In this episode of Behavior Gap Radio, Carl continues exploring the idea of an emotional operating system for your financial life by asking: What if money is a mirror? A mirror that reflects not just numbers, but your fears, values, upbringing, and culture. Most of us were handed that mirror without ever being taught how to look into it, so we flinch, avoid, or judge. But what if we could learn to look with curiosity instead of shame? That’s the work.

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In this episode of Behavior Gap Radio, Carl introduces the idea he’s been wrestling with for nearly two decades: building an emotional operating system for your financial life. Money isn’t just numbers—it’s loaded with meaning, emotion, and identity. From love to shame and status to fear, Carl explores why money keeps us up at night and why asking how it feels might matter more than any spreadsheet ever could.

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We’ve all heard it: “More money, more problems.” But what if that’s only one way to see it? In this episode, I share a conversation with Rabbi Shira Stutman that helped shift my perspective from viewing money as a burden to seeing it as a tool for possibility. It’s a simple lens change… but it might just change everything, especially if you’ve ever felt guilty, ashamed, or stressed about wanting more.

This isn’t just about money.

It’s about how we see the world:

Problems… or possibilities?

A real email exchange about a home repair gone wrong reveals something deeper: how writing without curiosity—especially when we’re certain we’re right—can turn a simple message into emotional kindling.

If you're frustrated by bottlenecks in your projects, teams, or creative work... look closer. It might be you. In this episode, Carl shares why that's actually good news—and how entrepreneurship, at its best, is a brutal but beautiful path to personal growth.

We all say money can't buy happiness. But deep down, are we hoping it can remove our unhappiness? In this episode, Carl flips the script—and asks what hole we're really trying to fill.

In this episode of Behavior Gap Radio, Carl explores a deceptively simple question: What are you solving for? Whether it’s a mountain bike race, a business idea, or a client conversation, knowing the answer shapes everything—your tools, your preparation, and even your motivation. Carl shares how asking this question (and noticing when the answer changes) has guided his life over the past few years—and how it might do the same for you.

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In this episode of Behavior Gap Radio, Carl takes us inside a classroom exercise that never fails to surprise him—and might surprise you, too. What’s the first thought or feeling that comes to mind when you see a dollar sign? From dumpster diving as a kid to growing up surrounded by wealth but told “we’re not like them,” Carl shares powerful stories about the money scripts we carry. This episode is an invitation to notice the story, feel the emotion, and maybe even write it down and throw it in the fire.

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In this episode of Behavior Gap Radio, Carl shares a quote that hit him like a ton of bricks: “Sooner or later, you’re going to have to give up all hope for a better past.” What does that mean when it comes to money? A lot, actually. Carl dives into how we carry old stories—some ours, some inherited—and how they quietly shape our present. This one’s an invitation to drop the stick, stop rewriting the past, and finally move forward with clarity and compassion.

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In this episode of Behavior Gap Radio, Carl shares a sketch—and a story—from his upcoming book, Your Money: Reimagining Wealth Through Simple Sketches, about the power of perspective. Whether it’s a rafting trip gone sideways or a financial challenge that feels overwhelming, sometimes the only way through is up. Carl invites us to rise above the chaos—walk the riverbank, take a breath, talk to a friend—and see the forest, not just the trees.

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