From Success to Significance with Pioneer Jeff Cullen | Unmasked: The CEO Files

In this episode of Unmasked: The CEO Files, host Alan McLaren sits down with entrepreneur and YPO leader Jeff Cullen for a deeply honest conversation about leadership, neurodiversity, trust and building a values-based business that lasts. Jeff shares his journey from founding a Canadian logistics company at 27 to scaling it into a multinational organization across 17 countries and navigating both a painful fire-sale exit and a later, highly successful acquisition. Along the way, he opens up about living with ADHD, managing impostor syndrome, surviving financial crisis, and why leadership is less about control and more about accountability, alignment, and trust. This episode goes beyond growth metrics and exits to explore what it really means to move from success to significance, including how transparency, advisory boards, cultural accountability and a “prosperity for all” mindset can transform both people and performance. If you’re a CEO, founder, or senior leader navigating scale, pressure, or personal doubt, this conversation offers hard-earned lessons in leadership signal, resilience, and building trust at scale. In this episode, we explore: ➡️ How ADHD can become a leadership superpower - not a limitation ➡️ The shift from responsibility to accountability that transformed company culture ➡️ Lessons from a financial crisis, failed exit, and rebuilding stronger than before ➡️ Why advisory boards, trust, and listening are critical at the CEO level ➡️ How “prosperity for all” creates alignment, loyalty, and long-term performance Connect with Jeff Cullen: 🔗 LinkedIn: https://www.linkedin.com/in/jeffrey-cullen-b2566a3/