Bart Berkey – CEO/Founder at Most People Don't

Ranjay Gulati believes courage isn’t about being fearless — it’s about taking action when fear shows up. As the Paul R. Lawrence MBA Class of 1942 Professor at Harvard Business School and author of Deep Purpose and How to Be Bold, he studies how leaders and organizations confront uncertainty and turn it into fuel for growth. In this conversation with Ryan, Ranjay shares his fear equation, explores why risk-averse cultures fall into the “success trap,” and explains why purpose-driven conviction unlocks bold action. Along the way, he shares the family stories that shaped his lens and why feels Tom Cruise’s “I don’t mind being scared” mantra is a teachable skill, not something that he was born with. 

At Uber, Danielle Trivisonno Hawley turns bold ideas into work the world can’t ignore. As Global Executive Creative Director, she’s behind campaigns like “Tonight I’ll Be Eating,” Uber Don’t Eats, and #KeepUkraineMoving, while leading launches for products like Uber Reserve, Uber Teens, and Uber Trains. In this conversation with Ryan, Danielle shares the framework behind Uber’s creative voice—bold, direct, and rooted in heart—and how her team balances speed with clarity in a company that pivots overnight. They dig into staying brave in an autonomous, AI-driven future, the quiet rigor behind “making it look easy,” and why great advertising works when everyone feels included in the joke.

The things we say to ourselves we’d rarely say to another person. Our self-talk, when we let it run rampant, can spiral us, slow us down and shrink our self-confidence. On this episode of The Courageous Podcast, Ryan teams up with his co-authors Rhett Power and Suzy Burke, PhD to preview their new book Headamentals (out Oct 28), a book born from six years of research, rewrites, and real-life coaching. Together, they explore how to wrangle that inner critic and what it takes to ensure that self-talk doesn’t impact team-talk. Headamentals is part science, part story, part book and part workbook—and this conversation is your sneak peek into how to crack those self-narratives so that you can lead yourself and others. 

David van der Sanden turns Patagonia’s purpose into something employees can live, not just understand. As Head of Internal Communications & Engagement, he focuses on translating the company’s mission to save our home planet into stories, actions, and experiences that connect people to the work and to one another. In this conversation with Ryan, David shares how Patagonia’s “business-unusual” culture shows up behind the scenes, like pairing clarity with action through activism hours, repair programs, and Worn Wear initiatives. He reflects on leading with radical honesty, why curiosity beats confrontation in divided times, and how staying grounded in purpose keeps teams inspired and engaged.

Bob Philion spent 20 years wearing the cat on his chest—first as employee #1 launching Puma Golf, then as the architect behind Cobra Puma Golf, and ultimately as the leader of Puma North America. In this conversation with Ryan, Bob retraces three distinct “chapters”: moving from Europe back to Boston to start a category from scratch, building Cobra Puma Golf into a global disruptor out of Carlsbad, and then steering Puma’s North American engine across basketball, running, soccer, Formula One, and beyond. He shares what courage looked like inside the brand—betting on golf, doubling down with Cobra, and re-entering basketball. Now on sabbatical and writing a book, Bob distills three decades in sports into lessons on growth, mentorship, and vision—because, as he puts it, “growth is fun, growth is good, and it’s always worth chasing.”

Courage Brands Win. This week, we hit pause on the usual interview format for a fast, fun “Courage Brands Spotlight” discussion featuring Ryan and his partners Nicole Miller and Billy Collins. Nicole kicks things off with The Female Quotient—an unapologetic, action-oriented force that meets leaders where they already gather (CES, Cannes) with Equality Lounges and hard conversations everyone’s invited to join. Billy spotlights the Savannah Bananas, who are on a mission to rewire baseball for sheer fun; two-hour games, innings ending when someone scores, and fans recording an out by catching a foul ball. Ryan closes with BeatBox Beverages—the party-ready, wine-based cocktail that started on Shark Tank and is now riding a wave of success with Shaq.

Knight Campbell turns mountains into meeting rooms. A former Navy helicopter pilot and Naval Academy leadership instructor, he now takes executive teams off-grid—rock climbing, rafting, and trekking—to work on the real “crux” of how they lead. Phones go away. Titles fade. Trust and honest talk show up. In his conversation with Ryan, Knight recalls a Joshua Tree client who lost service and then chose to keep her phone off until Monday, proving that awe and accountability open conversations no boardroom can. He shares a core lesson from the alpine: sometimes speed is safety, but great leaders fight the real enemy—hurry—by practicing presence.

Bree Groff thinks it’s an emergency that half of us feel dread at work every week, and that we’re trading five‑sevenths of our lives just to reach Friday. In this conversation with Ryan, the former NOBL CEO and current SYPartners advisor traces how losing her mom to cancer and caring for a dad with Alzheimer’s jolted her from helping leaders execute their vision to stating her own. She introduces a few characters and themes from her latest book, Today Was Fun, including Bob the Alien, who decides Google Calendar secretly runs Earth. Bree’s metric is simple: curl into bed most nights and honestly say, today was fun. If not, rewrite the rules—you made them up anyway.

Bart Berkey believes in doing what most people don’t—remembering names, anticipating needs, and showing up with contagious positivity. A former global exec in luxury hospitality (Ritz-Carlton, Hyatt), Bart took three decades of service experience and turned it into a movement. In this episode, Ryan and Bart talk about the power of “active remembering,” why being kind beats being right, and how the phrase Most People Don’t. But You Do. became a calling card for courageous leadership. Bart shares lessons from the stage, his podcast, and the frontlines of hospitality, offering practical ways to notice more, include others, and overdeliver. His belief? The smallest gestures often have the biggest impact—and our job as leaders is to help others feel seen.

Todd Kaplan believes legacy brands should feel as fresh as a track that just dropped. In his first ten months as CMO of Kraft Heinz North America, the former Pepsi disruptor has already launched DJ Mustard’s limited-edition condiment, staged the Oscar Mayer “Wienie 500,” and watched each sell out or go viral in minutes. In this episode of The Courageous Podcast, Todd tells Ryan how his “collaborativity” sessions collapse client-agency walls so ideas can sprint from a cafeteria napkin to Grammy broadcast almost overnight. He explains why marketers must “play to win,” and how short steps plus a long vision keep 70 household staples evolving without losing their soul. From Nike’s Kool-Aid sneakers to reviving 150-year-old pantry icons, Todd shows that speed, fun, and strategic risk are now table stakes for brands.