The Rising Leader · 2025-10-22 · 37 min
You already know that listening is the foundation of effective leadership; we’re told we have two ears and one mouth for a reason. But what if I told you we’re still missing the mark? Leaders are instructed to be curious, not just reactive, yet many of us get stuck in our own heads, unable to truly hear the people around us, especially when the stakes are high. This week, I dive into the transformative art of listening with Oscar Trimboli, author of How to Discover the Hidden Key to Better Communication and the powerhouse behind the Deep Listening movement. Together, we bust some persistent myths about listening, unpack what it really takes to listen at scale in organizations, and explore the five essential levels of listening, starting with yourself. Let me tell you about Oscar Trimboli. He is an award-winning author, a sought-after keynote speaker, and the host of the Apple award-winning Deep Listening podcast. With a mission to create 100 million deep listeners in the workplace, Oscar’s research spans interviews with leaders, judges, hostage negotiators, and academics, as well as data from over 35,000 workplace listeners.
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