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Let's Get Carried Away

In today’s episode, I reflect on a question a CEO once asked me after a leadership workshop: “Are you having fun?” It was a casual question, but it stayed with me. Over time, it became less about whether I enjoyed the workshop and more about what I was choosing to carry into every meeting, convers…

Best of…Leadership Essays

In today’s episode, I explore why a strong strategy can still struggle once it leaves the leadership meeting. Leadership teams often do the hard work of gathering data, debating trade-offs, pressure-testing assumptions, and arriving at a sound decision. Yet once execution begins, a different reali…

The Useful Opponent

In today’s episode, I explore the difference between assigned opposition and genuine dissent. For centuries, leaders have created formal roles and exercises designed to challenge accepted thinking. Red teams, pre-mortems, and competitor role-playing can help a team notice risks that ordinary plann…
In today’s episode, I explore a tension every leader eventually faces: when to look again, and when to trust the decision you’ve already made. There’s an important difference between checking the work and questioning the judgment. One can reveal an error. The other can reveal that circumstances ha…

The Maybe Story

In today’s episode, I reflect on a simple story about a Chinese farmer and the word “maybe”—a word that can sound like hesitation, but can also represent something much more powerful: a disciplined openness to what we do not yet know. As leaders, we are constantly surrounded by pressure to interpr…
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