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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