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Deep Listening for Business Leaders with Oscar Trimboli

Updated: Jul 12, 2023

Take a dive into deep listening with these tips from an expert!

In this episode of the Beauty of Conflict, Susan and CrisMarie have the pleasure of interviewing Oscar Trimboli, host of the Apple award-winning podcast Deep Listening, to discuss the importance of deep listening and effective communication in the workplace. Oscar emphasizes the role of storytelling in creating engaged listeners and transmitting impactful messages, explaining how starting with a story and ending with statistics can effectively capture people's attention. He provides practical tips for tuning one's listening instrument, such as creating a ritual for planned meetings by playing music that matches the meeting's nature and managing electronic notifications and distractions, including the growing presence of connected watches. Oscar encourages meeting hosts to foster an environment where everyone listens to each other, enabling the group to solve problems collaboratively and highlights the significance of listening for meaning while being open to diverse perspectives.

Listen to this episode to learn how to harness the power of listening from Oscar Trimboli!

About Oscar Trimboli

Oscar Trimboli is an author, host of the Apple award-winning podcast Deep Listening and a sought-after keynote speaker.

Along with the Deep Listening Ambassador Community, he is on a quest to create 100 million deep listeners in the workplace.

Through his work with chairs, boards of directors, and executive teams, Oscar has experienced first-hand the transformational impact leaders can have when they listen beyond words.

He believes that when leadership teams focus their attention and listening, they will build organizations that create powerful legacies for the people they serve – today and, more importantly, for future generations.

Oscar is a marketing and technology industry veteran working for Microsoft, PeopleSoft, Polycom, and Vodafone. He consults with organizations, including American Express, AstraZeneca, Cisco, Google, HSBC, IAG, Montblanc, PwC, Salesforce, Sanofi, SAP, and Siemens.

He is the author of How to Listen – discover the hidden key to better communication – the most comprehensive book about listening in the workplace, Deep Listening – Impact beyond words and Breakthroughs: How to Confront Assumptions

Oscar loves his afternoon walks with his wife, Jennie, and their dog Kilimanjaro. On the weekends, you will find him playing Lego with his grandchildren.

If you’d like us to speak at your organization about conflict, stress, team-building, or leadership, work with your team virtually, or coach you or leaders on your team, reach out to us!

If you enjoyed the show, please share the podcast with your family and friends, or post a five-star review on iTunes. Rating and reviewing the show helps spread the word, which means less friction and suffering for everyone, and who doesn’t want that?

Key Take-Aways

  • What deep listening consists of.

  • How storytelling works as an effective communication tool to establish meaningful connections.

  • How to create a culture that values and encourages active listening.

  • What evidence-based techniques can individuals use to improve their listening skills when interacting with others.

  • Why silence provides opportunities for reflection and generating thoughtful responses.


  • Connect with and follow Oscar Trimboli on LinkedIn.

  • Visit Oscar’s website!

  • Check out the Deep Listening podcast!

  • Find out more about your listening skills here!

  • Listen to more episodes of The Beauty of Conflict podcast here.

  • Find more details about Come Alive at Haven here.

  • Get your own copy of Crazy, Cracked, Warm, and Deep here!

  • Watch Ted Lasso, if it spiked your interest, here!

  • Get involved with us on our website.

  • Follow us on LinkedIn and see our latest videos!

  • If there’s something you want us to talk about related to the beauty of conflict for teams, let us know at!

  • Connect and follow Susan on LinkedIn.

  • Connect and follow CrisMarie on LinkedIn.

  • Listen to past episodes of the Podcast on Apple Podcasts.


CrisMarie Campbell and Susan Clarke

Coaches, Business Consultants, Speakers and Authors of The Beauty of Conflict

CrisMarie and Susan work with leaders and teams, couples in business, and professional women.

They help dysfunctional turnaround teams into high-performing, cohesive teams who trust each other, deal with differences directly, and have clarity and alignment on their business strategy, so they create great results.

Download the eBook, How to Talk About Difficult Topics, today!

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