What happens when machines can do our jobs better than we can? This question is no longer theoretical—it's the reality reshaping our economy right now.

My conversation with Chadd Olesen, CEO of a company building AI systems that are transforming business operations, left me genuinely stunned. Hearing an AI system negotiate over the phone using natural pauses, regional accents, and conversational rhythm completely indistinguishable from a human was a moment that will stick with me forever. This isn't science fiction—it's happening today.

But rather than predicting a jobless future, Chadd offers a refreshingly optimistic perspective: automation isn't eliminating work, it's elevating it. Workers are shifting from repetitive tasks to creative problem-solving, relationship building, and data analysis. The value of human work isn't disappearing—it's evolving.

As a father with a young daughter, Chadd balances his excitement about technological advancement with genuine concerns about the world his child will inherit. "I'm terrified not of AI, but of the economy," he admits, wondering how future generations will navigate a transformed economic landscape. Will housing become increasingly unattainable? Will education systems adapt quickly enough?

We also explore Chadd's journey from corporate America to entrepreneurship, discussing why large organizations often "reward the agreeable, promote the political, and bury the bold." His insights on building an online presence, the acceleration of technology development, and how AI will transform entire industries make this a must-listen conversation for anyone wondering what skills will matter most in the coming decades.

Whether you're a parent wondering how to prepare your children, a professional concerned about your career path, or simply curious about how AI is reshaping our world, this episode offers valuable perspective on navigating the greatest technological transformation of our lifetime.

Subscribe now and join our community exploring the intersection of technology, business, and human potential. Your future self will thank you.