A conversation about creativity, courage, and the lifelong journey of becoming. Unscripted. Unpolished. Deeply human.

There are conversations that fill in the spaces we didn’t know were missing—and this is one of them.

Recorded in the impeccably restored barn that is The Topher Kearby Gallery in rural Indiana, this in-person episode with artist and poet Topher Kearby explores what it means to keep showing up when life cracks you open. We talk about:

• Art as healing, honesty, and invitation
• How pain shapes purpose
• Creating a life that feels like your own
• And what it means to be loved without needing to earn it

Topher’s work is textured, layered, and luminous—just like him. His friendship is a quiet miracle I didn’t see coming, and this conversation is one of the deepest I’ve ever had the honor to share.

Carl Richards has spent decades translating financial complexity into simple truths—sketched with a Sharpie, delivered with soul. But what happens when the conversation slows down enough to surprise even him?

In this episode, Carl and Kris sit down to explore five themes from his new book Your Money—Reimagining Wealth In Simple Sketches. But what unfolds is more than a book discussion. It’s a vulnerable, layered dialogue about pausing before reacting, raising thoughtful kids in a noisy world, redefining success, and living inside your own enough.

Whether you’re a planner, a parent, a seeker, or someone just trying to navigate money with intention—this one’s for you.

Carl Richards is the creator of the Behavior Gap, a longtime contributor to The New York Times, and the author of It’s Not About the Money. You can find more of his work at behaviorgap.com.

I’ve known Mike Carlone for close to 20 years. He’s a Jersey guy, made of saltwater grit that's born of honesty, not ego.

Mike’s one of the smartest people I know. Discerning. Edgy. Grounded. He oversees client relationships for a money management firm, but titles don’t define him—how he treats people does. He builds trust without fluff, leads with clarity, and tells the truth even when it’s uncomfortable. Especially then.

He’s also honest about his struggle with humanity—and that’s part of what makes him magnetic. His pursuit of excellence touches every area of his life, but somehow, he stays rooted. Steady. Present. And that inspires me.

This conversation is about what it means to show up real in a world that rewards the fake. Let’s get into it.