Behavior Gap Radio: Exploring human behavior...with a Sharpie

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Why do humans do what they do? Carl Richards uses a Sharpie to explore human behavior around money, emotions, creative work and just about everything else people decide to try. Behavior Gap Radio captures Carl's stories and insights. Each episode comes with a free download of a Behavior Gap sketch.

Carl Richards: Human Behavior, Creativity, Behavioral Finance


    • Jul 20, 2026 LATEST EPISODE
    • weekdays NEW EPISODES
    • 5m AVG DURATION
    • 996 EPISODES

    Ivy Insights

    The Behavior Gap Radio: Exploring human behavior...with a Sharpie podcast is a must-listen for anyone in the financial planning industry or those who are interested in personal growth and mindset. Hosted by Carl Richards, this podcast offers short, thought-provoking episodes that challenge listeners to rethink their internal programming and view their practices and lives in a new light.

    One of the best aspects of this podcast is Carl's ability to cut directly to the core of what matters most. He has a unique gift for making complicated concepts simple and relatable, which is incredibly valuable in the world of financial planning. His insights and ideas linger long after each episode, influencing interactions with coworkers and clients. The episodes are also conveniently short, ranging from 5 to 10 minutes, making them perfect for quick bursts of inspiration and reflection.

    Another great aspect of this podcast is how unfiltered Carl is. He shares his raw and honest thoughts, which often lead to profound realizations and changes in perspective. His authenticity shines through in each episode, creating a genuine connection with listeners.

    While there are countless positive aspects of this podcast, one potential drawback is its format. The episodes consist of random thoughts and reflections from Carl, making it difficult to find specific topics or gems that you may want to revisit later on. However, the messy format does not detract from the overall value and impact of the content.

    In conclusion, The Behavior Gap Radio: Exploring human behavior...with a Sharpie podcast is an incredibly insightful resource for financial planners and anyone interested in personal growth. Carl Richards' ability to communicate complex ideas with simplicity is remarkable, while his unfiltered approach adds an extra layer of authenticity to each episode. This podcast has the power to change perspectives, inspire action, and ultimately make a positive difference in both professional practices and lives as a whole.



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    Latest episodes from Behavior Gap Radio: Exploring human behavior...with a Sharpie

    1504 | The Goal of Having No Goals

    Play Episode Listen Later Jul 20, 2026 3:52


    In this episode, Carl explores a paradoxical question: What if your goal is to have no goals? Reflecting on conversations with people who have spent years optimizing every part of their lives, he wonders what it would mean to stop striving and simply become more present. Rather than seeing this as giving up, Carl suggests it may be one of the bravest goals of all—a shift away from constant achievement and toward the far more challenging work of exploring your inner landscape with curiosity, compassion, and openness.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/ 

    1503 | The Spending Practice

    Play Episode Listen Later Jul 17, 2026 5:06


    In this episode, Carl introduces a simple practice that can transform your relationship with money—one spending decision at a time. Since spending is our most frequent interaction with money, he suggests treating it as a daily practice rather than something to do on autopilot. For the next 30 days, every time you spend money, pause for three seconds and simply notice what happened, approaching it with curiosity instead of judgment. Carl explains why this small habit of awareness can quietly reshape not only how you spend, but how you relate to money itself.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/ 

    1502 | The Best Teacher

    Play Episode Listen Later Jul 16, 2026 2:50


    In this episode, Carl reflects on a remarkable insight from movement teacher Ido Portal: Truly great teachers don't simply provide answers—they create the conditions for curiosity, exploration, and discovery, especially where clear answers don't yet exist. Carl explores what this means not only for teaching, but for parenting, friendships, leadership, financial advice, and any relationship where our role is to help others uncover what matters most for themselves.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/ 

    1501 | What Do You Plan to Do...?

    Play Episode Listen Later Jul 15, 2026 3:37


    In this episode, Carl reflects on one of his favorite questions from Mary Oliver: “Tell me, what is it you plan to do with your one wild and precious life?” Focusing on the words plan and wild, he explores the creative tension between thoughtful planning and embracing life's unpredictable nature. Rather than choosing one over the other, Carl suggests that a meaningful life requires both—a plan that gives direction and enough openness to let the most beautiful, unexpected moments emerge along the way.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/ 

    1500 | Episode 1,500!

    Play Episode Listen Later Jul 14, 2026 3:24


    In this milestone 1,500th episode, Carl reflects on the quiet power of showing up consistently. Looking back on years of recording Behavior Gap Radio, tending a garden, and watching small efforts compound over time, he shares why the most meaningful changes in life rarely come from dramatic breakthroughs. Instead, they grow through steady, daily practice. It's a celebration of patience, compounding, and the reminder that the things most worth building are often the ones that can't be rushed or hacked.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/ 

    1499 | What's the Value You're Trying to Express?

    Play Episode Listen Later Jul 13, 2026 4:32


    In this episode, Carl explores a simple question that can completely change the way we think about spending money, time, energy, and attention: What value am I actually trying to express? Through stories about beach houses, family gatherings, friendships, and everyday decisions, he shows how we often mistake the object for the purpose. Once we identify the deeper value we're trying to honor, new possibilities emerge—often simpler, more meaningful, and more aligned with the life we actually want to live.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/ 

    1498 | Forcing Functions and What's Important

    Play Episode Listen Later Jul 10, 2026 5:05


    In this episode, Carl explores the idea of choosing a “forcing function”—a meaningful project or experience that asks something of you and reveals what really matters. Inspired by a friend taking a three-week sabbatical to write, he reflects on the surprising resistance that can arise when we give ourselves permission to pursue something that feels deeply important. Whether it's a garden, a road trip, an art class, or a long walk, Carl suggests that the value isn't in the activity itself but in the questions it invites us to ask about our priorities, our stories, and the life we truly want to build.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/ 

    1497 | 31 Years of Kindness

    Play Episode Listen Later Jul 9, 2026 5:34


    In this special anniversary episode, Carl reflects on 31 years of marriage and the quiet power of compounding kindness. Looking back over more than 11,000 days together, he celebrates not perfection, but the daily practice of forgiveness, patience, and choosing kindness again and again. It's a heartfelt reminder that the most meaningful investments aren't passive—they're made one small act at a time, and over the years, they grow into something far greater than we could have imagined.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/ 

    1496 | What if I Don't Know?

    Play Episode Listen Later Jul 8, 2026 8:11


    In this episode, Carl explores one of the most honest questions we can ask ourselves: What if I don't know what I want? Building on the idea of choosing a meaningful project as a tool for transformation, he reflects on why discovering what truly matters is so difficult in a world shaped by borrowed desires and cultural expectations. Rather than searching for a perfect answer, Carl suggests gently clearing away inherited ambitions and letting real experiences ask deeper questions about what energizes us, what we're willing to rearrange our lives around, and what makes us feel more alive—not just more impressive.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/ 

    1495 | Gentle… What Came up for You?

    Play Episode Listen Later Jul 7, 2026 3:28


    In this episode, Carl invites you to slow down and simply notice what surfaced after yesterday's reflection on choosing a meaningful project. Whether it was excitement, frustration, shame, curiosity, or nothing at all, he encourages you to resist the urge to fix it or act on it immediately. Instead, treat it as information. With gentle curiosity, Carl explores the practice of paying attention to your feelings, giving yourself permission to wonder again, and taking the first small step toward rediscovering what truly matters.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/ 

    1494 | Let It Ask You Questions

    Play Episode Listen Later Jul 6, 2026 9:21


    In this episode, Carl explores the question at the heart of both meaningful living and real financial planning: What's worth living for? He reflects on how most of us have been trained to ask practical questions like, “What can I afford?” instead of deeper ones like, “What makes me come alive?” Rather than waiting for perfect clarity, Carl suggests choosing a meaningful project—not because the project is the goal, but because it becomes a tool for transformation, revealing what we truly value and what we're willing to reorganize our lives around.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/ 

    1493 | Looking Forward?

    Play Episode Listen Later Jul 3, 2026 6:57


    In this episode, Carl reflects on a simple question inspired by a conversation with Dan Sullivan: What if your future was bigger than your past? As many people begin shrinking their lives with age, Carl wonders what it would look like to keep growing instead—not by doing more, but by taking on meaningful projects that continue to transform us. It's a thoughtful meditation on adventure, rest, purpose, and why the most important investment we make may be in a future that still excites us.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/ 

    1492 | Almost Always Wrong

    Play Episode Listen Later Jul 2, 2026 5:13


    In this episode, Carl shares a powerful lesson from a conversation with leadership expert Jennifer Garvey Berger about the importance of questioning our assumptions. What sounds like a simple client goal—“I just want a stable future”—turns out to contain layers of meaning that we can easily overlook if we assume we already understand. Carl reflects on the discipline of deep curiosity, the art of asking better questions, and Jennifer's humbling reminder that she goes to such lengths because she has learned she is “almost always wrong” about her first assumptions.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/ 

    1491 | Question Your Assumptions

    Play Episode Listen Later Jul 1, 2026 6:55


    In this episode, Carl reflects on how quickly we build stories from incomplete information—and how often those stories turn out to be wrong. Through personal experiences involving family, clients, and everyday conversations, he explores the assumptions we make, the certainty we attach to them, and the humility required to question our own narratives. It's a thoughtful reminder that there are always multiple sides to a story, and that staying curious about our assumptions may be one of the most valuable practices we can develop.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/ 

    1490 | Change Your Mind

    Play Episode Listen Later Jun 30, 2026 3:41


    In this episode, Carl reflects on one simple but surprisingly powerful question from a recent retreat: What's one thing you've changed your mind about? As stories unfold around the table, he explores the remarkable human capacity to revise long-held beliefs, let go of old stories, and see the world differently. Through a personal example of discovering he'd misunderstood part of his wife's relationship with money for decades, Carl reminds us that changing our minds isn't a weakness—it may be one of the clearest signs that we're still learning.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/ 

    1489 | Cultivating Obsession

    Play Episode Listen Later Jun 29, 2026 8:12


    In this episode, Carl reflects on the idea of obsession—not as something unhealthy, but as the kind of deep fascination that brings a person fully alive. Drawing on wisdom from Howard Thurman and a Zen teaching about living “as though a fire were raging in your hair,” he explores what it means to rediscover the interests, questions, and pursuits that quietly call to us. It's an invitation to notice what captures your attention, rekindle what once lit you up, and make a little room for the thing that won't stop asking to be noticed.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/ 

    1488 | Identity Projects

    Play Episode Listen Later Jun 26, 2026 7:28


    1487 | Look where you want to go.

    Play Episode Listen Later Jun 25, 2026 4:40


    1486 | The Body Has Something To Say

    Play Episode Listen Later Jun 24, 2026 9:19


    1485 | Listen to the unspeakable thing

    Play Episode Listen Later Jun 23, 2026 7:02


    1484 | It Just Feels Off

    Play Episode Listen Later Jun 22, 2026 3:34


    In this episode, Carl continues his exploration of the idea that feelings are data through a conversation with a friend who approaches decisions very differently—through analysis, spreadsheets, and deep research. What surprised Carl was discovering that even the most analytical decision-makers often pay attention to feelings when something seems “off.” The conversation leads to a simple but powerful distinction: the goal isn't to blindly trust your feelings, but to get curious about them. Feelings may not be conclusions, but they can be valuable clues pointing toward questions worth investigating.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/ 

    1483 | That's Morally Reprehensible... Where Is the Line?

    Play Episode Listen Later Jun 19, 2026 6:47


    In this episode, Carl examines a surprising emotional reaction he had while hearing about an extravagant luxury home—and what that reaction might be trying to tell him. Instead of dismissing the feeling or judging it, he gets curious about it, using it as another example of his growing belief that feelings are data. It's a candid exploration of envy, anger, values, and the stories we tell ourselves about money, wealth, and what a good life looks like.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/ 

    1482 | Risk? Pay Attention to Feelings

    Play Episode Listen Later Jun 18, 2026 3:33


    In this episode, Carl continues his exploration of the idea that feelings are data with a bold claim: When it comes to risk, feelings aren't incidental—they're central. Too often, emotions are treated as noise that gets in the way of good decision-making. Carl argues the opposite. When we're facing uncertainty, fear, excitement, hesitation, and intuition may contain critical information about what matters to us and how we perceive risk. It's a thoughtful look at why understanding our feelings may be just as important as understanding the numbers.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/ 

    1481 | Clarity Is Not Judgment

    Play Episode Listen Later Jun 17, 2026 12:23


    In this episode, Carl explores a paradox he's noticed in some of the most important decisions of his life: While he loves receiving strong, opinionated advice, the people who have helped him most often didn't tell him what to do at all. Instead, they created the space for him to discover his own answer. Reflecting on decision-making, wisdom, and even spiritual maturity, Carl considers the difference between giving answers and helping someone find their path—and why the latter may be far more valuable, even when it feels frustrating in the moment.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/ 

    1480 | More or Enough?

    Play Episode Listen Later Jun 16, 2026 6:38


    In this episode, Carl reflects on a powerful idea from E. F. Schumacher and the subtle stories we tell ourselves about consumption. Drawing on Schumacher's concept of “Buddhist economics,” he explores how modern culture has gradually transformed consumption from a means to an end—from a tool that serves a meaningful life into a goal in itself. It's a thoughtful invitation to reconsider what consumption is actually for and whether we've mistaken the vehicle for the destination.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/ 

    1479 | Sometimes the Body Knows First

    Play Episode Listen Later Jun 15, 2026 9:27


    In this episode, Carl returns to his exploration of the idea that feelings are data, taking a closer look at a belief he's carried for years: The body often knows something before the mind can explain it. As he digs into the research behind that intuition, he reflects on the subtle signals we experience physically and what they might reveal about decisions, relationships, and the choices we make around money. It's an exploration of the connection between awareness, intuition, and the possibility that our bodies may be offering information long before our conscious minds catch up.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/ 

    1478 | You Already Know

    Play Episode Listen Later Jun 12, 2026 8:54


    In this episode, Carl explores the surprising information hidden inside resistance. Inspired by a conversation at a recent retreat, he reflects on the difference between asking, “What am I going to do next?” and asking, “What am I resisting?” Instead of treating resistance as something to overcome, Carl wonders whether it might be a valuable signal—pointing toward something important, unresolved, or worth exploring. It's a thoughtful look at curiosity, self-awareness, and what our reluctance might be trying to teach us.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/ 

    1477 | Feelings Function as Information

    Play Episode Listen Later Jun 10, 2026 6:42


    In this episode, Carl continues his exploration of the idea that feelings are data by introducing the concept of “affect as information.” Drawing from established research, he examines how we constantly use our emotions as a source of information when making decisions—often without realizing it. Rather than treating feelings as something separate from rational thinking, Carl explores how they may be an essential part of how humans navigate uncertainty, assess situations, and make sense of the world, especially when it comes to money and the choices that matter most.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/ 

    1476 | Without Feeling, Thinking Gets Worse

    Play Episode Listen Later Jun 9, 2026 4:40


    In this episode, Carl lays out the first claim in a growing body of work he's developing around a simple but provocative idea: Feelings are data. Not just emotions to be managed or ignored, but early-stage information that often arrives before words, analysis, or conscious thought. Carl explores how feelings can signal what matters, what feels safe or threatening, and where our values are being honored or violated—making the case that they deserve a place alongside facts and spreadsheets in the way we make decisions about money and 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/ 

    1475 | Feelings Are at the Center

    Play Episode Listen Later Jun 8, 2026 4:23


    In this episode, Carl begins a deeper exploration of a simple but often overlooked idea: Feelings are data. Challenging the common assumption that emotions are somehow less valuable than spreadsheets, analysis, or technical expertise, he starts building a case that our feelings deserve a legitimate place in decision-making. Drawing from research, experience, and years of conversations around money, Carl explores what might change if we treated emotions not as distractions from the truth, but as information worth paying attention to.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/ 

    1474 | Financial Planning Begins With Feeling

    Play Episode Listen Later Jun 5, 2026 9:22


    In this episode, Carl explores a provocative idea: What if financial planning is less about thinking and knowing, and more about feeling? Drawing on conversations from retreats and The Collective, he reflects on the possibility that our bodies often recognize truth before our minds can explain it. Whether it's fear, excitement, resistance, or alignment, Carl argues that paying attention to what we feel may be one of the most overlooked skills in helping people build a healthier relationship with money and make better decisions about their lives.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/ 

    1473 | A Partner, Not a Path

    Play Episode Listen Later Jun 4, 2026 2:52


    In this episode, Carl reflects on what people are really looking for when facing an uncertain future. More often than not, it's not a perfect plan, a case study, or a detailed roadmap. It's a companion—someone willing to walk alongside them through uncertainty with wisdom, presence, and care. Carl explores the limits of prediction, the reality of not knowing what comes next, and why the most valuable role an advisor, friend, or partner can play is not providing certainty, but offering steady companionship on the journey.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/ 

    1472 | The Time to Awareness

    Play Episode Listen Later Jun 3, 2026 6:17


    In this episode, Carl explores a simple sketch that captures a powerful idea about personal growth: the relationship between stimulus, response, and awareness. Early on, our reactions can feel automatic, with no space between what happens and how we respond. But over time, awareness begins to show up—first after the fact, then closer and closer to the moment itself. Carl reflects on how real change often starts not by controlling our reactions, but by simply noticing them, and how cultivating that awareness can gradually create more space, choice, and freedom in our lives.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/ 

    1471 | Rough Stone Rolling

    Play Episode Listen Later Jun 2, 2026 6:30


    In this episode, Carl explores the idea of public work as a spiritual practice and reflects on the uncomfortable emotions that surface when we compare ourselves to others. After seeing someone launch a project similar to one he'd been thinking about for years, Carl examines his own reactions: jealousy, insecurity, ego, and the stories we quickly tell ourselves. He shares why building a business, making art, and doing work in public can become powerful opportunities for self-awareness, growth, and refinement, if we're willing to pay attention to what gets stirred up along the way.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/ 

    1470 | Peeling Back the Layers

    Play Episode Listen Later Jun 1, 2026 2:52


    In this episode, Carl reflects on the difficult and deeply personal work of unwinding the stories we've inherited about success, work, relationships, achievement, and identity. He explores how many of our financial decisions are shaped by assumptions we never consciously chose, and why real financial planning often means slowly peeling back those layers to discover what actually matters to us. It's a thoughtful conversation about alignment, self-awareness, and the lifelong process of becoming more fully ourselves.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/ 

    1469 | How Could I Possibly Say No to This?

    Play Episode Listen Later May 29, 2026 5:14


    In this episode, Carl explores the rare moments in life when an opportunity feels so deeply aligned that the question becomes, “How could I possibly say no to this?” Using the example of getting into a dream school like Juilliard, he reflects on regret minimization, the difference between making the “right” decision and making a decision right, and the mysterious way life sometimes rearranges itself after we commit to something meaningful. It's a thoughtful conversation about risk, dreams, uncertainty, and the courage to say yes.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/ 

    1468 | Anxiety vs. Insight

    Play Episode Listen Later May 28, 2026 7:34


    In this episode, Carl explores one of the hardest questions that comes with making meaningful life decisions: How do you tell the difference between anxiety and insight? Reflecting on career changes, relationships, financial decisions, and the messy middle of personal growth, he examines the different textures of fear, urgency, clarity, and alignment. It's a thoughtful exploration of slowing down, listening carefully, and learning to recognize whether we're spinning in circles or moving toward something true.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/ 

    1467 | What to Do With Obsession?

    Play Episode Listen Later May 27, 2026 5:26


    In this episode, Carl reflects on a quote from Howard Thurman that has shaped his thinking for years: “Don't ask what the world needs. Ask what makes you come alive and go do it.” He explores the tension between building a life around demand versus building one around aliveness, and the complicated reality that often follows when what makes us come alive doesn't fit neatly into stability, responsibility, or conventional success. It's a thoughtful exploration of ambition, freedom, roots, creativity, and the difficult question of what it actually means to “go do 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/ 

    1466 | Fear-Based Selling

    Play Episode Listen Later May 26, 2026 4:57


    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/ 

    1465 | How to Deal With Overwhelm

    Play Episode Listen Later May 25, 2026 3:47


    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/ 

    1464 | Selling the Feeling

    Play Episode Listen Later May 22, 2026 6:33


    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/ 

    1463 | The Market for Feeling

    Play Episode Listen Later May 21, 2026 7:43


    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/ 

    1462 | Confessions of a Market Illiterate

    Play Episode Listen Later May 21, 2026 7:02


    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/ 

    1461 | Money and the Arc of Morality

    Play Episode Listen Later May 20, 2026 6:10


    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/ 

    1460 | I Finally Got Fired!

    Play Episode Listen Later May 19, 2026 11:36


    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/ 

    1259 | You're speaking a different language

    Play Episode Listen Later May 18, 2026 6:20


    1458 | Kindness Is the Point

    Play Episode Listen Later May 15, 2026 2:51


    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/ 

    1457 | Compound Kindness

    Play Episode Listen Later May 14, 2026 7:13


    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/ 

    1456 | Finance Borrowed It From Life

    Play Episode Listen Later May 13, 2026 8:10


    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/ 

    1455 | Oh… You Think This Is About Money

    Play Episode Listen Later May 12, 2026 5:00


    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/ 

    1454 | Being Scared Is OK

    Play Episode Listen Later May 11, 2026 6:12


    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/ 

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