Behavior Gap Radio

Sometimes, the best way to navigate chaos is to step back and see the bigger picture. In this episode of Behavior Gap Radio, Carl shares an essay from his upcoming book, Your Money: Reimagining Wealth Through Simple Sketches. Inspired by a rafting trip on the Salmon River, he explores how gaining perspective—whether through a walk, a conversation, or a moment of stillness—can transform confusion i...

What does it really mean to do nothing? In this episode of Behavior Gap Radio, Carl shares a personal story about an intervention from a close friend who insisted he take a week to do nothing—no work, no frantic activity, just stillness. But how do you do nothing? And why does it feel so hard? Carl explores the tension between productivity and presence, the challenge of stepping away from the cons...

Sometimes, the most valuable thing you can do is… nothing. In this episode of Behavior Gap Radio, Carl explores the fascinating paradox of inaction—why doing nothing is often the smartest move, especially in investing. A well-crafted portfolio doesn’t need constant tinkering, and great advice sometimes means telling clients to sit tight. But here’s the twist: Getting to a place where you can confi...

Attention is the most valuable resource we have—and yet, it's one of the easiest to waste. In this episode, Carl shares a riddle from The Zen of Climbing and explores how we spend, waste, or invest our attention. Whether it’s business, creativity, or simply being present, where we direct our focus shapes everything. So, how are you investing yours? Want more from Carl? Get the shortest, most impac...

Simple doesn’t mean simplistic. In this episode, Carl shares an essay from his upcoming book, exploring the journey from complexity to elegant simplicity. Whether it’s investing, budgeting, or mastering a craft, the real challenge isn’t adding more layers—it’s stripping away the unnecessary. Why do we resist simple solutions? And how do we move through complexity to find clarity? Want more from Ca...

Sometimes, you just need to vent. In this episode, Carl explores the value of blowing off steam—the importance of safe spaces, good friends, and moments where you can let it all out without judgment. Whether it’s venting to a trusted person or pushing yourself physically, finding a release can be essential. So, how do you blow off steam? Want more from Carl? Get the shortest, most impactful weekly...

What’s on your emotional balance sheet? In this episode, Carl shares an essay from his upcoming book, exploring how we hold onto frustrations, arguments, and disappointments—tracking them like bad investments that no longer serve us. Inspired by a classic Zen parable, this reflection challenges us to balance the books and let go. Want more from Carl? Get the shortest, most impactful weekly email o...

Risk is just a concept—until it isn’t. This week, Carl shares a backcountry ski adventure that took an unexpected turn, turning a routine 25-minute descent into a five-hour lesson in risk, preparation, and the power of community. What happens when risk stops being theoretical and shows up in real life? And how does that apply beyond the mountains—to investing, business, and creative work? Want mor...

In this episode of Behavior Gap Radio, Carl revisits the purpose of goals—why we set them, why they’re often just guesses, and why we should still have them anyway. He explores how goals provide a sense of direction and create a gravitational pull that helps us recognize opportunities. But a recent conversation introduced a third, unexpected reason: hope. What if setting a goal isn’t just about ac...

In this episode of Behavior Gap Radio, Carl unpacks the irony of our most well-intentioned distractions—especially when they become clever ways to avoid the real work. From obsessively reading time management books to spending hours researching the best apps to reduce screen time, Carl explores the sneaky ways we hide from what actually matters. What if the solution isn’t another tool or strategy...

In this episode of Behavior Gap Radio, Carl unpacks the power of visual shortcuts and meaningful souvenirs—how his sketches distill complex ideas into simple, conversation-starting icons. He shares an essay from his upcoming book, Your Money: Reimagining Wealth Through Simple Sketches, exploring the foundational idea that a plan must come before anything else. Too often, we obsess over products—st...

In this episode of Behavior Gap Radio, Carl dives into the never-ending search for purpose. Once believing he'd eventually find his purpose and be done searching, he now sees the search itself as the point—the driving force of his life. He explores how we can be both content and striving, fulfilled and still growing, holding both truths at the same time. What if purpose isn’t something to capture...

In this episode of Behavior Gap Radio, Carl explores the paradox of being content in his discontent—the idea that growth, searching, and pushing boundaries don’t have to come from a place of dissatisfaction. He wrestles with the tension between striving for more and embracing the present moment, questioning where the line is between creative curiosity and restless grasping. Can we hold both? Is th...

In this episode of Behavior Gap Radio, Carl shares an essay titled Range of Outcomes from his upcoming book—a simple sketch that captures the messy, uncertain, and unpredictable nature of the future. He explores the tension between fear and excitement and how we chase certainty but could instead embrace mystery, adventure, and surprise. Some days, uncertainty feels overwhelming, while on other day...

In this episode of Behavior Gap Radio, Carl poses a simple yet powerful question: What’s your earliest memory of money? He explores how this question can unlock deep conversations, from childhood experiences to the emotions tied to financial moments. Whether it's recalling a childhood paper route or the tension of overheard arguments, these memories shape our relationship with money. Carl encourag...

In this episode of Behavior Gap Radio, Carl dives into why he’s writing another book—Your Money: Reimagining Wealth Through Simple Sketches—and what drives the project. He sees books as tools for meaningful conversations, whether around the dinner table, on a walk with a partner, or in an advisor’s office. He shares his ambitious goal of sparking a million conversations a month and gives a behind-...

In this episode of Behavior Gap Radio, Carl unpacks the surprising power of goals—even when they’re just guesses. He shares a personal financial goal and how setting a clear target creates both direction and an almost magical gravitational pull that brings new opportunities into focus. From cutting unnecessary subscriptions to resisting impulse purchases, he explores how small choices compound int...

On this episode of Behavior Gap Radio, Carl wrestles with the tension between escape and engagement, reflecting on a moment when watching football brought him to tears—not because of the game, but because he knew he was avoiding something deeper. Drawing from Camus, Rumi, and Lao Tzu, he explores the idea that meaning is found through active exploration, even when part of us just wants to check ou...

Risk asks what could happen. Exposure asks what it would mean if it did. But maybe the real question is—can we be okay with being vulnerable? In this episode of Behavior Gap Radio, Carl unpacks the relationship between risk, exposure, and vulnerability, exploring how they shape our decisions, relationships, and work. If caring about anything means opening ourselves up to uncertainty, then maybe vu...

In this episode of Behavior Gap Radio, Carl shares an essay from his upcoming book exploring the crucial difference between risk and exposure. While risk is ever-present, what really matters is how exposed we are to it. He dives into the challenge of simplifying complex ideas without losing their essence—something he’s wrestled with for over 20 years. Want more from Carl? Get the shortest, most im...

What are you willing to do for money? In this episode of Behavior Gap Radio, Carl explores the growing tension between long-held values and the relentless pursuit of wealth, power, and attention. As hustle culture celebrates sacrifice in the name of success, he questions whether money is becoming the central organizing principle of our lives—and at what cost. If you don’t know who you are in relat...

Why do we reach for our phones, ice cream, or the next distraction—even when we know they don’t add to our lives? In this episode of Behavior Gap Radio, Carl unpacks the habit of novelty-seeking and its connection to boredom, stress, and dopamine. He explores how we’ve trained ourselves to chase input and what happens when we practice sitting with boredom instead. If you’ve ever wondered why you i...

In this short but powerful episode of Behavior Gap Radio, Carl shares a crisp insight: If you're unclear about who you are or what you value, entrepreneurship, finance, and business are extremely expensive places to figure it out. In a world where long-held values are often sacrificed for money or attention, the cost of uncertainty has never been higher. Want more from Carl? Get the shortest, most...

In this episode of Behavior Gap Radio, Carl shares a short but deeply considered essay from his new book. He explores why humans and money don’t fit neatly into formulas—why the complexity, emotion, and adaptability of real life can’t be crammed into an algorithm. With AI on the rise, this conversation feels more relevant than ever. Carl even ran this piece by an AI editor—its response might surpr...

What if there were a Strava for money? In this episode of Behavior Gap Radio, Carl explores how the natural human instinct to compare—often seen as a negative—could actually be harnessed to help us make better financial decisions. Inspired by how Strava tracks and motivates progress in outdoor sports, Carl wonders: Could a similar tool provide useful context for spending and financial alignment? H...