Which of the 4 'Villains of Listening' is holding you back?

22 Sept 2021 · 21 min
20:52

In this interview, Oscar Trimboli, a deep‑listening expert, explains why most people have never been taught how to listen and how that gap can be turned into a competitive advantage for entrepreneurs. He describes his journey from a Microsoft marketing director pondering whether listening could be "coded" to a full‑scale assessment platform that scores listeners on 20 questions and feeds data into a 90‑day challenge. The research, conducted with behavioural scientists and academics, identified four common "villains" of listening – Dramatic, Interrupting, Lost, and Shrewd (the DILS). Trimboli notes that 75 % of people over‑estimate their listening ability, making self‑awareness the first villain. He shares neuroscience‑based hacks: we speak at ~125 wpm, can listen up to 400 wpm, think at ~900 wpm, and can sustain attention for only 12 seconds, highlighting a huge mismatch between what speakers say and what listeners think. To bridge this gap he teaches three simple, non‑sequential questions – “Tell me more”, “And what else?”, and a purposeful pause – that help uncover the unspoken thoughts of customers, investors, or employees. Trimboli also contrasts Western and Eastern listening cultures, noting the six‑dimensional concept of “ting” in Chinese and the value of the “pregnant pause”. He then details how he turned his insights into tangible products: a podcast series, deep‑listening playing cards, a jigsaw puzzle, an online quiz, and a community‑driven 90‑day challenge, all supported by a third‑party assessment platform (Evaluation Solutions) integrated with Infusionsoft CRM. The conversation closes with reflections on persistence, publishing, and the entrepreneurial payoff of truly listening.

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