AI Agents Destroying Internet Security (Anthropic's Leak, ClawCon Tokyo, OpenAI's $852B Valuation)

AI Agents Destroying Internet Security (Anthropic's Leak, ClawCon Tokyo, OpenAI's $852B Valuation)

From More or Less by Dave Morin, Jessica Lessin, Brit Morin, and Sam Lessin

April 3, 2026 · 48 min

About this episode

The episode discusses the implications of AI agents on internet security and features a mishap involving Sam Lessin and an AI bot.

Sam Lessin accidentally emailed 40 of Silicon Valley's most important people using an AI bot — and that one mishap reveals everything broken about the AI security model right now. In this episode, Sam and Dave Morin (calling in from ClawCon Tokyo) argue that AI agents are quietly dismantling every security assumption the internet was built on: from open-source package trust chains to content moderation walls to the entire premise of software moats. Meanwhile, Jessica Lessin shares her own Claude Code disaster that proves even careful people are one 'approve' click away from chaos. The team also tears apart OpenAI's $852 billion valuation, debate whether 10 million software developers are about to become irrelevant, and explain why a professional skier in Alaska just built the app she'd been pitching for two years — in a single afternoon. Chapters: We’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessYouTube: https://youtu.be/Gv-VUTGVNT8Connect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit

People in this episode

Hosts: Sam Lessin, Dave Morin

Guest: Jessica Lessin

Topics covered

  • AI security
  • internet security
  • software development
  • OpenAI valuation
  • AI agents
  • Silicon Valley

Keywords

  • AI agents
  • internet security
  • OpenAI
  • ClawCon
  • software developers
  • Silicon Valley
  • Claude Code
  • valuation

Mentioned in this episode

Organizations: OpenAI, Anthropic

Places: Silicon Valley, Tokyo

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