About Oscar
Who is Oscar?
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.
How can you work with Oscar?
Keynotes
Often described as ‘changing the state of the room’, Oscar’s keynotes on Deep Listening bring a presence to his events that sets the tone and creates a wonderful atmosphere that lights the room with warmth and reflectiveness.
Workshops
Often described as ‘changing the state of the room’, Oscar’s keynotes on Deep Listening bring a presence to his events that sets the tone and creates a wonderful atmosphere that lights the room with warmth and reflectiveness.
90-day Program
Take a deep dive with your team, then follow through with individual and team-based accountability plans. This program does the groundwork for sustained high performance by listening on all levels and embedding change for the long term
Featured Podcast Episodes
Listen to the Apple Award Winning Deep Listening Podcast
Podcast Episode 129: Listening Masterclass – how to listen to what emerges in between – Part III of III
Claire Pedrick, Shaney Crawford and Oscar Trimboli explore the nuances and dynamics of workplace listening, including the importance of presence, flexibility, and curiosity. Key insights include: Listening is about creating shared meaning, not just exchanging...
Podcast Episode 128: Listening Masterclass- how to listen to what emerges in between
In Episode 127, Claire Pedrick and I discussed listening through many dimensions, including the role of pause and silence, the influence of the backstory and its impact on workplace change.
Now we are at Part Two of Three, you’re about to hear is the reflections from 16 different listeners who initially emailed Claire with their feedback and were open enough to agree to record their perspectives.
Some were recorded on audio, and some were video.
I invite you to notice what these 16 listeners heard that was similar and different to you.
What I loved exploring was listening to the wide variety of adjectives and verbs.
They used to describe their insights, how they explained what they saw, and their thoughtful reflections about HOW it was said and WHAT was said.
Podcast Episode 127: how to listen to what emerges in between – Part I of III – Listening Masterclass
What emerges in between? This episode is an 'experiment' between Claire Pedrick and Oscar Trimboli as a result of an introduction by Shaney Crawford from Japan. They explore the role of second languages, the value of silence, and the importance of understanding the...
