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Tim
Riesterer
Chief Strategy Officer
Corporate Visions
Tim is the sought after expert on evidence-based revenue growth using counterintuitive approaches. Known for his candid thought leadership and engaging keynotes, he’s spent decades testing and refining go-to-market strategies that put buyers squarely at the center. Tim is the author of four insightful books, including Customer Message Management, Conversations that Win the Complex Sale, The Three Value Conversations, and The Expansion Sale.
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18 November 2026 12:30 - 13:00
Confident isn’t the same as correct: The cognitive surrender trap in AI-assisted selling
AI is transforming how sellers prepare, plan, and act—but more context does not guarantee better judgment. A new study found that sellers followed flawed AI-generated plans nearly as often as sound ones and felt equally prepared either way. Sellers felt confident because they had a plan, regardless of its quality. In this session, Tim Riesterer explores this research and what happens when AI moves from generating content to shaping seller behavior. - Why can AI give generic guidance, even when it draws on your company’s knowledge and data? - What should govern its recommendations? - How can organizations preserve human judgment across the full spectrum of seller development - from training and enablement to practice, coaching, and in-the-moment guidance? The answer is methodology-governed AI: systems that diagnose the selling situation, apply the right framework, evaluate the evidence, and guide the next best action. The future of AI-assisted selling will not belong to the systems that sound most confident, but those that help sellers know what is correct.