Behavior Gap Radio

In this episode, Carl reflects on a recent conversation with Michael Kitces about fear-based selling and the surprising world of “disturb tracks” designed to create urgency and anxiety. Carl explores why tactics built on fear, complexity, and pressure may “work” in the short term, but ultimately erode trust and connection. It’s a thoughtful conversation about values-based selling, long-term relationships, and the kind of work Carl actually wants to do in the world. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl reflects on what it feels like to live in a world where the list of things that matter seems impossibly large, while the list of things we can actually control feels painfully small. Revisiting one of his earliest sketches, he explores the overlap between concern and agency, and why focusing on the small, local things we can actually do may be one of the most grounding responses to overwhelm, uncertainty, and modern life. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl explores what it really means to help people change. Building on yesterday’s idea that the market for feeling something is much larger than the market for becoming it, he reflects on the delicate work of helping clients move from awareness to identity to action. It’s a thoughtful look at financial advice, behavior change, and the quiet, human work of helping someone become the kind of person they want to be. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl explores the surprisingly large gap between feeling productive, being seen as productive, and actually doing meaningful work. He reflects on how easy it is to confuse organizing, planning, researching, or publicly announcing our intentions with the vulnerable act of creating something real. It’s a thoughtful look at identity, risk, and the subtle ways we avoid uncertainty while still convincing ourselves we’re making progress. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl shares a moment of clarity after being told he wasn’t a fit for a market-focused podcast—and why that turned out to be exactly right. He explores the important difference between markets and investing, and why chasing daily commentary isn’t the same as doing the real work of aligning money with a meaningful life. It’s a reflection on knowing what game you’re playing, letting go of noise, and focusing on the kind of thinking that actually helps people make better decisions over time. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl reflects on a powerful idea inspired by Martin Luther King Jr.: The arc of the moral universe bends toward justice—but what about our own personal arc? He explores how money and power can quietly influence our decisions, sometimes pulling us away from what we say we believe. Rather than judging others, Carl turns the lens inward, asking where we might bend our own standards under pressure—and how to notice those moments before they shape who we become. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl shares a surprising personal story about being “fired” from his own financial planning meetings—and why he was secretly thrilled about it. That experience leads to a deeper question: What if the so-called “disengaged” partner isn’t a problem to fix, but simply someone who's playing to their strengths? Carl challenges a common assumption in financial planning and explores a different approach—one rooted in trust, clear communication, and letting people focus on what they’re actually good at. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl reflects on the deeper purpose behind his work and a simple realization that keeps guiding him: Money is the entry point, but kindness is the point. While conversations often start with money, they quickly reveal what really matters—how we spend our time, energy, and attention, and what we want to build in the world. Carl shares why he continues to use money as the doorway, even though the real work has always been about love, connection, and being human. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl shares a personal story about a decision to step away from social media noise and focus on one-to-one connection—and the surprising long-term impact it’s had. What started as replying thoughtfully to emails turned into years of meaningful moments with people who never forgot being seen and heard. Carl reflects on a simple idea: Kindness compounds. Not in an abstract way, but in real relationships, trust, and unexpected returns over time—while the opposite carries a cost that shows up when you least expect it. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl explores the deeper meaning of compounding—not just as a financial concept, but as a universal life principle. Drawing from wisdom across cultures and centuries, he reflects on how the most valuable things in life—health, relationships, skills, and creativity—are built slowly through consistent, repeated effort. Instead of chasing shortcuts, Carl makes the case for investing your time, energy, and attention into things that grow over time and letting them compound into something meaningful. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl shares a story from a trip to Chamonix that challenged his assumptions about money, value, and how the world works. After a failed attempt to order eggs outside of breakfast hours, he’s reminded that not everything is about paying more to get what you want—sometimes it’s about craft, culture, and a completely different way of seeing things. Carl reflects on how travel and new environments can expand our perspective on money and life, and why those moments of friction might be some of the most valuable experiences we have. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl talks openly about the rise in economic anxiety and what to do when fear shows up. Instead of rushing to answers or hiding behind data, he makes a simple point: It’s normal to feel scared when things are uncertain. The real first step isn’t solving the problem, it’s creating space to talk about it honestly—with empathy, not dismissal. Whether you’re the one feeling the fear or the one others turn to for guidance, Carl explores how making room for that emotion can lead to better, more grounded decisions about what to do next. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl reflects on a simple but elusive idea inspired by Zen teaching: If you can’t find “enough” where you are, where do you expect to find it? He explores how easily we fall into the trap of believing satisfaction is just one step ahead—a bigger number, a future milestone—only to have the goalposts move again. What if enough isn’t something you reach, but something you decide? Carl invites you to sit with that question and consider what might change if you chose, right now, that enough is already here. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl shares a slightly uncomfortable but honest reflection about giving yourself permission to like what you actually like—and to stop pretending otherwise. After declining an invitation to a high-profile economic talk, he explores how often we go along with things simply because we think we’re supposed to, from market forecasts to popular books to even skiing. Through a few relatable stories, Carl invites you to notice where you might be following expectations instead of your own interests—and what it might look like to quietly, kindly choose your own path instead. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl explores a simple idea that keeps proving true: What you think is a flaw might actually be the thing that makes your work resonate. From his hand-drawn sketches to the raw, unedited format of Behavior Gap Radio, he reflects on how the very imperfections he once tried to fix became the most meaningful parts. In a world increasingly optimized to remove friction and polish everything smooth, Carl makes the case for leaning into what’s human, messy, and real—and why that may matter now more than ever. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl explores a surprising idea from Seneca: The real shortcut to riches isn’t earning more—it’s learning to want less. Drawing from Seneca’s writings and his own experience, Carl unpacks why more money rarely leads to a lasting feeling of “enough,” and how our desires quietly expand along with our income. This isn’t about rejecting money, but about asking a deeper question: How will you know when you have enough—and what happens if you never decide? Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl shares a timeless story often told in Buddhist traditions about a piece of gold mistaken for a “poisonous snake”—and what it reveals about our relationship with money. The story isn’t about wealth being good or bad, but about perception: the gap between what something looks like and what it actually does to us. Carl reflects on how easily we chase what glitters without seeing the full consequences, and invites you to slow down long enough to ask a simple but powerful question: Am I seeing what’s really there, or just what I want to see? Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl tackles the quiet but powerful force of comparison and how it distorts the way we see our own lives. From a conversation about vacations to global data that reframes what “wealth” actually means, he explores how easily we feel behind simply because of who we’re standing next to. The real issue isn’t what we have—it’s who we’re comparing ourselves to. Carl invites you to question that comparison set, because changing it might be one of the fastest ways to change how you experience your money and your life. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/

In this episode, Carl shares a powerful lesson from Olympic silver medalist Haley Batten about what happens when things don’t go your way—and how you respond. Reflecting on her race, where setbacks like a bad start and a flat tire could have ended everything, Carl explores the idea that resilience isn’t accidental—it’s practiced. From everyday frustrations to high-stakes moments, he invites you to consider how you might train your response, creating space between stimulus and reaction so, when things fall apart, you’re ready for it. Want more from Carl? Get the shortest, most impactful weekly email on the web! Sign up for the Weekly Letter from Certified Financial Planner™ and New York Times columnist Carl Richards here: https://behaviorgap.com/