SUMMARY:

GT Freeman sits down with Dr. John Wilson for a wide-ranging conversation about entrepreneurship, purpose, and the future of work.

John shares the origin of his now well-known “$10 million question”—a simple but powerful prompt that asks: What would you do if money weren’t the constraint? Over time, he’s used this question with thousands of people to help uncover what they truly want to build, create, or pursue—and to challenge the belief that those things require massive resources to begin.

A major focus of the episode is how AI is reshaping both entrepreneurship and education. John discusses his early adoption of tools like ChatGPT in the classroom, why he encourages students to use AI rather than avoid it, and how these tools are becoming “thinking partners” that can acceler ...