
How Leaders Think with Kenny Lange How Oscar Trimboli Thinks About The Hidden Key to Better Communication
Oct 22, 2025
Oscar Trimboli, an award-winning author and keynote speaker, dives into the art of deep listening. He discusses how listening shapes team dynamics and innovation, revealing vital insights like prioritizing self-awareness before understanding others. Oscar also debunks myths around communication, emphasizing that what's unsaid often holds the key. With practical advice on reducing distractions and using reflective techniques, he provides actionable strategies to enhance listening skills in any context.
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A Single Question Sparked A Quest
- In 2008 Oscar's VP told him, 'if you could code how you listen, you could change the world.'
- That comment sparked books, tools, games, and a roadmap to code listening into software and assessment tools.
Listen To Yourself First
- Start listening to yourself first by noticing internal 'browser tabs' and distractions before engaging a speaker.
- Use this self-awareness to be present and ready for deeper listening.
Listen Beyond Words
- Listening to what someone says captures only a small fraction of their thinking.
- Focus on yourself first, then notice what the speaker hasn't said to reach deeper meaning.







