Oscar Trimboli: How to Listen

Oscar Trimboli is an author, host of the Apple award-winning podcast Deep Listening and a sought-after keynote speaker. He is passionate about using the gift of listening to bring positive change in homes, workplaces, and cultures around the world. Through his work with chairs, boards of directors, and executive teams, Oscar has experienced firsthand the transformational impact leaders and organizations can have when they listen beyond the words.

Oscar is a marketing and technology industry veteran with over 30 years experience across general management, sales, marketing, and operations for Microsoft, PeopleSoft, Polycom, Professional Advantage, and Vodafone. He is the author of the book, Deep Listening and now, his newest book, How to Listen: Discover the Hidden Key to Better Communication*.

In this conversation, Oscar and I explore several of the assumptions that tend to get in our way of listening well. Oscar highlights distinctions that will be useful mindsets for you in showing up better in future conversations. Plus, we discuss how listing goes far beyond simply asking questions.

Key Points

Before we begin listening, it is helpful to tune…much like as orchestra.

We can’t always give our full attention, but we can make the choice as to whether we are paying attention or giving attention.

As much as we intend otherwise, sometimes we listen less well in our closest relationships.

Aim to be curious instead of drawing conclusions.

Asking questions does not necessarily mean you are listening well. Aimless and arbitrary questions are everywhere.

Resources Mentioned

How to Listen: Discover the Hidden Key to Better Communication* by Oscar Trimboli

Interview Notes

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Related Episodes

The Way to Be More Coach-Like, with Michael Bungay Stanier (episode 458)

Four Habits That Derail Listening, with Oscar Trimboli (episode 500)

How to Genuinely Show Up for Others, with Marshall Goldsmith (episode 590)

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