Help Customers Build Confidence in Saying YES | EP53

2025-09-05

Customer deals often stall not because the product is weak but because buyers doubt their own ability to make the right choice. Alex Raymond is joined by Brent Adamson, the co-author of The Challenger Sale, The Challenger Customer, and The Framemaking Sale, and the co-founder of A to B Insight, to discuss why decision confidence drives stronger outcomes than product features or supplier claims. Brent lays out the four forces that undermine confidence inside organizations: decision complexity, information overload, objective misalignment, and ...

Customer deals often stall not because the product is weak but because buyers doubt their own ability to make the right choice.

Alex Raymond is joined by Brent Adamson, the co-author of The Challenger Sale, The Challenger Customer, and The Framemaking Sale, and the co-founder of A to B Insight, to discuss why decision confidence drives stronger outcomes than product features or supplier claims. Brent lays out the four forces that undermine confidence inside organizations: decision complexity, information overload, objective misalignment, and outcome uncertainty.

The discussion shows how account managers can step into those moments of doubt and help customers move forward with clarity. What changes when a client ends a conversation not only trusting the solution but feeling more confident in themselves? And how does that shift the way long-term relationships are built? This episode points out a more human approach to account management - one that deepens trust, strengthens renewals, and supports lasting growth.

Episode Breakdown:

00:00 Introduction

03:10 Why Decision Confidence Drives High-Quality, Low-Regret Deals

07:19 Customer Self-Confidence vs Supplier Confidence

16:24 The Four Forces That Undermine Buyer Confidence

18:45 Why Stalled Deals Happen and How to Break Status Quo

27:53 Rep-Free Buying and the Risk Gap for Sales Teams

31:03 The Phrase That Frames and Practical Social Proof

35:59 From Expert to Connector in Account Management

40:35 Humanistic Sales and Helping Customers Trust Themselves

Connect with Brent Adamson:

Website