#### USE THIS LINK for parking and reminders.

#### Failure often doesn’t stem from poor execution, but from focusing solely on immediate results. This is First and Second Order Thinking.

Second, third, fourth, and fifth-order thinking move beyond immediate consequences to consider deeper, cascading effects, and how this way of thinking can help predict and prepare for complex outcomes.
Drawing on a decade of experience wrestling with high-stakes strategic challenges in the Pentagon, Tony Caldwell challenges us to shift our focus from the immediate decision to understanding the Third, Fourth, and Fifth Orders of thought that determine long-term success.
Key Takeaways:

• Understand why focusing on immediate decisions and consequences (First and Second Order) leads to temporary wins and systemic fragility.
• Learn to redirect strategic attention to the deep source of competitive leverage by using the Third, Fourth, and Fifth Orders of Thinking.
• Learn to apply deep-order thinking to critical executive challenges, using realistic examples from today’s enviroment.
• Leave equipped to ask the critical questions that prevent cascading failures

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Tony Caldwell is a rare “Mustang” who rose from enlisted Soldier to Lieutenant Colonel, who transitioned from the foxhole to the boardroom, bringing over three decades of battle-tested leadership to the stage. As an executive advisor, storyteller, and keynote speaker, Tony specializes in helping high-potential leaders navigate complexity through 4th and 5th order thinking—a high-level strategic framework designed to eliminate confusion and drive long-term, systemic impact. Tony doesn’t deliver canned advice. Instead, he draws on his experience as a graduate of the U.S. Army War College and a recipient of the Legion of Merit to pull real, actionable answers out of his audience. His sessions are grounded in the same accountability and strategic foresight he used to cultivate high-performing teams across the military, corporate, and nonprofit sectors. When he isn’t scaling his YouTube series, Leading with Impact, Tony serves as an adjunct professor of American History or navigates the “tactical minefield” of his local HOA board. Known for his sharp wit and a deep fondness for premium bourbon, Tony delivers battle-tested truths with a sharp edge in his high-energy presentations that leave audiences with the clarity to lead and the discipline to follow through.

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