
AI Can Do Everything… Except This (Why Humans Still Win) With Restaurateur Will Guidara
From A Bit of Optimism by Simon Sinek
March 24, 2026 · 1h 6m · Episode 217
About this episode
Simon Sinek and Will Guidara discuss the importance of human connection in an increasingly automated world.
As businesses race toward faster systems, smarter tools, and total automation, something critical is getting lost: human connection. And ironically, the rise of AI is making that gap impossible to ignore. In this episode, I sit down with returning guest and close friend Will Guidara, former co-owner of Eleven Madison Park, to explore why humanity is becoming the ultimate competitive advantage in the age of AI. Will helped transform a restaurant into the best in the world, not by reinventing the food being served, but by reinventing the experience around it. He calls this philosophy "Unreasonable Hospitality," which is the practice of going beyond what’s expected or required to make someone feel genuinely seen, valued, and cared for to create a memorable human experience. He argues that in a world where people expect excellence, the real differentiator is care. And Will isn’t alone in this belief. His book Unreasonable Hospitality, which I’m the proud publisher of, is a global bestseller. And his follow up book, Unreasonable Hospitality: The Field Guide, comes out April 28, 2026. In this conversation, Will and I unpack why human value will continue to rise in an automated world…
People in this episode
Host: Simon Sinek
Guest: Will Guidara
Topics covered
- human connection
- AI
- hospitality
- customer experience
- automation
- loyalty
Keywords
- AI
- human connection
- hospitality
- Unreasonable Hospitality
- customer loyalty
- automation
- experience
Mentioned in this episode
Organizations: Eleven Madison Park
Books & works: Unreasonable Hospitality, Unreasonable Hospitality: The Field Guide
More episodes of A Bit of Optimism
- The Real Reason You Feel Empty (Even When Life Looks Good) with Musician Mike Posner · May 5, 2026 · 53 min
- The Real Reason Young People Don't Have 'The Hunger' for Work (And What Leaders Need to Hear) with Generations Expert Dr. Eliza Filby · April 28, 2026 · 1h 25m
- The Leadership Advice Nobody Follows (But Everyone Should) with Top Leadership Expert Don Yaeger · April 21, 2026 · 55 min
- Why This Baseball Team Has a 4.2 Million Person Waitlist With Savannah Bananas Founder Jesse Cole · April 14, 2026 · 1h 6m
- Ken Burns and the Art of Telling the Whole Story · April 7, 2026 · 54 min
- What Happens When You’re Naive Enough to Try with KIND Founder Daniel Lubetzky · March 31, 2026 · 55 min
Explore listener stats, chart rankings, contacts and more on the A Bit of Optimism podcast page.