EP550: Hunter Rademacher - Sell The Pain: How To Close More Bookkeeping Deals With Ease

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Hunter Rademacher has closed roughly 250 bookkeeping, payroll, and accounting deals in five years as an Account Executive at CSI Accounting & Payroll. In this conversation with guest host Louie Crossberry, Hunter shares the practical sales framework he uses every day — the kind of thinking that bookkeepers rarely get exposure to, but desperately need when it comes to winning new clients and holding on to good-fit ones.

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Chapters

[00:00] Opening Quote on Emotional Decisions

[01:12] Hunter's Background and Path to Sales

[04:30] Dos and Don'ts When Engaging Prospects

[07:00] Discovery Questions That Surface Real Pain

[10:30] Building Strategic Partnerships

[16:30] Cold Outreach and Research Tactics

[21:00] Using AI to Prepare for Sales Calls