That Will Nevr Work Podcast

S7|G14 The Three Questions Every Entrepreneur Needs to Hear with Sean Shannon

May 8, 2026·33 min
Episode Description from the Publisher

What if the revenue your business is missing isn't a marketing problem, and it isn't a sales problem — it's a conversation that's never happening between two teams that are supposed to be on the same side? In this episode of That Will Nevr Work, host Maurice sits down with Sean P. Shannon — Founder of Strategic Growth Design, Fractional Chief Sales Officer, and 34-year sales leadership veteran who built his entire career selling something most people said couldn't be sold: radio airtime. From rising through the ranks at iHeart, Audacy, and Cumulus Media to building iconic Atlanta brands like Q99.7 and 99x as a Senior VP and Market President, Sean has spent three decades helping hundreds of small and medium-sized businesses unlock revenue they didn't know they were sitting on. Now, Sean is on a mission to help entrepreneurs stop the silent war between their marketing and sales teams — and it starts with three questions most businesses have never thought to ask. In this episode, you'll discover:The three critical questions every marketing team must ask their sales leader — and why most never doWhy the gap between what marketing says and what sales hears is costing businesses more than any ad budgetSean's Three V's pipeline diagnostic framework: Volume, Velocity, and VeracityWhat 34 years of selling air taught Sean about making the invisible undeniableThe objection data hiding inside your sales team that is your entire content strategyWhy the founder who hates selling is leaving more money on the table than any other single business decisionHow the Fractional CSO model is giving SMBs C-suite sales strategy at a price they can actually afford If you're building a business and your marketing and sales aren't speaking the same language — this episode is the intervention you didn't know you needed. 🔗 Connect with Sean: linkedin.com/in/sean-p-shannon | strategicgrowthdesign.com🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

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