How will today’s actions shape your legacy?

We often think of legacy as the distant echo of a life already lived—what people will say at our memorial or what name lives on a building. But real legacy isn’t a future event. It’s alive. It’s now. Every decision you make today is a seed planted in the soil of your leadership story.

Who challenges your assumptions?

Elite athletes understand the transformative value of coaching. Serena Williams, Tom Brady, and Simone Biles all worked with coaches long past the point where they had mastered their disciplines—not because they were uncertain, but because they understood that greatness requires guidance. Coaching provides feedback loops, strategic insight, and accountability that self-driven performance often lacks.

Who are you afraid to disappoint?

This question often reveals more about our leadership than our goals or achievements ever could. As leaders, we strive for harmony, excellence, and approval. But here’s an audacious truth: meaningful leadership inevitably involves disappointing others.

But here’s the truth: progress doesn’t always mean movement. Sometimes, progress means pausing. Sometimes, it means reclaiming ourselves before we lose sight of who we are.