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 120: how to think and listen like the team at pixar animation Heidi Rosenfelder Jamie Woolf
Oscar Trimboli interviews Jamie Woolf and Heidi Rosenfelder, former employees of Pixar Animation Studios and founders of CreativityPartners, discussing the importance of listening in building connections and fostering innovation. Woolf and Rosenfelder emphasize...
Podcast Episode 119: a visual summary of how to listen – the most comprehensive book on listening in the workplace based on research with over 28,000 people
To celebrate the first anniversary of how to listen: discover the hidden key to better communication, the most comprehensive and awarded book about listening in the workplace, we have created a visual summary of the book. Each of the eight chapters is distilled into...
Podcast Episode 118: the significant ramifications of your work environment on listening with Dr Krishna Naineni
Dr. Krishna Naineni works as a general practitioner in England. He's a member of the Royal College of General Practitioners and is a faculty at Brighton and Sussex Medical School. He's passionate about listening education, research, and practice. He's delivered...