The "Questions That Sell" Summit

from Getting to Club Hosted by Chris Orlob, CEO, Caliber

Why do some sellers get executives talking openly while others hit discovery fatigue in the first five minutes? In this summit session, Chris Orlob, CEO of Caliber, shares new Caliber Index data from about 300,000 AI-analyzed calls across 1,592 AEs. It points to one overlooked skill: strategic synthesis, which means handing buyers their problem back sharper and clearer than they gave it to you. Top sellers are 69% stronger at it than average reps, yet only 17% score strong or higher.

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The "Questions That Sell" Summit

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This episode is 1 hour and 9 minutes long.

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This episode was published on September 25, 2026.

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