Going Big with Andy Kessler: Productivity, Profits, and Innovation in the Age of Artificial Intelligence

What does it mean to find your unique skill set when technology is moving faster than most people can process? In this episode, Kevin Gentry sits down with _Wall Street Journal_ columnist and innovation optimist Andy Kessler to break down how high performers and high agency leaders can thrive through the biggest technology shift of our time.

Andy lays out a simple but powerful framework for Going Big today: become relentlessly productive by doing more with less, pursue profit as a signal that you are creating real value for society, and most importantly, learn to spot major trends early so you can get the wind at your back. Kevin and Andy unpack how fast the world has changed since the smartphone revolution, why most people miss the first signals of disruption, and how to “see signposts in the fog” by thinking in five to ten year increments with scale, cost curves, and market elasticity in mind.

They also dig into what “high agency” really means in 2026, why artificial intelligence is a productivity powerhouse that rewards action over credentials, and how the democratization of tools is about to reshape careers across coding, customer service, medicine, law, retail, and education. Andy shares his own unconventional career journey, from Bell Labs engineer to Wall Street analyst to investor to writer, and explains why the best careers are not plotted, they are built by staying curious, staying loose, and learning how to learn.

If you want a more practical way to think about artificial intelligence, innovation, and your next big move, this conversation will help you stop fearing the waves of change and start riding them.