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Every episode we've covered so far, newest first. Join the waitlist and pick your field: the same episode can be a must-listen for one field and a skim for another.

Lenny's Podcast · Aug 30, 2026

AI’s third era: the rise of persistent AI coworkers Tara Seshan (Product Lead ChatGPT Work)

The three internal memes OpenAI's product team uses instead of roadmaps, and the one writing rule Tara refuses to let AI touch.

  • Must-listen for Product / PM
  • Must-listen for AI / ML
  • Skim for Founder / Startup
  • +1
6 key moments3 min briefLenny's Podcast · Aug 23, 2026

How to close $100K+ enterprise deals, step by step Jen Abel

Why the enterprise sales process everyone learns has five steps, and Jen Abel says ninety percent of sellers are running the wrong one entirely.

  • Must-listen for Sales
  • Must-listen for Founder / Startup
  • Skim for Business
6 key moments