The Advanced Selling Podcast

The Customer Journey Mismatch: A Cautionary Tale


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In this solo series episode, Bill Caskey shares a revealing story about witnessing poor customer service at a store he visited recently, where a salesperson failed to meet a customer at their knowledge level when discussing smartwatch options.

He uses this experience to illustrate a crucial sales lesson: the importance of understanding where customers are in their journey before attempting to sell.

Caskey emphasizes that improving close rates requires asking the right questions and meeting prospects where they are, rather than making assumptions about their knowledge or needs.

Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrete to Reinventing Yourself and Your Business." http://12boldmoves.com

Kick off 2026 with our Insider coaching call on January 9th at noon. Discover the 5 essential lead generation strategies you need to hit your goals this year, including a simple-to-build lead generation engine Bill will walk you through step-by-step.

Learn more: advancedsellingpodcast.com/insider

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The Advanced Selling PodcastBy Bill Caskey and Bryan Neale: B2B Sales Trainers

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