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

20VC

Sep 7, 2026

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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:
  • Why AI Assistants Are Silicon Valley's Hottest Market

  • How Does Town Compete With Grokbot, Instinct and Big Tech?

  • Will We Have One AI Agent or Different Agents for Every Part of Our Lives?

  • How Many Mistakes Can AI Agents Make Before We Stop Trusting Them?

  • How Does Town Choose the Best Models Without Destroying Its Margins?

  • Is the AI Assistant Market Already Too Crowded?

  • Can Apple Win the Agent Race, and Are We Entering a Cybersecurity Nightmare?

  • What Does a Successful Town User Look Like, and Which Pricing Tier Makes Money?

  • What Will AI Agents Be Able to Do in Three Years That They Cannot Do Today?

  • Is the Skepticism Around Billion-Dollar AI Assistant Companies Justified?

  • What Needs to Happen for Town to Become a $100BN Company?

  • How Has AI Changed Hiring, and Why Does Town Spend $75K Per Engineer on AI Tools?

  • What Is JD Most Excited About Over the Next Decade?

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