The Wisdom of Oz

The Wisdom of Oz is a leadership parable by Roger Connors, Tom Smith, and Craig Hickman that explores how leaders cultivate wisdom to guide decision-making, character, and long-term success. Using the familiar world of Oz, the book shows that true leadership wisdom is not about intelligence alone, but about applying timeless principles with discipline, humility, and courage.

The story follows a leader seeking guidance during a period of uncertainty and complexity. As the journey unfolds, the characters confront challenges that test judgment, integrity, and priorities. Through these experiences, the book illustrates that wisdom is developed through deliberate choices—how leaders see the world, treat others, and act when faced with pressure.

The central premise is that wisdom emerges from the alignment of values, perspective, and action. Rather than reacting to events or relying solely on expertise, wise leaders pause to consider consequences, learn from experience, and act in ways that build trust and credibility over time. The book emphasizes that wisdom can be learned, practiced, and strengthened through consistent habits and reflection.

At the core of The Wisdom of Oz are enduring leadership principles that guide wise action, including:

  • Seeking truth and perspective before acting

  • Balancing short-term demands with long-term impact

  • Exercising humility, accountability, and moral courage

  • Choosing character over convenience

  • Leading in ways that develop others

As with Roger Connors’ other Oz-based works, the story reinforces a powerful metaphor: the qualities leaders seek—wisdom, judgment, and discernment—are not granted by titles or authority, but are developed through intentional choices. The Emerald City represents a place where leadership is guided by clarity, principle, and thoughtful action.

The Wisdom of Oz is especially valuable for leaders facing complex decisions, ethical challenges, and organizational change. It provides a reflective yet practical framework for strengthening judgment and leading with purpose in an increasingly demanding world.

Table of Contents

  1. If I Only Had a…

  2. You Can’t Go the Way You Came

  3. Lions and Tigers and Bears, Oh my!

  4. The Cowardly Lion: Mustering the Courage to See It

  5. The Tin Man: Find the Heart to Own It

  6. The Scarecrow: Obtaining the Wisdom to Solve It

  7. Dorothy: Exercising the Means to Do It

  8. You’ve Always Had the Power