
Jeremy Cowart is one of the most celebrated photographers and creative minds alive. He's also genuinely terrified about where AI is headed. And that tension, being all in on something that scares you, turns out to be one of the most honest things you'll hear a creative say out loud in 2026.
In this episode, Jeremy and I dig into what it means to be an artist in the age of artificial intelligence, why EQ is becoming the most valuable skill on the planet as IQ gets cheaper by the minute, and how Jeremy built a tool called Humathy that starts with one simple question. How are you really? What happened next was thousands of people ugly crying, screenshotting it, sending it to their Bible studies and community groups, and a 96-year-old woman saying it was the best gift she'd ever been given.
Jeremy also shares the question his friend Jimmy asked him 25 years ago that changed everything. Five words. Why don't you do it tomorrow? He quit his job the next day and hasn't looked back since.
So here's what I want to leave you with. There's a question sitting somewhere in the back of your mind right now, something you've been circling, something you keep almost doing. What if somebody who loved you leaned across the table and asked you, why don't you just do it tomorrow? What would your answer be?
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