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Skills Icon: Listening
Skills Icon: Speaking
Skills Icon: Problem Solving
Skills Icon: Creativity
Skills Icon: Adapting
Skills Icon: Planning
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Communication

Listening

Receiving, retaining and processing information
Transmitting information or ideas
Finding solutions to challenges
Using imagination and generating new ideas
Overcoming challenges and setbacks to achieve goals
Setting goals and designing routes to achieve them
Supporting, encouraging and motivating others to achieve a shared goal
Working cooperatively with others to achieve a shared goal
Step
15
:

Strategic questioning

I use questions to challenge perspectives

Core ideas

A

What is meant by strategic questioning

Strategic questioning is a way of asking thoughtful questions to help people think more deeply. Instead of just getting simple answers, these questions encourage people to explore different options, challenge their own thinking, and consider new perspectives.

Strategic questioning can:

  • Illuminate options: Help people see different choices they may not have thought about.
  • Challenge cognitive biases: Encourage people to recognise when they are thinking in a limited or one-sided way.
  • Change perspectives: Help people understand different viewpoints and reconsider their opinions.

For example, instead of asking, “Do you agree with this idea?”, a strategic question might be, “What other ways could we approach this problem?”. This encourages more open thinking and discussion.

B

Why and when strategic questioning is useful 

Strategic questioning helps improve conversations by making them more meaningful and productive. It allows people to understand situations more clearly and make better decisions.

Strategic questioning can be a useful part of advanced listening because it:

  • Encourages critical thinking: People are less likely to accept information without thinking carefully.
  • Helps solve problems: Good questions can lead to new ideas and solutions.
  • Reduces bias: Encourages people to challenge their own assumptions.
  • Improves understanding: Helps people see different sides of an issue.

Strategic questioning can be used when:

  • Discussing complex issues: Helps break down big problems into smaller, clearer ideas.
  • Someone is stuck in their thinking: Encourages them to see new possibilities.
  • Making decisions: Ensures all options are considered.
  • Trying to understand someone’s point of view: Helps explore their reasoning.

However, strategic questioning is not always helpful. It may not be useful when someone just needs emotional support rather than deep analysis. Also, if used too much, it can make a conversation feel like an interrogation.

C

How to use strategic questioning effectively

To use strategic questioning well:

  • Ask open-ended questions: These questions encourage discussion rather than simple “yes” or “no” answers. For example: “What other possibilities could we explore?” or “What would happen if we took a different approach?”
  • Be curious, not confrontational: Ask questions in a way that invites conversation rather than making the other person feel defensive.
  • Encourage deeper thinking: If someone gives a quick answer, follow up with, “Why do you think that?” or “Can you explain more?”
  • Use ‘what’ and ‘how’ questions: These questions encourage problem solving, such as: “How could we look at this differently?” or “What steps could we take to improve this?”
  • Listen carefully to responses: Pay close attention so that you really understand as well as so you can ask the next question based on what the person has said.
  • Avoid leading questions: Don’t ask questions that obviously push someone toward a certain answer. Instead of “Don’t you think this is a bad idea?” try “What do you see as the strengths and weaknesses of this idea?”

By using strategic questioning thoughtfully, you can help yourself and others think more clearly while effectively understanding and challenging perspectives.

Assessment

Reflective questions for individuals can include:

  • What is meant by strategic questioning and what can it do?
  • When and why is strategic questioning helpful, and when is it not?
  • How can you use strategic questioning effectively?
  • When have you used strategic questioning and what was the result?

Observation cues for trainers can include:

  • Is the individual able to use strategic questions effectively to explore perspectives when they are listening?

Evidence can include individuals’ self-reflections and observations from others.

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