E157: How to Make AI Work for Your Brand With Two (Enterprise) Insiders

“95% of AI pilots fail. I lived that, full stop.”

Craig Foldes (Founder of ChatWalrus, fmr. Global Head of AI at Crocs) and Matt Kruer (CIO at Bissell) join host Sean Frank to explore the state of AI within enterprise versus DTC brands.

The conversation covers how to find + celebrate the 10% of employees who are AI power users, what it looks like when adoption works, and why this is “for the rebels.”

They debate whether AI is the great equalizer or a quiet advantage, unpack which parts of the AI hype cycle are overblown, and make the case that the people who learn to master these tools now are the ones who will win, in their careers and in their companies.

Chapters

00:00:00 The AI Industrial Revolution

00:02:09 Why 95% of AI Pilots Fail

00:09:36 Finding the 10% Who Win

00:13:23 Demos That Change Minds

00:17:54 The Art of the Perfect Prompt

00:23:18 AI in Customer Service at Scale

00:28:30 AI Creative Goes Mainstream

00:32:40 Case for 250 Personalized Ads

00:35:18 The Rebels vs Incumbents

00:40:13 What Is Overhyped Right Now

00:43:28 Speed Is the New Superpower

00:48:29 The Future They’re Betting On

00:51:14 How to Use AI in Daily Life

00:54:46 Who Wins, Who Loses?

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