Advertise on podcast: The Courageous Podcast with Ryan Berman

It’s hard to be an entrepreneur. It’s even harder when you are somewhere between a start-up and a scale-up. Enter Wynn Austin who is building a fast-growing, clean-label food brand—one jar, one store, and one hard-earned lesson at a time. In this conversation with Ryan, Wynn shares how a personal health wake-up call led her to create Asian-inspired sauces free from preservatives and chemicals, and how that simple idea has grown into a nationally distributed brand now found in over 300 stores. They talk about the messy middle of start-up life—the constant tension between growth and cash flow, the reality of doing everything yourself, and the emotional weight of building something that doesn’t yet run on its own. Wynn opens up about navigating divorce, raising two kids, and pushing through uncertainty, while offering a grounded perspective on risk, resilience, and what it really takes to keep going.

Carlos Abrams-Rivera, former CEO of Kraft Heinz, spent six years leading one of the world’s largest food companies through crisis, transformation, and constant change. In this conversation with Ryan, he reflects on what it takes to navigate a role where there is no playbook—and what he’s learned stepping away from it. He shares the leadership framework that guided him—empathy, vision, and courage—and why those traits matter more than ever in today’s volatile environment. They talk about the reality of modern leadership, from balancing data with instinct to operating far beyond your job description, and how clarity and ownership shape strong organizations. Carlos also opens up about this transitional moment in his life, the lessons he’s carrying forward, and why growth often comes from choosing the harder path.

We’re back with another Courage Brands Spotlight, as Billy Collins, Knowledge Lead at Courageous, and Sully Lawrence, Director of Growth at Courageous, join Ryan to break down three brands making bold moves in very different categories. Billy dives into Burger King’s push to reclaim relevance through sharper focus and real operational investment, while Sully spotlights Back Market, a fast-growing marketplace challenging consumerism and tackling the global e-waste crisis by making refurbished tech both trusted and desirable. Ryan rounds it out with Four Seasons’ move into ultra-luxury yachting, a clear bet on experience, service, and scarcity in an increasingly crowded travel category. Together, the conversation explores what it actually takes for brands to stay relevant today, from rethinking quality and trust to redefining ownership, taste, and the future of consumption.

For years, Landon Donovan—the face of U.S. soccer and one of the most decorated players in the sport’s history—was defined by what he did on the field. In this conversation with Ryan, he shares the story behind his new book, Landon: A Memoir, and what it took to finally tell the truth about his life off the pitch. He reflects on the pressure of carrying expectations, the complicated relationship with his father, and the quiet struggles that existed alongside a historic career. They talk about why opening up about mental health was the hardest part of writing the book, and how his definition of success has shifted from achievement to impact. Donovan also looks ahead to what matters now, from fatherhood to his mission to reshape youth sports in America.

Few people get close enough to a global problem to truly understand how solvable it is—Sean Poole is one of them. In this conversation with Ryan, he shares how an early setback redirected his path, ultimately leading him from conflict zones in Central Africa to a leadership role at charity: water. They unpack what it takes to stay committed to long-term impact, why the global water crisis is far more within reach than most people realize, and how proximity to real change reshapes your perspective on what’s possible. It’s a conversation about belief, responsibility, and the discipline required to pursue meaningful work without losing sight of the life you’re building alongside it.

For most of his career, Shaun Belongie helped brands find their voice. Now he’s responsible for the story of one of craft beer’s most iconic companies.  In this conversation with Ryan, the CEO of New Belgium Brewing reflects on the unlikely path from marketing to the top seat, and what shifts when the decisions get heavier. They talk about leading through the Asheville flood crisis, making bets in a beer industry that has gotten harder and less predictable, and why innovation only works if you can stomach failure along the way. Shaun also shares what Voodoo Ranger taught the business, why some ideas need to stumble before the next one can fly, and how story becomes a leadership tool once you are the person everyone is looking to for direction.

Left brain. Right brain. East coast. West coast. Client side. Brand side. Dan Schunk has built a career on motion. Over nearly two decades, he has kept evolving and that includes spending time at some of the most recognizable names in media and tech. In this conversation with Ryan, Dan reflects on his roles at Pinterest, Walmart, TIME, and now Zoom, where he serves as Head of Creative. They talk about how teams still need people who can courageously defend their big idea. Why AI is best understood as a tool; not a replacement for judgment. Dan also shares the lens he uses when making big life decisions, how curiosity and learning remains at the forefront and why fulfillment matters more to him than any title or next move. 

In this edition of the Courage Brands Spotlight, Ryan is joined by Courageous' Action lead, Lisa Jacobs, for a two-brand audit that spans from prenatal vitamins to the Olympic podium. Lisa kicks things off with Ritual, the supplement company founded by Kat Schneider that built its reputation on radical transparency—traceable ingredients, science-backed formulas, public goal tracking, and even work with legislators to push for clearer industry standards in an under-regulated space. It’s a brand that treats trust as the product, not the marketing. Ryan then pivots to the Olympics, arguing that the five rings are stronger than ever. Despite a fragmented media landscape, the Games didn’t shrink—they decentralized and grew, driving record streaming minutes, social impressions, and renewed global engagement. From Ritual’s commitment to measurable integrity to the Olympics’ evolution into a modern platform brand, both prove the same point: courage brands don’t just talk about values, they operationalize them—and win.

Most leaders think their teams are performing. Eddie Geller measures whether they actually are. Originally from Australia, where “tall poppy syndrome” can cut high achievers down, Eddie is now the Founder and CEO of SKOR, the system that calculates what team dysfunction is costing companies in real dollars. In this conversation with Ryan, he shares how building and exiting companies led him to a simple realization: culture isn’t soft, it’s measurable. They explore why leaders often misread how they show up, how recognition and healthy conflict change performance, and why half of employees are afraid to speak up at work. Eddie breaks down the seven muscles of high-performing teams, explains why courage is the multiplier, and reveals what happens when organizations finally see the true cost of misalignment.

Colette Carlson doesn’t just talk about communication—she reads what’s not being said. A Human Behavior Expert and Hall of Fame keynote speaker, she joins Ryan for a conversation that feels more like two sharp minds thinking out loud than a traditional interview. They explore why leadership feels harder right now and why connection is still the skill that separates great leaders from the rest. Colette shares what decades on stages and inside organizations have taught her, reflects on growing up street-smart in Chicago, and explains why courage isn’t the same as confidence. Together, they break down what it actually takes to communicate clearly, lead effectively, and earn trust in today’s workplace.

Chris Dyer is a culture builder, bestselling author, and globally ranked leadership speaker who’s helped redefine what workplace success can look like. After leading companies that earned “Best Place to Work” recognition 15 times, Chris now spends his time on stages around the world, challenging leaders to raise the bar from good to unforgettable. In this episode, he and Ryan talk about what most companies get wrong about culture, why mediocrity is the default, and how leaders can show up when the moments matter most. Chris shares lessons from building—and selling—his own business, and what it takes to find community again when your team is suddenly gone.

For the first time in 250 episodes, Ryan steps up to the mic solo. No guest. No script. Just a raw, personal reflection on a question that’s been gnawing at him for months: are we still living in the land of the brave—or have we traded courage for comfort, distraction, and outrage? In this candid episode, Ryan explores what it means to choose courage at a moment when trust is low, fear is high, and the country feels more divided than ever. Ryan also shares his upcoming travels abroad where he’ll cheer on Team USA Olympic athletes like Jaelin Kauf and he reflects on patriotism, performance, and the quiet acts of bravery required to show up for one another when staying silent would be easier. It’s an honest conversation about the kind of courage this moment is asking of all of us.

Team USA Aerial Mogulist Jaelin Kauf is heading to Milan for her third Olympics—this time with two shots at gold as dual moguls make their debut on the world’s biggest stage. In this conversation, Ryan and Jaelin trace her rise from a quiet teenager to one of the fastest, most fearless skiers in the sport. They unpack her heartbreak of 2018, the redemption of Beijing, and the mindset that keeps her grounded when the pressure (and air) is highest. Jaelin opens up about the nerves, the noise, and her mantra—“deliver the love”—that helps her ski freely and with heart. With her new “Deliver The Love" foundation now in play, Jaelin enters the 2026 Olympic Games not just chasing medals, but inspiring the next generation of girls and women in sports.

Roi Ben-Yehuda has built a career exploring the dragons that get in the way of courageous action…and how to slay them. He’s the founder of NextArrow, where he works with leaders at companies like Twitch, Sony, and Angi to build cultures rooted in clarity and bold thinking. In this episode, he and Ryan dig into what courage looks like in the real world, and why most people know what to do but struggle to do it. They unpack Roi’s formula and how fear, ego, and self-doubt can quietly erode performance and talk about the role of humor, play, and storytelling in creating safer, stronger teams.

Ed Roberson is a conservationist, endurance athlete, and the creator of Mountain & Prairie, a podcast rooted in the stories and landscapes of the American West. But long before that, he was chasing a very different life—until a sudden health scare forced a reckoning that changed everything. In this episode, Ed and Ryan talk about discomfort as a compass, the pull of wild places, and the quiet transformation that happens when you choose effort over ease. Ed opens up about rewiring his ambition, leaving behind the shallow chase for success, and leaning into a slower, more deliberate path. They unpack the practices that keep him grounded, from long runs to long-form interviews, and the clarity that’s come with doing hard things on purpose.