The Courageous Podcast with Ryan Berman

After 15 years helping shape the storytelling behind Disney’s most iconic experiences, former Vice President of Global Creative Jim Real joins The Courageous Podcast to talk about what it means to leave a dream job in pursuit of what’s next. Drawing on a career that spans Disney, global agencies, and years spent building brands across the U.S. and Asia, Jim shares why courage is less about fearlessness and more about moving forward before the path is fully clear. Ryan and Jim explore the power of storytelling and the importance of curiosity. Jim also reflects on lessons from his father’s journey to sobriety, and why the next chapter of his career is focused on helping leaders, brands, and teams find the stories only they can tell.

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.

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.

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.