A silent dissenter won't respond to "What are your concerns?". Instead, "soft-float" several potential objections, like giving them a multiple-choice question (e.g., "Is it our integrations, our pricing, or something else?"). This lowers the barrier for them to engage and allows them to latch onto a specific point, revealing their true apprehension.

Direct questions in sales or leadership can feel confrontational. Prefacing them with 'I'm curious...' completely changes the dynamic from an interrogation to a collaborative effort to understand. This simple linguistic shift builds trust, encourages openness, and turns transactions into lasting relationships.

To defuse conflict, frame your perspective as a personal narrative rather than objective fact. This linguistic tool signals vulnerability and invites dialogue by acknowledging your story could be wrong, preventing the other person's brain from defaulting to a defensive, "fight or flight" response.

Sorkin prepares for interviews by mapping a "flight path"—knowing the start, end, and key topics. However, he expects "weather" (unexpected answers) to force diversions. This mental model provides structure while allowing the flexibility to listen and react, which is the key to a great interview.

Instead of asking for confirmation on a rumor, Sorkin's method is to build the story almost completely with details from various sources. By the time he asks the company for comment, he presents so many facts that they are incentivized to cooperate and shape the narrative, rather than just deny it.

Instead of trying to find the perfect words, preface difficult feedback by stating your own nervousness. Saying, "I'm nervous to share this because I value our relationship," humanizes the interaction, disarms defensiveness, and makes the other person more receptive to the message.

To elicit candid answers from fund managers, the most effective technique is not the question itself but the silence that follows. Resisting the psychological urge to fill the space forces the manager to sit with the question, often leading to less rehearsed and more truthful responses.

People are more willing to accept and incorporate feedback about traits they see as secondary, like being "well-spoken" or "witty." Tying feedback to core identity traits, such as kindness or integrity, is more likely to be perceived as a threat and trigger a defensive response.

Instead of personally challenging a guest, read a critical quote about them from another source. This reframes you as a neutral moderator giving them a chance to respond, rather than an attacker. The guest has likely already prepared an answer for known criticisms.