Sheila Lirio Marcelo, founder of Care.com and Ohai.ai, shares her remarkable journey from young immigrant mother to tech founder and CEO. She opens up about the sacrifices behind entrepreneurship, the hidden costs of unpaid labor, and the systems she’s building to support families and restore connection. Sheila reflects on raising capital, staying data-driven while leading with heart, and the dualities of bold, authentic leadership. With wisdom forged in both business and life, she offers a compelling vision for how technology—and self-awareness—can help us lead better, live more fully, and love deeper.

Frank Lorenzo, legendary airline executive and author of Flying for Peanuts, reflects on the high-stakes world of aviation, business transformation, and leadership under fire. From pioneering low-cost fares and managing massive union battles to negotiating with Donald Trump and leading through tragedy, Frank shares lessons learned from decades in the cockpit of industry change. He also opens up about reputation, resilience, and the human cost of leadership, offering hard-earned wisdom for anyone navigating complexity, criticism, or crisis. This candid conversation sets the record straight—and shows what it really takes to lead during turbulent times.

Dana Maor, McKinsey senior partner and lead author of The Journey of Leadership, shares insights from her work advising global CEOs on how to lead from the inside out. Drawing on 26 years at McKinsey, Dana unpacks the new rules of leadership in an age of complexity, from embracing humility and inner agility to learning how to be vulnerable without losing authority. She also explores the powerful dynamics of team psychology—why everyone keeps things from the boss, how leaders can uncover their own triggers, and how to build trust across top teams. Packed with research, real stories, and actionable tools, this episode is a roadmap for anyone ready to lead with greater self-awareness, impact, and clarity.