Nov 2

Modal CEO: Has Open-Source LLM Inference Peaked? | What Happens to the Cost of Compute

Erik Bernhardsson is the Co-Founder and CEO of Modal, the AI infrastructure platform for training models, running inference and powering AI agents.

20VC with Harry Stebbings
6 days ago
Oct 31

David Tisch: Why No Manager Wants to Stay Small & Why Competing with Mega Platforms is a Losing Game

David Tisch is the Founder of Box Group, one of the best seed funds of the last decade with early investments in Cursor, Baseten and Clay to name a few.

20VC with Harry Stebbings
8 days ago
Oct 29

Instinct Worth 30BN? | Microsoft Cuts 27,000 Jobs While Meta Taps Equity Markets for $95B CapEx

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 and more.

20VC with Harry Stebbings
11 days ago
Oct 26

Satya Nadella on Open vs Closed Models: Who Wins | Why Companies Need to Own Their Own Intelligence

Satya Nadella is the CEO of Microsoft and one of the greatest CEOs of our time. Satya has been at the company for an astonishing 34 years. When he joined, Microsoft had a market cap of $23.5BN.

20VC with Harry Stebbings
13 days ago
Oct 24

Inference Will Be $10TRN Market: What No One Sees | Software Investors are F***ed | Naveen Rao

Naveen Rao is the Founder and CEO of Unconventional AI, an AI hardware startup focused on rethinking how AI systems are built and powered.

20VC with Harry Stebbings
15 days ago
Oct 22

The New VC Game | CoreWeave Sell-Off Creates Panic | Revenue Multiples Out of Control

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 and more.

20VC with Harry Stebbings
18 days ago
Oct 19

Who Wins in the Next Decade of VC | Margin and Price Matter Less in a World of AI | Sameer Dholakia

Sameer Dholakia is a Partner @ Bessemer, the first that has just raised $5.75BN across a $1.75BN seed fund and $4BN growth fund.

20VC with Harry Stebbings
20 days ago
Oct 17

The Future of Inference Market & Model Routing: Commodity or Increasing in Value? | LangChain CEO

Harrison Chase is the co-founder and CEO of LangChain, which helps developers build, test and deploy AI agents.

20VC with Harry Stebbings
22 days ago
Oct 15

Valar Atomics Sues Day One Ventures | Meta's Back to the AI Frontier | NVIDIA's $30B Reflection Deal

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 and more.

20VC with Harry Stebbings
25 days ago
Oct 12

Atlassian CEO: Enterprises Won't Trust Chinese AI | Why The Jury’s Still Out on Specialised Models

Mike Cannon-Brookes is the Co-Founder and CEO of Atlassian, the company behind Jira, Confluence, Trello and Loom.

20VC with Harry Stebbings
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