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Oak McCulloch spent 23 years making life-and-death decisions in combat, then proved those same leadership principles work just as powerfully in classrooms, boardrooms, and nonprofit missions. Today, he translates that hard-earned wisdom into high-impact keynotes that leave audiences equipped, inspired, and ready to lead at a higher level.
Whether he was leading soldiers through Desert Storm, rebuilding hurricane-ravaged communities, or turning struggling ROTC programs into national powerhouses (tripling one in three years and growing another from 15 to over 100 cadets), Oak has spent four decades turning chaos into clarity and potential into performance. His specialty? Taking organizations—and people—considered “average” and making them exceptional.
Retiring as a highly decorated Lieutenant Colonel (Bronze Star, 8 Meritorious Service Medals, Humanitarian Service Medal), Oak could have rested on an extraordinary military record. Instead, he kept serving: revitalizing the Bay Area Food Bank, advising the Mobile Area Chamber of Commerce on military-civilian partnerships, and teaching the next generation of leaders at West Point’s sister programs and top universities.
The author of the acclaimed book Your Leadership Legacy: Becoming the Leader You Were Meant to Be, Oak now speaks to corporations, associations, universities, and leadership conferences worldwide. His presentations are equal parts battlefield stories, laugh-out-loud humor, and immediately usable frameworks. Audiences consistently say the same thing: “I walked in curious and walked out changed.”
When Oak speaks, people don’t just hear about leadership; they experience what great leadership feels like and leave knowing exactly how to apply it on Monday morning.
Oak and his wife, Kelly, live in Daytona Beach, Florida. They have two children and three grandchildren—and he still answers to “Oak” faster than “Lieutenant Colonel.”
Oak, you stole the show! That was a truly inspiring presentation, and people were talking about it until the very end of the conference. Thank you so much for sharing your lessons with our members (and receiving our first-ever standing O!).
~ Jack McCullough, Founder & President of the CFO Leadership Council
Unlock the leader within you by discovering key strategies for personal growth, decision-making, and influence. This keynote empowers individuals to harness their strengths, inspire others, and drive meaningful change in their organizations and communities.
Success is not accidental; it’s intentional. This session provides a roadmap to achieving excellence by equipping attendees with essential skills, mindset shifts, and actionable strategies to overcome obstacles and reach their highest potential.
Great teams don’t just happen-they are built with purpose. This keynote explores the pillars of high-performing teams, emphasizing communication, trust, collaboration, and accountability to drive productivity and innovation.
Change is inevitable, but strong leadership can turn uncertainty into opportunity. This session focuses on adaptive leadership, resilience, and strategic agility, helping leaders navigate transitions and inspire their teams during times of transformation.
Transform your Leadership Conference or Corporate Event with Oakland McCulloch, who’s led through combat, disaster relief, and organizational turnarounds. Oakland’s dynamic keynotes deliver battlefield-tested strategies and actionable insights that inspire and empower immediate results.
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