Why does time feel so slippery, especially for creative pros? In this episode, we explore the phenomenon of “time anxiety”—that restless sense that we’re running out of time or not spending our hours on what really matters. We’re joined by Chris Guillebeau, author of the book Time Anxiety, who brings a fresh lens to how we experience time, how our anxieties about it span past, present, and future—and why productivity hacks alone will never be enough.

We dig into the difference between optimizing and aligning our time, the dangers of chasing phantom deadlines, and why so much of our stress comes not from the clock itself but from unresolved tensions and borrowed definitions of success. Together, we share practical tactics to help you shift from a reactive, urgent default to a more intentional, aligned creative life.

If you’ve caught yourself sprinting but never arriving, or if you’ve ever felt that low-grade hum of anxiety about how you’re spending your days—this conversation is for you.

Five Key Learnings:

1. Time anxiety spans the past, present, and future. It’s not just about feeling overwhelmed day-to-day—it’s also about lingering regrets, future uncertainties, and the ever-present sense of the clock ticking down.
2. Optimization isn’t the solution—alignment is. You can’t “efficiency” your way out of anxiety. The real answer? Align your time with your values, priorities, and the impact you want to have.
3. Phantom deadlines and borrowed benchmarks create false pressure. Much of our anxiety comes from arbitrary timelines based on outliers or cultural expectations. True progress comes from setting your own standards and constraints.
4. Not everything urgent is important. Creative work demands space for what matters. Protecting time for meaningful—and even non-urgent—work is essential to breaking the cycle of anxiety.
5. Self-awareness is the starting point. Pay close attention to how you spend your time and how it makes you feel. Notice unresolved tensions, distinguish between energizing and draining activities, and let those insights guide your daily choices.

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Mentioned in this episode:

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

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Episode E71 – Distancing

In this episode, we dive into one of creativity and leadership’s most overlooked superpowers: the ability to distance ourselves from our own immediate experience. We explore why our best work rarely happens by accident—it’s a result of disciplined, intentional decisions made from a broader perspective.

We sit down with former nuclear submarine commander and bestselling author L. David Marquet, whose latest book, Distancing, unpacks the science and practice of decision-making from outside the narrow lens of our “immersed self.” Together, we examine why it’s so difficult to see beyond our own biases, emotional investments, and routines, and what it looks like to make choices for the legacy we actually want.

Through practical stories—from creative team roadblocks to how Jeff Bezos made his leap away from Wall Street—we learn tactical ways to step outside ourselves and consider decisions from our future self’s vantage point. Marquet explains how to escape the trap of defending past choices and why adopting the perspective of someone else, somewhere else, or sometime else can unlock breakthrough clarity—especially under pressure.

Five key learnings from the episode:

1. Your Default Perspective Is Limiting: Our natural state is to experience life “locked behind our own eyeballs,” which distorts decision-making and binds us to short-term thinking.
2. Distancing Is a Learnable Skill: By shifting perspective—adopting the point of view of our future self, a replacement, or a distant observer—we can challenge the baggage of our past choices and see new possibilities.
3. Regret as a Catalyst: Imagining what your 80-year-old self will wish you had done can help you minimize regret and act courageously in the present, rather than succumbing to inertia or short-term relief.
4. Warning Signs You’re Too Immersed: Moments of feedback, unexpected events, or high pressure can signal you’re making decisions from a defensive and self-centered state—when you’re most likely to prioritize safety over boldness.
5. Simple Tactics Drive Distancing: Whether it’s journaling as your future self, asking what advice you’d give a friend, or physically changing your environment, even small shifts can provide the clarity to lead with intention rather than urgency.

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Mentioned in this episode:

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The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

In this episode, we explore the idea that “cover bands don’t change the world”—and what it really takes to move from remixing the familiar to truly original creative work. We discuss why so many creative professionals feel stuck in safe, derivative cycles, and how our obsession with mimicking proven formulas can prevent us from breaking new ground.

We’re joined by Phil White—co-author of The Creative’s Mind—who shares stories of extraordinary creatives who managed to defy their circumstances, resist conformity, and persist even when the odds (and voices around them) told them to play it safe. From artists raised in poverty to film directors who battled crippling self-doubt, these stories reveal not just the necessity of originality, but the deep personal and community roots that underwrite bold creativity.

Here’s what we unpack:

• Why originality demands courage, risk, and sacrifice—and why safe, familiar work rarely sparks real change.
• The role of community and supportive voices in nurturing authentic creativity, especially in the face of doubt or adversity.
• The Five Cs framework from The Creative’s Mind (courage, confidence, commitment, and more), describing the characteristics common to exceptional creators.
• The importance of embracing discomfort, defining your own voice, and protecting space for genuine innovation (rather than just churning out content or chasing approval).
• How small mindset shifts—like simple, personal mantras—can help us show up bravely for our work, even before we feel “ready.”

Five key learnings from this episode:

1. Originality is risky but necessary. Derivative work might get applause, but only original work has the chance to spark real change and shape culture.
2. Vulnerability is a creative superpower. The rough, unpolished edges in our work are often what make it resonate—perfection isn’t the goal, honesty is.
3. Community is fuel for bravery. Having someone who believes in you (even just one person) can make the difference between persisting or giving up.
4. Creative confidence is built, not innate. Even the most successful creators wrestle with self-doubt; confidence is a skill to be trained, often one small act at a time.
5. Commitment extends beyond the work itself. Doing the work is crucial, but sharing it, promoting it, and standing by it authentically are equally essential.

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Mentioned in this episode:

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

In this episode of Daily Creative, we dive into the hidden forces that can derail even the most talented and well-intentioned leaders: blind spots. We explore why self-awareness isn’t just about knowing our weaknesses, but also understanding how our biggest strengths—if left unchecked—can turn into liabilities.

We’re joined by Marty Dubin, executive coach, former CEO, clinical psychologist, and author of the new book Blindspotting. Marty shares his framework for uncovering blind spots across six key areas: motives, traits, emotion, intellect, behavior, and identity. Together, we discuss how habits and internal narratives can get stuck even as our roles evolve, and the vital importance of inviting honest feedback from those around us before it’s too late.

We cover:

• Why our “super strengths” can turn into career roadblocks
• The difference between our self-perception and reality
• Practical ways to spot and address blind spots as leaders
• How to evolve our identity alongside our changing responsibilities
• Creating a culture of feedback and vulnerability within teams

Five Key Learnings:

1. Blind spots often stem not from our weaknesses, but from our overused strengths—like confidence becoming arrogance, or high standards turning into micromanagement.
2. Marty Dubin’s six blind spot categories—motives, traits, emotion, intellect, behavior, and identity—offer a holistic way to self-reflect and adjust as our careers evolve.
3. Our identity can easily lag behind our roles, causing frustration, stagnation, or even unintentional sabotage if we don’t let go of outdated self-concepts.
4. Emotional reactions, especially those that surprise us, are powerful signals of possible blind spots tied to hidden motives or identity mismatches.
5. Building a culture where others can “speak truth” to us—inviting honest feedback before problems arise—is essential for growth and effective leadership.

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Mentioned in this episode:

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

In this episode of Daily Creative, we dig into the origins and unexpected global impact of the “like button” with business thinker and strategist Martin Reeves, co-author of Like: The Button That Changed the World. Together, we uncover not just the technical and historical story behind one of the internet’s most recognizable icons, but also how something so small has fundamentally rewired our ideas about validation, success, identity, and creativity.

We explore the messy, iterative invention process behind the like button, dispelling the myth of the “lone genius” and highlighting the chain of small, serendipitous problem-solving moments that led to its creation. Through Martin’s research and stories—ranging from ancient Roman gestures to the algorithmic engines of the digital age—we examine how cultural symbols embed themselves in new technologies, how our need for validation can become a trap, and why creative leaders must be wary of chasing applause over substance.

Finally, we reflect on how the very tools we invent end up shaping us, for better or worse, and what that means for our own creative paths today, especially as technologies like AI quickly raise similar questions about identity, taste, and agency.

Key Learnings from This Episode:

1. External Validation vs. Inner Conviction: When we start creating primarily for immediate recognition and “likes,” we risk losing sight of our core values and true creative voice.
2. Messy Invention, Not Lone Genius: The like button didn’t come from a single visionary, but from a series of iterative solutions and small tactical problems—reminding us that progress often happens in unexpected, collaborative ways.
3. Cultural Resonance Matters: The thumbs-up icon succeeded because it was already deeply embedded in culture, making the digital transition intuitive and frictionless for users.
4. The Double-Edged Sword of Instant Feedback: While instant feedback can enhance connection and learning, it also reshapes our tastes, identities, and behavior—sometimes with serious unintended consequences for mental health, social norms, and democracy.
5. Let Curiosity Lead: The most transformative creative breakthroughs often come not from rigid objectives, but from following curiosity and allowing projects to evolve organically.

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Mentioned in this episode:

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

In this episode, we dive deep into what it really means to be human in today’s workplace. We push back against the efficiency-obsessed culture and explore how bringing more humanity, joy, and intention into work leads to better results and more meaningful lives.

First, we’re joined by Bree Groff, author of Today Was Fun! and consultant and expert in organizational transformation. Bree breaks down why work doesn’t have to be drudgery and makes a compelling case for infusing fun and playfulness into our daily grind—not in a frivolous way, but as the key to unlocking creativity and doing our best work. She shares actionable tips for reclaiming joy, such as “do nothing days” for creative recharge and learning to defend our most valuable asset: our attention and creative energy.

In the second half, we sit down with Emily Kasriel, journalist and author of Deep Listening. Emily reveals why truly listening is not just a soft skill but a transformative, radical act. She offers insights into overcoming distractions—both internal and external—and shows us how deep, empathetic listening can fuel connection, innovation, and motivation at work.

Whether you’re leading a team, managing up, or navigating your own next steps, this episode is packed with fresh perspectives and practical advice for bringing more humanity to your workday and life.

Five Key Learnings from this Episode:

1. Work isn’t just about output, it’s about experience. When we let go of the “grind” and invite fun and play, we create better work and a richer life.
2. Protecting creativity means defending our headspace. Scheduling time for exploration and resisting performative productivity unlocks genuine creative ideas.
3. Listening is a radical act. Deep, empathetic listening goes beyond hearing words; it’s about using the whole of us to understand the whole of another person.
4. Attention is our most valuable resource. Eliminating distractions—especially phones and to-do lists—allows us to be fully present and build stronger connections.
5. Curiosity builds bridges. Approaching others with genuine curiosity opens us to new ideas, breaks down barriers, and encourages respect—even when we disagree.

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Mentioned in this episode:

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

Summer's in full swing, our routines are upside down, and creative disciplines are as vital as ever. In this special episode, we share Todd Henry's live talk from Scottsdale, Arizona, exploring the heart of creative work and what it really takes to thrive as a “create on demand” professional. Todd unpacks why producing brilliant work isn’t as simple as following steps 1-2-3, and why most of the real magic happens in the messy space in between.

He also discusses the hidden forces that sabotage our creativity—dissonance, fear, and expectation escalation—and introduces the five elements of creative rhythm that can help us stay prolific, brilliant, and healthy. You’ll learn why true creative success is about intentional daily practices, not bursts of last-minute inspiration, and how building disciplines now will help you build a body of work you can be proud of.

Five Key Learnings from This Episode:

1. Brilliance Requires Discipline: Great creative work doesn’t just “happen.” It comes from consistent, intentional practices that help us manage our focus, relationships, energy, stimuli, and hours.
2. Manage Dissonance, Fear, and Expectations: Unaddressed gaps between our “why” and “what,” fear of failure, and ever-escalating expectations are stealthy assassins to creative output—recognizing and addressing them is critical.
3. Creative Rhythm Is Key: Cultivating five elements—Focus, Relationships, Energy, Stimuli, and Hours (“FRESH”)—creates the foundation for sustainable, high-quality creative work.
4. Brilliance Emerges in Community: Collaboration, feedback, and support from others fuel our best ideas—creativity isn’t a solo pursuit.
5. Die Empty: Our goal shouldn’t just be doing more, but making sure we give our best effort. Leave nothing of value unshared, unattempted, or undiscovered—so we reach the finish line without regret.

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Mentioned in this episode:

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

In this episode of Daily Creative, we dive into the heart of what it means to be a purposeful leader—both in our creative work and our lives. We explore how easy it is to drift away from our core motivations as we advance in our careers, and what it really takes to stay anchored to what matters most.

We’re joined by Klaus Kleinfeld, the only Fortune 500 CEO to have led two companies on different continents and author of Leading To Thrive, and Eric Liedtke, former brand president at Adidas and current brand leader at Under Armour and Unless Collective. Together, they share powerful stories about leadership, self-awareness, and navigating the internal and external games of success.

We explore themes like managing energy (not just time), the critical importance of integrating our personal and professional selves, and how true change starts from within. From a CEO who redefined performance to a creative leader who risked it all to align with his values, this episode is packed with actionable insights for anyone who wants to lead with soul and purpose.

Five Key Learnings from This Episode:

1. Leadership Drift Is Subtle: Progress in your career can often feel like success, but without anchoring to your core values, you may end up far from the person or leader you intended to be.
2. Inner and Outer Games Matter: Success isn’t just about external achievements—the “outer game”—but also about understanding who you are, what you want, and managing your energy (“inner game”) to have sustainable impact.
3. Energy, Not Just Time, Is Key: True high performance comes from managing and recharging your energy, not just filling your calendar. Micro-habits and rest are not signs of weakness but essential for sustained creativity and leadership.
4. Integration, Not Balance: We’re not meant to keep work and life in separate silos. Thriving as leaders means integrating our professional ambitions with our deeper personal values.
5. Purpose Fuels Action: Checking in with yourself about your true motivations isn’t just self-care—it shapes your decisions, your team’s culture, and your overall impact, whether you’re leading a Fortune 500 company or launching a mission-driven startup.

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Mentioned in this episode:

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

In this episode of Daily Creative, we sit down with Jesse Cole, the founder of the Savannah Bananas—a phenomenon that's redefining what it means to have fun at a baseball game. We share Jesse’s incredible journey from feeling uninspired in a “dream job” to igniting a revolution in sports entertainment. Bored with the traditional, slow-moving experience of baseball, Jesse asked the pivotal question: “How could we make this fun every time?”

We explore how Jesse leaned into bold ideas, ditched the predictable playbook, and replaced blandness with pure creative energy. Drawing inspiration from visionaries like Walt Disney and P.T. Barnum, Jesse made it his mission to build a show fans couldn’t stop talking about—complete with dancing staff, wild rules, and a sense of spectacle that makes every moment count. From the struggles of his early days as a young general manager, turning around a failing team with empty stadiums, to the sold-out, wildly viral success of the Savannah Bananas, Jesse reveals how continuous innovation and fan-first thinking can transform not only an experience, but an entire industry.

We go behind the scenes to unearth the Bananas’ creative process, from weekly idea pitching sessions inspired by Saturday Night Live to relentless experimentation and audience feedback. Jesse shares how his commitment to fun, learning from outside his industry, and obsession with new ideas keeps the Bananas experience fresh, exciting, and unforgettable night after night.

Five Key Learnings from This Episode:

1. Create What You Love: The most remarkable creators, like Jesse, build experiences that they themselves would truly enjoy. If it doesn’t excite you, it’s unlikely to excite your fans.
2. Embrace the “What If” Question: Growth and innovation come from questioning industry assumptions and daring to envision something completely different, even if it sounds “too much” at first.
3. Learn Across Industries: Pull the best ideas from outside your field. Parallel thinking and adaptation of concepts (from Disney to the circus to WWE) helped make Banana Ball truly unique.
4. Prioritize Experience Over Promotion: People must experience your difference—not just hear about it. The Bananas invest in the fan experience, letting viral moments and word-of-mouth do the marketing.
5. Iterate Fast and Learn Relentlessly: The Bananas test new ideas every night, seek feedback, and adjust constantly to create moments audiences will remember and want to relive.

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Mentioned in this episode:

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

In this episode, we dive into how complexity creeps into our systems—whether in software, organizations, or personal leadership. We start by looking at the evolution of Microsoft Word as a case study of feature creep and unintended consequences, asking why more options can end up stifling creativity.

We’re joined by Robert Siegel, Stanford lecturer and author of The Systems Leader, who unpacks why today is a uniquely chaotic time for leaders. He explores the cross-pressures leaders face—from balancing execution with innovation, to combining strength with empathy—and what it takes to thrive in turbulent environments.

Later, we revisit a powerful 2017 conversation with Seth Godin, bestselling author and entrepreneur. Seth reframes uncertainty as an inherent feature of modern systems, not a personal failure. He shares his perspective on adapting to continual change, why embracing smaller markets and iterative progress makes us more resilient, and how redefining success helps us stay in the game.

Whether you’re leading a team, navigating constant change, or just trying to keep your work meaningful, this episode will give you fresh strategies for thinking and acting systemically.

Five Key Learnings:

1. Complexity Creep Is Real: As with Microsoft Word, adding features to solve edge cases often leads to more user frustration and less creative freedom. Simplicity can be a competitive advantage.
2. Systems Leadership Is Essential: Leaders must operate with a systems mindset, recognizing the interconnectedness inside and outside their organizations rather than staying siloed.
3. Balancing Dualities: Success today means navigating cross-pressures, such as execution vs. innovation and strength vs. empathy—not just picking one.
4. Embrace Uncertainty: Uncertainty isn’t going away; learning to see it as a product of changing systems makes it less personal and more navigable.
5. Iterate and Focus Small: Applying your creative efforts to the smallest viable audience allows for better learning, less risk, and greater long-term impact.

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Mentioned in this episode:

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.