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

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

From Unmasked: The CEO Files by Leanne Bucaro, Alan McLaren

January 8, 2026 · 50 min · Episode 67

About this episode

Alan McLaren interviews Jeff Cullen about leadership, neurodiversity, and the journey from success to significance in business.

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…

People in this episode

Host: Alan McLaren

Guest: Jeff Cullen

Topics covered

  • leadership
  • neurodiversity
  • values-based business
  • accountability
  • trust
  • personal growth

Keywords

  • leadership
  • ADHD
  • accountability
  • trust
  • business culture
  • financial crisis
  • entrepreneurship

Mentioned in this episode

Organizations: YPO

Places: Canada, 17 countries

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