A difficult steering meeting rarely becomes difficult because nobody knows the slides. It becomes difficult when a direct question arrives, someone challenges the assumptions and the presenter feels the need to defend both the proposal and themselves.

Pressure changes more than the answer

Under pressure, people often speed up, overexplain or answer a stronger accusation than the question that was actually asked. The content may still be correct, but the room experiences anxiety or resistance.

I recognise this pattern from complex transformation work. A question about cost can sound like doubt about competence. A concern about timing can feel like an attack on months of effort. Once that happens, attention moves from the shared decision to personal protection.

The goal is not to remove emotion or become mechanically calm. It is to notice the first signs of defensiveness early enough to choose a useful response.

The difficult question is information. Defensiveness turns it into a verdict.

Rehearsal should include friction

Teams often rehearse the ideal version of a presentation. The speaker follows the structure, colleagues listen politely and the timing works. That improves fluency but does not prepare the speaker for interruption, scepticism or incomplete information.

Can You Take It, described by Bob Kulhan with Chuck Crisafulli on print pages 62 to 64 of Getting to Yes And, introduces challenging questions, pushback and criticism while the participant gives a short presentation. The learning comes from observing what happens in real time and then reviewing it together.

I would use the principle with clear guardrails. The pressure should test communication, not dignity. Nobody needs a simulated personal attack to learn how they respond to a hard business question.

Watch the body and the language

During the practice, I ask observers to look for visible behaviour rather than judge whether the speaker appeared confident. Did the pace increase? Did the answer begin before the question ended? Did the speaker acknowledge the concern or move directly into correction?

The speaker can observe their own signals too: tight shoulders, shallow breathing, a louder voice or the urge to add more and more evidence. These signals are useful because they arrive before a completely defensive answer.

A pause, one breath and a short acknowledgement can create enough space to choose. The response may still be firm. Calm does not mean surrendering a valid position.

Make the feedback precise

After the practice, vague praise is not very helpful. Saying you handled that well gives less information than naming the moment where the speaker slowed down, checked the question and answered only what was asked.

The person playing the challenger also needs feedback. A difficult message has to be understandable and proportionate. Applying pressure is not a licence to dominate the conversation.

Run a second round immediately. One specific adjustment, tested while the first experience is fresh, usually teaches more than a long discussion about communication style.

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About the author

Max Grillo is an applied improvisation facilitator. He has participated in more than 700 improv workshops and accumulated more than 10,000 hours of improv practice. He co-manages and co-hosts Rice Cookie Improv, is cofounder of Monday Flow Improv and is a member of the Applied Improvisation Network. He has facilitated improv in Munich since 2017 and brings more than 25 years of experience in technology and transformation.

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