On a sunny Sunday morning, Cal shares breakfast with friends—when a woman reveals how a shady third-party travel site jacked up her airline ticket price. It was no fluke: The company is flooded with complaints on Yelp. The story sparks a deeper question in Cal: what’s happened to trust in our time? That question is answered by billionaire investor Mark Cuban: “In three years, AI will flood us with so much fake video, we won’t know what’s real anymore. That’s why face-to-face meetings, events and jobs will explode.” Could AI be pushing us back toward face-to-face connections and a renaissance in trust? Listen up!

It was during the pandemic when Cal first realized how many people were searching for mental health professionals and couldn’t find them. Cal wished everyone could have access to the best therapist he’s ever met – Sallie Sanborn. But nearly 40 percent of Americans now live in what’s called Mental Health Professional Shortage Areas. So it should be no surprise that artificial intelligence has stepped into the void. Cal talks with Neil Parikh, one of the founders of TalkToAsh.com about the app that is very different breed of AI than ChatGPT. It’s not an assistant that follows commands. It questions like a therapist and has helped many of the 50,000 people who’ve tested it. It launches today. And for now, it’s free.

Cal has long believed the best way to avoid regret is to really listen when someone talks about theirs. One answer came to him during an interview with the actor Robert De Niro. Another, just recently, from the Godfather of Artificial Intelligence on a podcast. Both answers led Cal to a day he’ll never forget—and they just might lead you to one, too.

Cal hears an interview with Kevin O’Leary – Mr. Wonderful on Shark Tank -- that puts into focus the loss of jobs coming with the onset of AI. Then he sees a robot cleaning floors at the convenience store of his gas station. And he wonders about the possibility and potential of Universal Basic Income in a world where there may not be that many jobs for humans to find. That leads Cal to Bill Gates and some thoughts on UBI that you definitely want to hear.

Cal reads a Wall Street Journal story about a graduation speech that ends with the audience asked to sing Bill Withers’ Lean On Me—a soulful anthem for uncertain times. The Class of ’25 faces a tough job market. Internships are disappearing to AI. Roughly 70% of Americans say they don’t trust companies to use artificial intelligence responsibly. And only one in six people are using it at work. Many who don’t use it are fearful of trying. Instead of commiserating, Cal makes a case for collaboration. He believes AI can help us unlock our most creative selves—and shape a future that feels more like

After speaking at a CREW conference in Texas, Cal meets a smart young Uber driver who was curious about the number of jobs that we can anticipate losing in America because of AI. The driver wanted to know what the lives of Americans who’d most likely lose their jobs were going to look like, and how these people might get by and transition. Cal finds some answers from Sam Altman, the CEO of OpenAI, and Geoffrey Hinton, the Godfather of Artificial Intelligence. He also discovers a half-helicopter/half-airplane taxi service that looks like a job for the future as we head into the age of the Jetsons. Listen up and get to the cutting edge.

When an interview on AI and the future of warfare gets postponed by the birth of a child,Cal turns to the web to satisfy his curiosity on the topic —and stumbles upon something larger than he expected. What he finds is a fresh way to look at conflict in the age of intelligent machines… and an idea that could change everything. It’s simple. It’s ancient. And it’s something Elon Musk says may be our last best hope: curiosity. Tune in—this episode might just rewire how you see the future of war… and peace.

Cal reads about artificial intelligence models that have written their own code in order to escape being shut down. He ponders the friction between the light side and dark side of AI as he mourns the passing of the photographer Sebastiao Salgado, who made a life of finding the best in humanity in some of the darkest times imaginable. Sebastiao and his wife, Lelia, replanted a denuded ranch in Brazil that had lost its birds and animals with 2.5 million trees and restored it into a pristine forest, leaving behind a powerful legacy of light over darkness.

Cal takes a breath of fresh air after a friend goes through double lung-transplant surgery and comes out with a new life. This story will make anyone with a medical problem wonder about the possibilities of medicine in the age of AI.

What kind of person runs 1,000 kilometers in 12 days – twice? Meet Natalie Dau, a Guinness World Record holder who doesn’t just push the limits of human endurance — she redefines them. Cal dives deep with Natalie to uncover how she uses pain as fuel, movement as a message, and her voice — amplified by AI — to raise money, shift perspectives, and help people live better lives. But beneath the inspiration lies a bigger global question: What happens to a world divided between those who have access to AI – and those who don’t? This is not just a conversation about running. It’s about resilience, purpose, technology and inequality -- and what happens when they all collide. Listen now. Share widely. The world needs this story.