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

Harry Stebbings

Details

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.

Recent Episodes

SEP 7, 2026
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 Town
Jean-Denis "JD" Grèze is the Co-Founder and CEO of Town, the AI work assistant reportedly in talks to raise funding at a $1BN valuation. Before founding Town, JD spent seven years as CTO of Plaid. Before Plaid, he was Director of Engineering at Dropbox. He is also a prolific angel investor backing companies including Modal, BaseTen, Merge and NexHealth. AGENDA: 00:00 Why AI Assistants Are Silicon Valley's Hottest Market 07:00 How Does Town Compete With Grokbot, Instinct and Big Tech? 11:00 Will We Have One AI Agent or Different Agents for Every Part of Our Lives? 17:00 How Many Mistakes Can AI Agents Make Before We Stop Trusting Them? 20:00 How Does Town Choose the Best Models Without Destroying Its Margins? 29:00 Is the AI Assistant Market Already Too Crowded? 37:00 Can Apple Win the Agent Race—and Are We Entering a Cybersecurity Nightmare? 41:00 What Does a Successful Town User Look Like—and Which Pricing Tier Makes Money? 47:00 What Will AI Agents Be Able to Do in Three Years That They Cannot Do Today? 54:00 Is the Skepticism Around Billion-Dollar AI Assistant Companies Justified? 58:00 What Needs to Happen for Town to Become a $100BN Company? 1:02:00 How Has AI Changed Hiring—and Why Does Town Spend $75K Per Engineer on AI Tools? 1:06:00 What Is JD Most Excited About Over the Next Decade?
70 MIN