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The Art of Asking Questions That Win Sales - By Jordan Dessauer

open-ended questions questions sales Jul 14, 2025

Want to close deals like a master detective cracking a case? Chapter 2 of the BOOST book, out September 2025, dives into the “O” of the BOOST Sales Success System: Observe customer needs. It’s all about asking the right questions to uncover pain points and build trust, turning you into a sales sleuth who solves problems before clients even name them. In 2025, when AI’s handling the data, your ability to dig deep with smart questions is the human edge that seals the deal.

Start with open-ended questions like, “What’s the biggest challenge in your business today?” Chapter 2 teaches you to listen for the unsaid—hesitations or frustrations that reveal true needs. Follow up with, “How’s that impacting your goals?” to unearth hidden gems, like a client worried about costs but really craving efficiency. The BOOST author used this to close millions in real estate, spotting needs competitors missed. It’s not just talk; it’s strategy, backed by neuroscience that sparks trust. Ask, listen, empathize, and you’ll craft solutions that feel like a custom fit. Ready to master the art of questions? Visit www.realwiseacademy.com for a 1-hour assessment ($350) or 10-hour package ($2,997) to hone your skills. Pre-order BOOST now and start winning sales like a pro!

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