E99 - Debra Clary | From Truck Driver to C-Suite
About this episode
Dr. Debra Clary shares her journey from truck driver to CEO, highlighting her experiences and insights on leadership and curiosity.
In this Matthews Mentality Podcast episode, host Kyle Matthews interviews Dr. Debra Clary, founder and CEO of the Clary Group and author of The Curiosity Curve (launching with Fast Company in October 2025). Clary shares how she grew up feeling like an underdog and used that mindset to outwork others, beginning her career as a 4:00 AM Frito-Lay route driver in Detroit before moving into leadership roles at major organizations including Coca-Cola, Jack Daniels, Papa John’s, and Humana. She recounts learning credibility through discipline, building trust with backdoor receivers to increase route sales, earning a promotion to manager in nine months, and discovering the “power of a question” after being publicly accused of damaging truck tires that weren’t hers. Clary describes being fired after a corporate shakeup at Frito-Lay, landing at Coca-Cola through a recruiter connection, saving the Papa John’s account by gathering franchisee feedback and securing a video from Coca-Cola president Jack Stahl, then later being hired—and fired—by Papa John’s. After joining Jack Daniels as VP of strategy, she earned a doctorate at George Washington University and later moved to Humana, where she…
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