Pioneering tech executive, philanthropist, bestselling author, and Chair of the National Geographic Society, Jean Case brings a rare blend of vision, optimism, and audacity to every chapter of her life. From her early leap into the startup world at AOL to her decades of social impact with The Case Foundation, leadership in business, and innovation, Jean has built a career defined by courage, curiosity, and a fearless belief in possibility.

The conversation traces Jean’s journey from modest beginnings to the helm of one of the world’s most iconic institutions. She reflects on the risks that shaped her path, the lessons learned from failure, and the importance of creating opportunity for others. Through stories of discovery, philanthropy, and self-disruption, Jean reveals what it means to live boldly — to make big bets, embrace the unknown, and use your platform for good. Whether leading at National Geographic or inspiring the next generation through her book Be Fearless, Jean reminds us that true success isn’t found in comfort — it’s found in courage.

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A Club Member since 2004, real estate investor, entrepreneur, and vintner, Antonio Castellucci embodies the American dream. Born in Italy and raised in Buenos Aires, he moved to the United States in his early twenties — carrying with him a strong work ethic, an eye for opportunity, and a deep sense of family heritage. He built a successful career in residential development in the Bay Area, forging his own path as an entrepreneur.

But a getaway property in Napa Valley soon sparked something more. What began as a retreat evolved into Castellucci Napa Valley, a boutique winery shaped by generations of family passion and purpose. In this heartfelt conversation, Antonio shares how real estate, family, and the pursuit of lasting impact have defined his path — and what it means to build something that endures for the next generation and beyond.

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In this episode, breast cancer survivor, keynote speaker, author, model, and Club Member since 2003, Christine Handy shares her remarkable journey through illness, identity, and reinvention. From the runways of Miami and New York to the isolating world of hospital rooms and chemotherapy, Christine’s life was dramatically reshaped by a breast cancer diagnosis that forced her to confront everything she once believed about beauty, strength, and self-worth.

Rather than retreat, Christine emerged with a renewed sense of purpose. Through deep faith, a tight circle of devoted friends, and a desire to serve others, she became a voice for women navigating illness, self-image, and healing. Her memoir Walk Beside Me has inspired thousands, and her story now lives on in the award-winning film Hello Beautiful. In this powerful conversation, Christine reflects on the courage it takes to be vulnerable, the grace found in receiving help, and the legacy that can come from turning personal pain into public light.

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Visionary entrepreneur and Member of The Club since 2021, Darioush Khaledi, reflects on a life shaped by tradition, tenacity, and deep gratitude. From a boyhood in Shiraz to building Southern California’s largest family-owned grocery business, Darioush’s story is rooted in hard work and a belief in the boundless possibility of the American dream. With his wife Shahpar by his side, he founded Darioush Winery to honor his Persian heritage while embracing the opportunity and optimism he found in his adopted home.

For Darioush, business — whether in construction, groceries, or wine — has always been about people. In this conversation, he reflects on the values that have defined his path: hospitality, humility, cultural pride, and a deep sense of responsibility to give back. It’s a powerful story of what it means to build a life with intention — and to turn gratitude into legacy. 

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Legendary Chef Thomas Keller shares the moments that shaped his life — from formative mentorships to early lessons in discipline, ambition, and resilience. Known for holding seven Michelin stars and setting new standards in fine dining at The French Laundry, The Surf Club, and Per Se, Chef Keller offers a rare perspective on the philosophies behind his enduring success. He explores why cooks cook, the emotional roots of hospitality, and the beauty of creating unforgettable experiences — one guest and dish at a time.

With humility and clarity, Chef Keller discusses legacy, the long game of persistence, and the sense of urgency that has defined every kitchen he leads. He speaks to the evolution of ambition, the discipline behind consistency, and how true impact is built through intention. His story is a reflective meditation on craftsmanship, care, and the enduring value of doing things well.

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Executive coach, author, and Club Member Tish Squillaro's no-nonsense leadership style and deep emotional intelligence have helped shape boardrooms and businesses alike. As the founder and CEO of Candor Consulting, Tish brings clarity, confidence, and compassion to her clients, helping them lead better by first understanding themselves.

Tish opens up about the power of self-awareness and the value of navigating tough conversations with honesty in leadership and in life. Her story is equal parts strategy and heart, reminding us that living well isn’t just about success — it’s about intention, connection, and showing up fully in every chapter.

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Gray Malin, the celebrated fine art photographer and best-selling author, is known for transforming ordinary moments into joyful, iconic imagery. From the salt flats of Bolivia to the sun-drenched beaches of Bondi, Gray has built a global brand around optimism, color, and the power of perspective. But behind the dreamy aerials and bestselling books is a disciplined entrepreneur with a deep appreciation for the stories behind each shot.

Gray shares how travel has shaped his creativity, how business decisions are often driven by instinct, and how he makes every day a getaway. He opens up about moments of risk, resilience, and why joy isn’t just a theme in his work — it’s a value he lives by. Whether photographing camels in Palm Springs or soaking up inspiration from a Members-only residence in Costa Rica, Gray offers a candid look at the energy and intention behind a beautifully curated life.

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CAPT Jim “Guido” DiMatteo has been a Club Member for 20 years, a decorated U.S. Navy veteran, and a globally recognized figure in aviation. With a career spanning nearly three decades as a Naval Aviator, Jim has flown elite fighter jets, led top squadrons, and served as Director of the Navy’s High-Performance Aircraft Division. But what sets him apart isn’t just his service record — it’s his unshakable commitment to excellence, legacy, and purpose.

The conversation takes us from Jim’s early influences — particularly the inspiration of his late father, a fellow Naval Aviator — to the values that have guided his career and personal life. He reflects on what it means to lead with integrity, perform under pressure, and push limits with humility and grit. Whether commanding a squadron, directing the Red Bull Air Races, or spending time with family, Jim approaches each chapter of life with the same bold energy and deep sense of gratitude.

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