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$150,000 First Place Winner Engaging the Masses & The Subtle Art of Asking the Right Way video

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In this segment, my guest, Andrew Satz extends the concept of “asking” beyond investor pitches to encompass broader audience engagement. They recall an experience where they won $150,000 in a pitch competition held in an arena, noting that a large majority of the audience members were not investors. This led them to ponder what types of questions they could ask to make the audience feel engaged and involved.

Andrew also reveals that the guidance they received to always “make an ask” has been highly influential. This strategy was applied in a specific scenario where the audience consisted of venture capitalists who were also the judges. Andrew used techniques inspired by the book “Never Split the Difference,” where the question posed is structured in a way that a ‘no’ answer actually means ‘yes’. For example, asking, “Am I being too bold in asking for 20 minutes of your time?” is designed to get a ‘no’, which really translates to a ‘yes’ for scheduling the time.

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Salvatore Buscemi

Salvatore M. Buscemi is the Co-Founder of Dandrew Partners, LLC a boutique real estate investment bank.

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