Daily Creative with Todd Henry

40 Episodes
Subscribe

By: Todd Henry

Formerly The Accidental Creative. Being a creative professional should be the greatest job in the world. You get to solve problems, express yourself, bring something new into the world and you get paid to do it. What's not to love. Yet every day, creative pros face, tremendous pressure and uncertainty. The temptation is just to play it safe, surrender to distraction and settle for less than your best daily creative is about making sure that's not your story. Each episode focuses on a topic relevant to creative pros, like how to come up with ideas under pressure, or how the...

✂️ Clip this podcast
The Future Belongs to Those With Something to Say
The Future Belongs to Those With Something to Say episode artwork
#128
Yesterday at 10:20 PM

In this episode, we explore what it means to create meaningful work in an era dominated by unprecedented technological tools. Using the bizarre linguistic experiment of Adriano Celentano’s 1972 hit—an Italian pop song composed entirely of nonsensical syllables that mimic English—we draw analogies to today’s creative landscape. We discuss the risks of letting artificial fluency and productivity overtake the deeper process of crafting ideas that matter, and we unpack the subtle traps creative professionals face as technology accelerates.

Discussed In This Episode:

Access full-length interviews and exclusive content at DailyCreativePlus.comLearn more about live eve...


Learn Your Way Through (with Kipp Bodnar, CMO of Hubspot, and Tim Leatherman)
Learn Your Way Through (with Kipp Bodnar, CMO of Hubspot, and Tim Leatherman) episode artwork
#127
09/28/2026

In this episode, we explore the essential power of learning as disruption accelerates across creative industries. We unpack stories of transformation, grit, and reinvention from two very different worlds: Kip Bodnar, CMO at HubSpot and author of "Loop," and Tim Leatherman, inventor of the iconic multitool. While the tools and timelines look different, the winning mindset—learning your way through—remains the same.

We dive into how Kip and his team at HubSpot faced the loss of 140 million visits in a single year, responded to a rapidly shifting marketing landscape, and used necessity as the mother of inno...


Shop Different: Lessons From How Apple Reinvented Retail
Shop Different: Lessons From How Apple Reinvented Retail episode artwork
#126
09/21/2026

In this episode of Daily Creative, we explore the art of tuning into the signals that matter and eliminating the noise that distracts us from meaningful work. Legendary retail leader Ron Johnson joins us to discuss his personal and professional journey—from turning down Wall Street offers to starting at the bottom in retail, to leading the creation of the Apple Store alongside Steve Jobs. His new book is Shop Different.

We reflect on how breakthroughs often emerge from unexpected signals, the necessity of listening to our intuition, and the value of focused, intentional conversations—both with ours...


Act On Your Passions, Just Not All At Once (Ravi Gupta & Amanda Northcutt)
Act On Your Passions, Just Not All At Once (Ravi Gupta & Amanda Northcutt) episode artwork
#125
09/13/2026

On this episode of Daily Creative, we explore the practical side of pursuing creative passions and scaling expertise. Starting with the lesser-told procedural journey of Julia Child—from first spark to eventual mastery—we examine what happens after finding your calling: the grind, the setbacks, and the systems that turn inspiration into legacy.

We sit down with Ravi Gupta, author of The Invisible List, who reveals the invisible debts we accumulate with every passion left unpursued, and offers his fiercely singular approach to making real progress—one passion, one year at a time. Then, Amanda Northcutt joins us to...


The Fingerprints Are The Work (Maggie Fost, VP of Design at Shopify)
The Fingerprints Are The Work (Maggie Fost, VP of Design at Shopify) episode artwork
#124
09/06/2026

In this episode, we sit down with Maggie Fost, VP of Design at Shopify, to explore what it means to leave a genuine imprint on creative work—especially in an era increasingly dominated by automation and efficiency. We trace Maggie’s journey from indie music labels to the tech world's frontlines, discussing lessons learned about craftsmanship, authenticity, and the art of leading creative teams.

We kick off by reflecting on the story behind the ‘thumbiness’ in Wallace and Gromit animations—a metaphor for the deliberate choice to keep the human touch in even the most polished products. Maggie sha...


Autopilot (How I did everything right, and still almost missed my flight...)
Autopilot (How I did everything right, and still almost missed my flight...) episode artwork
#123
08/29/2026

In this episode, we explore the subtle dangers of drifting through our routines on autopilot—even when we feel present and focused. After an immersive experience inside a maximum-security prison where distractions were stripped away, we reflect on the moments in life and leadership when attention is our most valuable currency. A near miss at the airport—ironically due to being unplugged and undistracted—sparks a deeper look at how easily critical details slip through the cracks when we trust our routines more than our awareness.

We unpack specific areas where autopilot often hides in our creative and le...


Own Your Six Square Feet
Own Your Six Square Feet episode artwork
#122
08/19/2026

In this episode, we unpack the story of Teruo Yabe and his remarkable turnaround of the Tokyo bullet train cleaning teams—transforming a low-morale, high-turnover environment into the global gold standard for operational excellence. We explore how a simple shift in ownership and agency can unlock creativity, engagement, and even industry-changing outcomes.

We challenge the notion that we have to wait for the perfect job, brief, or title to make an impact. Instead, we discuss the concept of "your six square feet"—the unique space, agency, and responsibility each of us have within our current roles. We exam...


The Octopus and the Mountain
The Octopus and the Mountain episode artwork
#121
08/11/2026

This episode pulls back the curtain on how creativity gets stifled—both in our early lives and inside our organizations—and explores practical ways to reclaim it. We start with the extraordinary journey of Ruth Asawa, whose education as an artist began in the unlikely setting of an internment camp, not a prestigious institution. Her story dismantles the widespread myth that creativity is a resource problem and reframes creativity as a function of permission and ownership.

We then talk with Andrew Dietz about the lasting impact of early messages about creativity—how black-and-white thinking and the expectation of pra...


The Long Moment
The Long Moment episode artwork
#120
08/04/2026

In this episode of Daily Creative, we reflect on the story of mathematician Andrew Wiles, whose years-long journey to solve Fermat's Last Theorem becomes a metaphor for creative perseverance. We examine how our attention is constantly siphoned away in small increments—a phenomenon dubbed "human fracking"—leaving us with little space for deep, transformative thought. We challenge listeners to resist the lure of constant stimulation and instead carve out “the long moment”: uninterrupted stretches where true insight and creativity can take root. The conversation encourages embracing discomfort, boredom, and the slow, often frustrating process that underpins all meaningful creative work.


The Price of Becoming
The Price of Becoming episode artwork
#119
07/21/2026

In 1852, a mid-level postal surveyor named Anthony Trollope gave Britain its iconic red pillar mailbox. He also wrote 47 novels, most of them before breakfast, 250 words every 15 minutes with a pocket watch on his desk. When he told the truth about his method in his autobiography, critics wrote him off for decades. People wanted genius to descend like weather. Trollope knew it was assembled, a small daily task at a time.

My guest today wrote his newest book exactly the same way: 100 words every morning before his family woke up, no misses, even on a cruise ship. Ryan...


Of No Importance Whatsoever
Of No Importance Whatsoever episode artwork
#118
07/14/2026

In this episode, we explore the creative paradox that sometimes the best work begins when we stop trying to produce our "best work." We revisit the story of Richard Feynman, who rediscovered his passion for physics by indulging in what seemed like trivial curiosity—with world-changing consequences.

We’re joined first by Ian Bogost, author of The Small Stuff, professor, writer, and game designer, who unpacks the idea of “gratification”—the sensory enchantment of everyday life—and why chasing only the "big stuff" means missing the moments that actually comprise our experience . We examine the relentless march toward effic...


Why Great Ideas Fail: Escaping the Pain Cave
Why Great Ideas Fail: Escaping the Pain Cave episode artwork
#117
07/07/2026

In this episode, we explore what really drives demand for creative products and services. Through the story of how OXO Good Grips was born—not from a brainstorm, but from noticing real pain in the kitchen—we examine why the most successful innovations aren’t invented; they’re observed in real-world frustration.

Our guest, Rob Snyder, introduces “the Pain Cave” and the concept of the “hell yes customer,” explaining why so many creative pros find their ideas fall flat—even when they seem objectively valuable. We dive into the core argument behind Snyder’s book, The Power of Pull: demand isn’...


Saying, Wanting, Trying
Saying, Wanting, Trying episode artwork
#116
07/01/2026

In this episode, we explore the hidden dynamic that often derails creative professionals and leaders: the gap between what we say, what we actually want, and what we’re really building. We share the story of why some of the best music never makes it to radio, revealing how entire industries (and teams) quietly organize around mediocrity—chasing the safe middle, or as we call it, "the three." Drawing from lessons learned in Nashville’s music scene and patterns we've observed in organizations adopting new technologies like AI, we challenge listeners to confront and close this gap of dissonance. We dis...


How To Try Again
How To Try Again episode artwork
#115
06/24/2026

In this episode of Daily Creative, we explore the nuanced experience of failure and the creative courage required to start over. We open with a story about recognizing when to let go of failed dreams and the importance of closure—giving our abandoned ambitions the dignity of a “decent burial” rather than carrying emotional residue into our next ventures.

We’re joined by Steve Kamb, founder of Nerd Fitness and author of How to Try Again. The conversation focused on the modern misconception that achievement is only about relentless forward momentum. Instead, we dig into what happens after th...


The One and the Ninety-Nine
The One and the Ninety-Nine episode artwork
#114
06/16/2026

In this episode of Daily Creative, we explore the tension between individuality and belonging, drawing inspiration from both jazz legend Miles Davis and the philosophical tradition extending back millennia. Our guest, Luke Burgis—author of The One and the Ninety-Nine—joins us to dig deep into why it's so hard to be part of a group without losing ourselves in the process.

We discuss the perils of both extreme individualism and unthinking collectivism, highlighting how modern work environments (and even family structures) tempt us to trade authenticity for acceptance. Luke introduces the distinction between the "solid self"—rooted...


Signal To Noise
Signal To Noise episode artwork
#113
06/09/2026

In this episode of Daily Creative, we explore what it really takes to do meaningful, protected creative work in an age of perpetual noise and overwhelm. We kick off with a story from Claude Shannon, the mathematician whose revolutionary thinking about “signal vs. noise” in communication provides the perfect lens for today’s creative challenges.

First, we sit down with Ron Friedman, author of Superteams, who shares the non-obvious strengths that set high-performing teams apart—from deliberately managing time, energy, and attention, to building genuine interdependence, to treating recovery and feedback as critical components of ongoing excellence. Ron deta...


The Success Wound
The Success Wound episode artwork
#112
06/02/2026

Why does the title never feel like enough? Why do so many of us hit every goal we set and still go to bed feeling like we came up short? My guest this week has a name for it. Brooke Taylor calls it the success wound, the pain that comes from mistaking our productivity and achievement for our worth. We get into where it comes from, why creative people are especially prone to it, and what it actually looks like to stay ambitious without running yourself into the ground. If you have ever caught yourself answering "How are you?"...


Stop Hoarding Your Genius: Why Habits Precede Breakthroughs
Stop Hoarding Your Genius: Why Habits Precede Breakthroughs episode artwork
#111
05/26/2026

In this episode, we explore the often-overlooked gap between creating meaningful work and actually releasing it into the world. Starting with the story of Vivian Maier—the prolific street photographer whose life’s work was discovered only after her death—we examine why so many of us hesitate to share our creations.

We’re joined by Tina Roth Eisenberg, founder of Creative Mornings, who discusses the power of community, commitment, and collective bravery. She introduces Release Day, a campaign challenging creatives everywhere to choose a deadline, finish neglected projects, and courageously share them with the world—no matter how...


When Bad News Is Good News
When Bad News Is Good News episode artwork
#110
05/19/2026

In this episode, we explore one of the most powerful—but counterintuitive—practices for sustaining high-performance teams: making it safe to bring bad news forward, early and often. Drawing from manufacturing history and deep space exploration, we examine the critical link between team culture and breakthrough solutions.

First, we hear from Lindy Elkins-Tanton, planetary scientist at UC Berkeley and author of Mission Ready. Lindy shares the harrowing experience of a near-catastrophic flaw discovered just twelve days before a major NASA launch, and how a culture that treats the "bearer of bad news" as a hero turned potential disa...


Constraint & Uncertainty: David Epstein and Simone Stolzoff on Thinking Inside The Box
Constraint & Uncertainty: David Epstein and Simone Stolzoff on Thinking Inside The Box episode artwork
#109
05/12/2026

This week, we explore two forces that shape every creative journey: constraint and uncertainty. Drawing on the remarkable artistic reinventions of Hokusai, we look at how creative legends transitioned from running from the box to thriving within it—and how that same process plays out in creative work today.

Our first guest, David Epstein, author of Inside the Box, systematically dismantles the myth of the blank canvas and shows why true creative breakthroughs happen inside carefully constructed boundaries. He shares frameworks used by artistic innovators and practical strategies for leaders and teams to define the right limits—espe...


What's Running The Show? Henry Cloud and Owen O'Kane on Strategy & Anxiety
What's Running The Show? Henry Cloud and Owen O'Kane on Strategy & Anxiety episode artwork
#108
05/05/2026

In this episode, we examine what really drives our actions as leaders and creators, and why our best intentions often fail to deliver results. We open with the image of a child learning to walk—stumbling and falling, while well-meaning parents instinctively rush to protect. That same inner protection mechanism stays with us into adulthood, quietly shaping our creative work and leadership decisions.

First, we hear from Dr. Henry Cloud, author of Your Desired Future, who distills decades of executive coaching into five elements that must be present for any vision to materialize: vision, talent, strategy, plan, an...


Herding Tigers Bonus Episode! Optimizing: You're Probably Playing Different Games at the Same Table
Herding Tigers Bonus Episode! Optimizing: You're Probably Playing Different Games at the Same Table episode artwork
#107
05/02/2026

In this surprise revival of the Herding Tigers Podcast, we kick off a new direction with an exploration of what it means to "optimize" as leaders. We discuss the invisible drivers that cause organizational tension, challenging the idea that conflict always comes from personality clashes or miscommunication. Instead, we unpack the reality that everyone—ourselves included—is optimizing for something different, whether it’s stability, recognition, autonomy, craft, efficiency, or meaning.

We share real-world examples from recent events and provide a practical framework for understanding and talking about these optimization goals with our teams. The episode highlights why ac...


Ceilings, Frames, & Churn: Breaking Invisible Barriers in Your Work and Relationships
Ceilings, Frames, & Churn: Breaking Invisible Barriers in Your Work and Relationships episode artwork
#106
04/29/2026

This week, we explore the invisible boundaries that shape our work, our relationships, and our own sense of what's possible. We open with the story of the four-minute mile: for nine years, no one could break it—until Roger Bannister did, and the floodgates opened. What changed? Not the runners’ bodies, but their sense of possibility. This episode is about those frames we rarely question—the ones that quietly dictate how high we reach and what doors we see as closed.

We’re joined by Tom Rath, bestselling author of What’s the Point?, who shares practical ways to br...


Rules and Play: The Invisible Boundaries That Limit Us, and How To Break Them
Rules and Play: The Invisible Boundaries That Limit Us, and How To Break Them episode artwork
#105
04/21/2026

In this episode, we step into the often-invisible world of cultural scripts—the unwritten rules that shape what we see, what we ignore, and even how we work and create. We begin with the unforgettable story of world-class violinist Joshua Bell playing incognito in a D.C. metro station, and explore why only children stopped to listen.

Our first guest, Oliver Sweet, head of ethnography at Ipsos and author of The Rules That Make Us, reveals how culture acts like an unseen operating system, shaping everything from our decision-making to organizational hierarchy and political divides. He guides us...


Procrastination Proof: Why Jon Acuff Says Procrastination Is a Well-Funded Fear
Procrastination Proof: Why Jon Acuff Says Procrastination Is a Well-Funded Fear episode artwork
#104
04/15/2026

In this episode, we examine why even the greatest minds—think Leonardo da Vinci—struggled to finish what they started, and why uncompleted work is less about laziness and more about well-disguised avoidance. We’re joined by John Acuff, bestselling author of Procrastination Proof, who offers a smart, actionable reframe for tackling procrastination head-on.

We explore the hidden complexity behind why we put things off, dissecting how procrastination isn’t a matter of willpower, but a short-term solution to discomfort, uncertainty, or fear. John challenges the idea that more discipline is the answer, and instead introduces a permissi...


Made With Love: Why You Need To Design Love In, Not Bolt It On
Made With Love: Why You Need To Design Love In, Not Bolt It On episode artwork
#103
04/08/2026

This week, we dive into the architecture of trust, brand, and why the most resilient organizations don’t rely on quick fixes. We revisit the case of Johnson & Johnson’s Tylenol crisis, looking beyond textbook crisis management to the underlying fabric of a company built on values that withstand disaster.

We’re joined by Marcus Buckingham, author of Design Love In, who reveals why “love” isn’t just a luxury in business, but the essential driver of extreme positive outcomes—far beyond mere employee engagement or customer satisfaction. Marcus challenges us to take love seriously, backing it with data, and...


Subtle Maneuvers and Big Outcomes
Subtle Maneuvers and Big Outcomes episode artwork
#102
04/01/2026

This week, we explore the myth of sudden breakthroughs in creative and leadership journeys, digging instead into the reality: a meaningful life is built in the margins, not the spotlight. We first connect with Mason Currey, author of Making Art and Making a Living, who shares stories from the lives of celebrated creators—revealing that ideal conditions are a fantasy and resourcefulness is universal. Currey shows us how figures from Petrarch to William Carlos Williams navigated relentless financial and personal obstacles, crafting art in the cracks of busy lives.

Next, we speak with Eric Zimmer, host of Th...


Human Fracking and the Design of Creative Freedom
Human Fracking and the Design of Creative Freedom episode artwork
#101
03/25/2026

There’s a silent war being waged on our creative lives, but it’s not the obvious enemies we expect. In this episode, we dive deep into the invisible threats constraining our creativity—both inside organizations and in the culture at large.

First, we speak with Cassie McDaniel, VP of Design at Medium, about the art of protecting creative space in a business world that increasingly values efficiency over deep thinking. She shares how real leadership involves building trust, creating the right constraints, and translating between the language of creativity and the demands of the organization. Cassie’s journe...


Unlocking Everyday Genius: From Memory Palaces to Getting Outside
Unlocking Everyday Genius: From Memory Palaces to Getting Outside episode artwork
#100
03/18/2026

In this episode of Daily Creative, we explore the often-overlooked link between our environment, memory, and creative potential. We kick off with the story of Cicero and ancient memory techniques, dive deep with 6-time USA Memory Champion Nelson Dellis (author of Everyday Genius) on the method of loci (the "memory palace"), and unpack the science behind our Indoor Epidemic with Dr. John LaPuma. Together, we consider how modern life—filled with screens and boxed-in routines—could be diminishing our ability to think, create, and lead at our best.

Nelson shares how anyone can build a powerful memory thro...


Feeling Overwhelmed With Everything? Me too. Here's What to Do Next.
Feeling Overwhelmed With Everything? Me too. Here's What to Do Next. episode artwork
#99
03/10/2026

In this episode, we explore what to do when the weight of uncertainty and overwhelm makes it hard to think, create, or move forward. We open with the legendary survival story of Ernest Shackleton’s Endurance expedition, drawing practical lessons about leadership, adaptability, and creative resilience. When everything spins out of control, it’s not about getting back to what we’ve lost—it’s about reframing the mission and determining the next right move.

We dig deep into how overwhelm isn’t just a productivity hiccup, but a genuine threat to creativity and motivation. Drawing on personal exp...


Why The Best Ideas Come From a Marketplace of Ideas
Why The Best Ideas Come From a Marketplace of Ideas episode artwork
#98
03/03/2026

This week, we kicked things off with a story that’s almost too good to be true—the Great Emu War of 1932—and used it to highlight what happens when we try to solve modern problems with old, top-down thinking. As organizations confront complexity and change, we’re not up against simple, centralized challenges anymore; we're facing adaptive, distributed ones.

We sat down with Emily Tedards and Jason Wild, co-authors of Genius at Scale. They challenged the myth of the lone genius and shared how true innovation emerges from activating the collective genius within and beyond organizational boundari...


The End Of History Illusion
The End Of History Illusion episode artwork
#97
02/24/2026

In this episode, we explore a new dimension of intelligence for navigating our rapidly-changing world. We start with the story of Hiroo Onoda, a soldier whose unwavering commitment to a mission long after its context had vanished becomes a powerful metaphor for how rigidity can keep us stuck. We dive deep into "AQ"—Agility Quotient—with Liz Tran, founder of AQ Learning Lab and author of AQ: A New Kind of Intelligence for a World That's Always Changing.

Liz breaks down why AQ matters now more than ever, as change, disappointment, and uncertainty become the hallmarks of mode...


Seeing The Here and Now
Seeing The Here and Now episode artwork
#96
02/17/2026

In this episode, we explore the rarely recognized power of “seeing the here and now.” Using a memorable scene from Spielberg’s Lincoln as a launchpad, we dig into what it really means to rise to those unique, decisive moments that have the potential to alter the trajectory of our organizations, teams, and lives. While it’s easy (and comfortable) to stick to established plans and long-term strategies, the real challenge—and opportunity—lies in perceiving the pressing realities and fleeting openings right in front of us.

We break down why leaders often miss out: from the tendency to...


What Do You Do When You're (Actually) Working?
What Do You Do When You're (Actually) Working? episode artwork
#95
02/11/2026

In this episode, we dive deep into the real value of creative work—what we truly get paid for, beyond our time and output. We bring together two insightful thinkers, Rebecca Hinds and Jen Fisher, whose perspectives on meetings and hope transform how we structure our work days and support our teams.

We explore why most meetings sabotage productivity and how “visibility bias” tricks us into equating a full calendar with actual progress. Rebecca Hinds (author of Your Best Meeting Ever) challenges us to rethink meetings as products: expensive, important, yet often poorly optimized. She shares actionable strate...


Ecosystems Of Brilliance
Ecosystems Of Brilliance episode artwork
#94
02/03/2026

On this episode of Daily Creative, we explore the myth of the lone genius and make the case for why sustainable creative brilliance happens when we grow and nurture real relationships. We’re joined by Daniel Coyle, bestselling author and researcher, whose new book Flourish examines how true growth emerges not through competition, but through intentional connection and community.

We discuss why relationships sit at the heart of creativity, what it means to build a meaningful circle, and how to design environments where both individuals and groups can grow. Daniel shares practical insights on “making meaning” and “group fl...


The Compounding Advantage: Leveraging AI for Smarter Creative Work
The Compounding Advantage: Leveraging AI for Smarter Creative Work episode artwork
#93
01/27/2026

In this episode, we dive deep into the evolving relationship between human creativity and artificial intelligence. Inspired by Ada Lovelace's early vision of creative machines, we explore how the boundaries between expertise and common sense have been reshaped by modern AI, from expert systems to today's generative models. We sit down with pioneers and practitioners—Vasant Dhar, a longtime AI researcher and author of Thinking With Machines; Christopher Mims, technology journalist and author of How To AI; and the creators of Tachi AI, Aden Bahadori and Brett Granstaff—to discover how AI is shifting not only what we make but...


Stop Renting Your Creative Process
Stop Renting Your Creative Process episode artwork
#92
01/20/2026

Episode 92: Ownership

Daily Creative

In this episode, we dive into the nuanced meaning of ownership in creative work and leadership. As the landscape is rapidly transformed by AI and powerful new tools, we explore the temptation to offload not just labor but also the very thinking that gives our work its unique signature. We unpack what it means to retain genuine ownership of process, relationships, and output—moving beyond merely curating machine-generated results and instead staying empathetically engaged in the creative process.

Our guest, Greg Hawks, joins us to challenge the difference between “owne...


The Drive To Create
The Drive To Create episode artwork
#91
01/13/2026

In this episode, we dive deep into the human urge to create—what fuels it, why it feels so essential, and how we can harness it more intelligently in our work. We are joined by psychologist George Newman (author of How Great Ideas Happen) and philosopher Rebecca Newberger Goldstein (author of The Mattering Instinct), who guide us through both the mechanics and meaning of creativity.

We explore why creativity is not just a talent or an act, but a fundamental human response that pushes back against chaos and entropy. George Newman unpacks the myths of the "lone ge...


Seeing The Invisible: How Beats By Dre Became Iconic, and How Pioneers Build Businesses That Last
Seeing The Invisible: How Beats By Dre Became Iconic, and How Pioneers Build Businesses That Last episode artwork
#90
01/06/2026

In today’s episode, we explore what it means to create work that lasts not just for the next trend cycle, but for generations. We dive deep into the interplay of intuition, identity, and intentionality that underpins creative longevity, and how these often-invisible forces guide great design, resilient businesses, and enduring cultural impact.

We sit down with two very different thinkers whose experiences mirror this theme. First, we hear from Robert Brunner, renowned industrial designer and founder of Ammunition Design Group, whose work includes designing Beats by Dre headphones and pioneering shifts at Apple. He shares stories of...


Dog Catches Car: What Happens After You Achieve Your Life's Goal?
Dog Catches Car: What Happens After You Achieve Your Life's Goal? episode artwork
#89
12/23/2025

What happens when the chase is over and the dream is finally caught? In this episode, we sit down with Lionel Cartwright—whose career soared to the top of the country music charts—to explore the rarely discussed crossroads of success. After years of relentless pursuit, Lionel achieved all the milestones he’d imagined: record deals, number one hits, and recognition. Yet, in those quiet moments away from the spotlight, he was confronted with the unexpected question: Is this it?

We follow Lionel’s journey from cover band beginnings and publishing deals, to Nashville stardom and the unexpect...