How the Deal was Done | Deal Stories Podcast
Chas Puleo, a senior sales executive at Alkami, shares his experience in closing a transformative $5 million deal in the digital banking space. This episode covers the challenges of resetting a deal after a key decision-maker was promoted and the importance of business cases in complex sales cycles. Background: * Chas started his career in banking and transitioned into tech sales, currently at Alkami as a senior sales executive. * The deal took over two years, with an internal team evaluation for a digital banking platform at a financial institution. Challenges: * Rebuilding momentum and trust after the main decision-maker was promoted. * Navigating a long, complex sales cycle while maintaining consistent engagement over two years. Key learnings: * Building a collaborative business case with the client ensures alignment and trust. * Leveraging relationships and offering best practices can help smooth long internal evaluations. Timestamps: * 07:15 — Chas's background and entry into tech sales * 12:34 — First contact and prospecting challenges * 21:10 — The importance of building a champion in the client organization * 24:45 — Resetting the deal after a key decision-maker was promoted * 31:12 — Collaborative business cases and their importance in complex sales * 40:50 — The value of integrity and avoiding negative selling * 45:30 — Using imposter syndrome as a superpower * Resources: * Find Chas on LinkedIn [https://www.linkedin.com/in/chaspuleo/] where Chas releases his newsletter * Find Chas's art online at Chasisart.com [https://www.chasisart.com] * Thank you to Fluint for Sponsoring this episode. Fluint helps sellers build a business case [fluint.io/dealpod] that can sell for them when they aren’t in the room. * Questions, comments, ideas - reach out to Andrew Kappel on LinkedIn [https://www.linkedin.com/in/andrewkappel/]
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