THE SECRET TO SELLING TO THE CFO AND OTHER EXECUTIVES

8 Jul 2025 · 46 min
The Brutal Truth about Sales and Selling - We interview the world's best B2B Enterprise salespeople.

8 Jul 2025 · 46 min

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In this podcast episode, hosts A and B interview Chris Tomp, a former CPA turned North American sales leader at a Series‑B fintech startup. The conversation covers Tomp’s unconventional path from Deloitte tax accountant to top‑performing sales rep and then sales manager, emphasizing how his finance background, process discipline, and personal traits (curiosity, drive, intelligence) inform his approach to selling complex solutions to CFOs and other finance‑focused executives. Tomp explains the unique challenges of selling to CFOs—risk aversion, love of Excel, and the need to demonstrate risk reduction—while stressing the importance of deep discovery, preparation, and vision‑painting. He shares hiring criteria for sales reps (coachability, curiosity, intelligence, drive), coaching techniques, and the value of cross‑training (e.g., firefighting analogies, behavioral economics). The hosts intersperse promotional messages for their Brevity Play and B2B Revenue courses, positioning sales as a practiced craft rather than a set of tips and tricks. The episode concludes with practical advice on asking open‑ended questions, identifying champions versus coaches, and the mindset required to continuously improve as a sales professional.

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