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Leadership of the future, the art of asking strategic questions

The right questions can transform leadership and foster collaboration and innovation

3' min read

3' min read

For decades, the leadership model of reference has been that of the quick decision maker, the manager capable of quickly identifying the solution and firmly pointing the way forward.

Today, however, the increasing complexity of the labour market makes this vertical approach less and less adequate. The leaders of the future can no longer limit themselves to offering answers: they must be able to ask the right questions.

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The real value lies not in imposing solutions but in being able to involve employees and stakeholders in the shared search for ideas, nurturing proactivity, stimulating innovation and consolidating a sense of belonging. Because people are much more motivated to commit themselves to achieve what they have helped to create.

While it is true that a well formulated question reduces the impact of cognitive bias, encourages authentic listening and brings out the deepest interests of the interlocutor, it is equally true that not all questions have the same effect. There is often a tendency to ask questions that confirm one's own assumptions, without generating real value for the relationship or problem-solving. A tendency that stems from the insidious influence of the confirmation bias, the cognitive error that leads one to seek, favour and use information that corroborates one's pre-existing opinions on a given topic. Think of an HR person asking a candidate: "Are you a determined person?". The answer will predictably be in the affirmative, because he/she will conform to the interviewer's expectations. Quite different would be to ask: "What are your best qualities?", opening the door to a sincere and functional answer for a more accurate assessment.

To help managers, entrepreneurs and professionals develop this competence, the book Strategic Communication - A New Approach to Relationships (ACS Editore) proposes a simple and concrete scheme: seven characteristics for formulating strategic questions.

1. Open

Open questions leave space for the interlocutor to explore his interests in depth. A manager who concludes a meeting with a closed question such as: "Do we all agree?", although open to dialogue, runs the risk of triggering so-called groupthink, prompting listeners to answer in the affirmative even if they disagree. In contrast, the open question: "What can we improve on in this project?" stimulates authentic and productive discussion.

2. Briefs

Strategic questions get straight to the point, without frills or complex structures.

A long and articulate question often reflects the need to show competence rather than to really listen. Essential and focused questions help to focus attention on what matters.

3. Not egoriferite

A question should not contain hidden judgements. Asking a startupper who has just launched his business: "Why did you choose such a risky project?" conveys scepticism, putting the other person on the defensive. Much better to ask: "What prompted you to develop this idea?", a question that in addition to showing openness could bring out a potentially interesting point of view.

4. Supporting breaks

The best questions take time to process. The silence that follows a good question is often experienced with discomfort and embarrassment, leading the questioner to fill the gap with a second question. In reality, this latency time is a positive sign of the cognitive process taking place in the listener and must be respected.

5. Expressed positively

People's interests are unconsciously formulated positively. That is why it is crucial to avoid negative formulations that risk leading to a focus on obstacles rather than solutions. When faced with a team that resists an organisational change, asking: "Why don't you want to adopt this new system?" leads to expressions of fear and justification. More strategic is to ask: "What would help you to adopt this system?", steering the conversation towards solutions.

6. Calibrated on I, You and Context

Every question must take into account the interests of the one asking (Me), the one receiving it (You) and the surrounding conditions (Context). A strategic question is 'tailor-made': suited to the moment, the relationship and the shared goals.

7. Which do not satisfy a curiosity but an interest.

Strategic questioning does not arise out of mere curiosity but to explore useful elements to strengthen the relationship and achieve objectives. Conversely, questions of mere curiosity generate information that does not lead to concrete results.

Ultimately, the ability to ask strategic questions is a distinctive competence of contemporary leadership: it allows one to stimulate collaboration and identify the best solutions. An insight that Albert Einstein captured when he said: 'If I had an hour to solve a problem and my life depended on the solution, I would spend the first 55 minutes finding the right question'. It is the quality of the questions we ask that determines the quality of the answers we get. And, with them, the soundness of our decisions.

*Director of the Academy of Strategic Communication.

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