Episode Details

In this episode of 9-5 Exit Plan, I sit down with Jon Wolheim, a veteran people and talent executive whose career includes leadership experience at Apple, Amazon, SoundHound AI, and AI startups.

Jon has spent two decades working with the people and organizations behind some of the technology industry’s most ambitious companies. His perspective on AI is different from the typical hype-or-doom conversation.

We discuss why Jon believes the biggest constraint on AI isn’t necessarily compute or capital—but people.

We explore whether AI will actually make experience more valuable, what executives over 50 should be doing right now to become AI-fluent, the reality of job displacement, shadow AI, AI-native organizations, and why human judgment may become one of the most valuable skills of the next decade.

Jon also shares the story of the 2019 conversation with Jeff Bezos that changed the direction of his career.

If you’re an entrepreneur, executive, business owner, or experienced professional wondering how AI will affect your career—and how you can turn it into an advantage—this conversation is for you.

Connect with Jon on : https://www.linkedin.com/in/jonwolheim