Behavior Gap Radio

In this episode, Carl revisits a simple idea and refines it: Instead of focusing on the “next best” or “next smallest” step, what if we just focused on the next step? In a world full of uncertainty, even subtle language can add pressure or create hesitation. Carl explores how shifting to something simpler and more neutral can make action feel lighter, more doable, and less loaded. When the future is unclear, progress doesn’t come from perfect planning. It comes from taking the next step. 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 how easy it is to hide behind big plans and distant steps instead of taking action on what’s right in front of us. Drawing from a recent retreat conversation, he points out how often we get stuck thinking about scale, strategy, or the “hundredth step,” when in reality, progress only comes from the next best step. Planning has its place, but Carl suggests keeping it contained so it doesn’t become an excuse. In the end, the only thing that really matters is the step you can take right now. 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 simple phrase that has become surprisingly powerful in difficult moments: “I don’t need you to fix this. I just need you to listen.” When things go wrong or emotions run high, the instinct is often to jump straight to solutions. But Carl reflects on how valuable it can be to name what you actually need in the moment. Sometimes clarity and relief come not from advice, but from being heard by someone willing to simply listen. 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 how behavior change often depends less on willpower and more on systems. After noticing a recent slip into his “checky check” habit, he explores the idea of building both defensive systems that create space between impulse and action and offensive systems that give you something better to do in that moment. From website blockers to simple alternatives like taking a walk or grabbing a notebook, Carl shares how small structures can help interrupt automatic behavior and make it easier to choose a different response. 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 small but revealing moment of failure. After spending most of the day resisting the urge to do the “checky check,” he slipped late at night and lost nearly an hour wandering the internet. Instead of turning that mistake into a story about personal failure, Carl explores a different response: treating the moment as information. By noticing the pattern, getting curious about the behavior, and simply beginning again the next day, he reflects on a gentler and more productive way to relate to mistakes. 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 he calls the “checky check,” the familiar habit of reaching for quick dopamine hits by checking news, social media, or email whenever work gets hard or energy drops. Lately, he’s been interrupting that impulse with a simple reminder: “There’s nothing for you there.” The idea isn’t about discipline for its own sake, but recognizing that the relief we’re looking for in those moments usually isn’t found in another quick scroll. Sometimes the most helpful move is simply noticing the impulse and choosing something better 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 shares a simple “conversation toolbox” for moments when someone asks for advice. Often, people don’t actually need answers as much as they need space to think through their next step. Carl explores a few practical ways to stay present in those conversations—acknowledging that something is hard, asking whether the person wants advice or simply to be heard, and using thoughtful questions to help them uncover their own answer. The goal isn’t to rush to solutions, but to create the conditions where clarity can emerge. 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 idea of “red flag behavior,” the personal patterns that show up when we’re under pressure and facing uncertainty. Borrowing a lesson from backcountry skiing, Carl explains how knowing your own weak spots—your “kryptonite”—can help you put guardrails in place before a risky decision happens. Whether it’s impulsivity, rushing to closure, or offering quick advice just to escape ambiguity, recognizing these patterns is the first step toward making better decisions when the stakes are high and the future is unclear. 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 recent conversation with members of The Collective and explores a powerful idea about leadership and advice. Instead of rushing to provide answers, great leaders create the conditions and containers for honest conversation and shared understanding. Drawing on insights from Michael Bungay Stanier and Michael Hudson, Carl suggests that the real skill isn’t dispensing advice too quickly, but asking better questions and helping people uncover the wisdom they already have. Sometimes the most valuable thing we can do is simply hold the space a little longer. 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 brief but powerful reflection inspired by Marcus Aurelius. Drawing from Stoic wisdom, he reads a simple line and lets it stand on its own: “The only wealth which you will keep forever is the wealth you have given away.” Carl offers almost no commentary, inviting listeners to sit with the idea and consider what it might mean about generosity, meaning, and the true nature of wealth. 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 idea of “negative capability,” a term coined by John Keats to describe the ability to remain in uncertainty without rushing to easy answers. In a world that constantly pressures us to predict, forecast, and sound confident, Carl suggests that real wisdom may lie in something different: the capacity to sit with ambiguity long enough to make thoughtful decisions. Good decisions, he argues, don’t require certainty. They require clarity about what matters and the courage to take the next small step—even when the future is unknown. 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 line often attributed to H. L. Mencken: "Every complex problem has a solution that is simple, direct, plausible—and wrong." Carl explores the tension between simplicity and complexity, and the discipline required to stay in the messy middle long enough to find what he calls “elegant simplicity.” Instead of rushing to easy answers, the real work involves living with ambiguity, cutting through layers of nuance, and gradually discovering the clarity that lies on the far side of complexity. 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 striking teaching attributed to Jesus from the non-canonical Gospel of Thomas. The story describes a wealthy man carefully planning how to grow and store his wealth so he would never lack anything—only to die that same night. Carl reflects on how prophets, poets, and philosophers across centuries keep pointing to the same lesson: wealth can be useful, but it’s wise not to become too attached to 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 reflects on the relationship between money and meaning. While money can help create the conditions for security, autonomy, and purpose, it can’t actually deliver any of those things on its own. Carl explores how real security is often a nervous system issue, how autonomy still requires the choice to claim freedom, and how meaning grows from what we do with that freedom. The key insight is simple but powerful: money can create the space for these things to emerge, but experiencing them still depends on the choices we make. 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 conversations with Olympic silver medalist Haley Batten and what it really means to perform at a high level. Watching the intention and discipline behind an Olympian’s daily routine sparked a realization: high performance isn’t just for elite athletes. Any of us can approach our own work and lives with the same mindset by focusing on small improvements each day. Carl explores the idea of designing your “ultimate day,” holding the tension between striving for excellence and accepting imperfection, and building a life where getting a little better each day becomes its own kind of Olympics. 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 thoughtful idea shared by financial planner Jack Boston: the longer the projection, the more humility we need around our assumptions. Whether we’re building a financial plan, a business forecast, or simply making life plans, every projection relies on assumptions that will inevitably be wrong. Carl explores the danger of false precision, the importance of holding our projections loosely, and why planners should have a clear, defensible philosophy behind the assumptions they choose. The real work isn’t pretending to be right, but staying humble enough to adjust when reality proves us wrong. 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 simple practice for becoming more present in conversations: looking for what he calls the “crunchy bits.” These are the moments when the emotional texture of a conversation shifts—when someone uses a loaded word or reveals something that carries deeper meaning. By staying curious and paying close attention, Carl suggests we can learn to notice these moments and respond more thoughtfully. It’s a small skill, but one that can transform how we listen, connect, and understand the people around 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/

In this episode, Carl shares a simple but powerful reframing of a common question: “Can I afford it?” Whether it’s a trip, a sabbatical, or a chance to spend time with someone you love, the real question often isn’t just about money. It’s also about the cost of regret. Carl suggests that when making these decisions, we should consider not only the price of going, but also the price of not going. Sometimes that perspective changes the math in ways we don’t expect. 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 brief reflection on the traditional idea of retirement. Outside of professions where physical limits make it necessary, he questions the notion of spending decades working at full speed only to stop completely one day. Instead, Carl suggests a different approach: designing work and a life you don’t feel the need to escape from in the first place. For many people, that shift might take years to build, but the question is worth sitting with. What would it look like to create a life you don’t need to retire from? 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/