Tool: Better questions make better leaders

Embracing the art of asking smarter questions enables leaders to navigate complex challenges and drive organizational success.

Leaders should employ strategic questioning to enhance decision-making and foster a culture of continuous learning. By asking open-ended, neutral, and thoughtfully timed questions, leaders can encourage honest dialogue, uncover valuable insights, and challenge existing assumptions. This approach not only promotes deeper understanding but also empowers teams to engage critically with issues, leading to more innovative and effective solutions. 

But what kinds of questions should leaders be asking?

First, leaders should understand the types of questions they should be asking. A framework developed by researchers at IMD Business School breaks down strategic questions into five domains: investigative, speculative, productive, interpretive, and subjective. Each one supports a different part of the decision-making process. Together, they help nonprofit leaders address critical issues that might otherwise go unnoticed.

The chart below suggests starter questions for each domain.

How to improve your leadership through better questions

Being aware of the types of questions you ask – and how they help you and your team – is a simple but powerful way to become a more effective leader. Here’s how you can strengthen your questioning skills.

Step 1: Assess Your Questioning Style

Think about the five types of questions and which ones you naturally use the most.  Identify which question types you use the least and focus on improving those.

Step 2: Strengthen Your Questioning Skills

Try using all of the types of questions in your next meeting to ensure a well-rounded discussion.

Tip: Create a small cheat sheet with the question categories to use as a reminder.

Step 3: Expand Your Questioning Approach

Challenge yourself to step away from your usual questioning style and practice asking different types of questions.

Tip: Test out unfamiliar question types in low-pressure situations to build confidence.

Step 4: Encourage Others to Ask Great Questions

Assign team members as “question champions” who bring different perspectives to discussions.

Tip: Turn this into a team-building activity by dividing question categories among your team before meetings.

As a leader, you don’t need to have all the answers or even know the perfect question to ask. Instead, focus on creating a culture where curiosity, inquiry, and problem-solving thrive.

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