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leadership questions

Leadership Questions

Have you ever wondered if you’re asking yourself the right questions to get the best out of yourself and the people around you? We’ve compiled key leadership questions from our Leadership Moments Podcast to help in any situation.

Please feel free to read through - or use our filter below to find questions relating to a particular aspect of leadership.
Sharon Cauldwell

Sharon Cauldwell

Director of Sales, NEXT Hotels

LEADERSHIP QUESTIONS

  • What's the difference I have made today?

answer context

A great question for people who want to make a difference, do a good job and take accountability.

Building Connection and Understanding
Self Reflection

Jason Beck & Hans Melo

Jason Beck & Hans Melo

The Potential Project

LEADERSHIP QUESTIONS

 

  • HANS MELO
  • Why are you doing this?
  • JASON BECK
  • What are your fears?
  • What does your best day at work feel like?

 

answer context

Hans Melo usually asks this question and admits that it is deep and that he wants to provokes thought.

For his first question Jason Melo has taken an idea from Tim Ferriss that instead of taking a tally of one's goals one should take a tally of one's fears. For his second question he believes that if you start at an experiential level, as a leader you can draw so many golden nuggets about your followers. Find out what are this person’s strengths. What makes him come alive?

Self Reflection

Michelle Feros

Michelle Feros

National Director, People, Quality & Communications at Autism Spectrum (or Aspect)

LEADERSHIP QUESTIONS

  1. What would happen if you do?
  2. What would happen if you don’t?
  3. What wouldn't happen if you do?
  4. What wouldn't happen if you don’t?

answer context

Questions are great because they open up space. They get you information. If someone is grappling with, 'What do I do?' 'Should I do this?' 'Should I not do this?'

These four questions will help you cover all the options.

Building Connection and Understanding
Self Reflection

Mhairi Holway

Mhairi Holway

VP Human Resources Pandora Australia & NZ

LEADERSHIP QUESTIONS

  1. What do you think about this?
  2. How do you feel?

answer context

Always expect the unexpected and never assume how somebody else feels about a situation. Ask the questions and be better informed.

Building Connection and Understanding

Troy Cuthbertson

Troy Cuthbertson

GM QT Melbourne

LEADERSHIP QUESTIONS

  1. I got the right outcome, but was that the best outcome for the customer?
  2. Could I have done it better?
  3. Could have I done it differently?

answer context

Make decisions and calculate the decisions depending on potential outcomes of both the positives and negatives of the decision and then reflect on that and go, I got the right outcome, but was that the best outcome for the customer? Possibly you’ll find agreement, but again the next time, you could handle it differently.

Self Reflection

Olga Gelauff

Olga Gelauff

Manager Local Government Woerden

LEADERSHIP QUESTIONS

  1. What can I improve and what can I do better?
  2. What kind of talent has an employee of my team and how can I help to develop that talent?

answer context

Leaders especially must ask themselves about self improvement and their impact of that on the organization.

Have a strong belief that everybody in the team has talent and you have to make time to discover that talent especially when they don't see it themselves.

Coaching and Developing Others
Self Reflection

Gillian Coutts

Gillian Coutts

CEO Potential Project

LEADERSHIP QUESTIONS

  1. How is your reaction to that working out for you right now?
  2. How do you keep seeking a perspective to find that answer?

answer context

When things do not go according to plan, overreacting is just a waste of energy that takes you away from creative thinking and the capacity to connect and engage in what actually needs to be done next.

Taking perspectives from different people may give you clarity because there may be many better answers when you use and trust the people around you.

Coaching and Developing Others

Rob Metcalfe

Rob Metcalfe

Director Succeedo Global

LEADERSHIP QUESTIONS

  1. Where are you going and why?
  2. Where are you now?
  3. What are you going to do next?

answer context

If you understand the reason 'why', you can always find your own way to 'how', but if you don’t understand 'why', the 'how' you come up with may be irrelevant to what the overall intention is.

Using the three questions associated with the leadership mindset to clear the thinking, will enable better decisions.

Coaching and Developing Others
Self Reflection
Strategy

Sarah Cornally

Sarah Cornally

Organisation Transformation

LEADERSHIP QUESTIONS

  1. As a leader are you willing to be guilty? Are you willing to do something that many people in society will not understand and you will be judged and judged harshly for what you are about to do?
  2. What is the story behind the story?

answer context

Leadership requires you to have the courage to do what you know is right even though it scares the pants off you because you're doing it for the greater good and you've done all your due diligence to make sure that as best as you can work out, this is the right way to go as you know.

Avoid huge judgements against people. When you get under and you get close to people and you seek to understand their perspective and their point of view and you genuinely walk in their shoes, you realize from their perspective what they're doing makes complete sense.

Building Connection and Understanding
Self Reflection

Pia Lee

Pia Lee

CEO LIW

LEADERSHIP QUESTIONS

  1. Do you understand? - For Clarity
  2. What type of high performing culture do you have inside your team or organization to enable you to deliver on the vision of the organization? - For climate
  3. What do you want to have in terms of behaviours and attitude for people that are in your team and how do you nurture and develop that? - For Competence
  4. Why am I here?
  5. What am I trying to achieve?

answer context

The 3Cs - Clarity, Climate and Competence - the three conditions that leaders need to create for themselves and for others for their team or organization to be successful.

The quality of your questions creates the quality of outcomes. Quite often we feel we have to tell people the answers. The question, 'What are you actually trying to achieve and why?' is the most powerful leadership practice because you're putting the answer back into the person that you are talking to and you're getting them to think and search for the answer. Telling them things is the short cut. Asking a good quality question like that is much more empowering and much more useful to them.

Coaching and Developing Others
Strategy

Lee Williams

Lee Williams

Director, Infinity Leadership

LEADERSHIP QUESTIONS

Looking backwards, reflecting on people, events, times in your life and answering these questions:

  1. How has that shaped the way I view the world today and my place in it?
  2. How am I showing up?
  3. What are the natural gifts that I have that are emerging from this?
  4. What are the examples in there negative or positive that I can improve on or enhance to achieve the kind of impact that I’d like to have?

answer context

The first step is to look backwards, to reflect on people, events, times in your life and map that out and then to zoom out and look at that life history. A combination of strengths and impact is a good way to think about purpose as you move forward.

Dominic Wells

Dominic Wells

Director, Clearpoint Communications

LEADERSHIP QUESTIONS

  1. How do I feel? if you're being introspective
  2. How do you feel? if you're engaging with somebody else

answer context

Holistic leadership is about the doing and the being of leadership. Doing leadership on a day to day basis, we have KPIs, quotas and budgets that we have to hit and therefore we do a lot to achieve that. That’s valuable from a outward perspective, but the risk is we do that at the cost of not focusing on or engaging with the being of leadership. The being of leadership is that emotional connection whether it's introspective around your own emotions or whether that’s the emotional connection between two people or the group. It's really important to create that balance.

Building Connection and Understanding

John Raymond

John Raymond

Principal, Institute of Executive Coaching & Leadership

LEADERSHIP QUESTIONS

  1. How are you?
  2. How is my leadership style impacting you?
  3. What else could I be doing differently?
  4. As a leader, how often do I check in with everyone who are key to my success in terms of the way that I work is landing on them?

answer context

You can never know the impact you're having on another person fully unless you have a conversation about it with them. That requires having trust there in order to have the conversation. Regularly check in and ask the questions. It's understanding that even with the best intention the impact can be quite the opposite. You'll only know that if they tell you.

Building Connection and Understanding

Kevin Nuttall

Kevin Nuttall

Director, Waterfield Consulting & Strategy Facilitator.

LEADERSHIP QUESTIONS

  1. How is the world changing around us?
  2. How are our customer’s expectations going to change?
  3. How do we continue to meet those new expectations?

answer context

The leader’s role is to continually ask that question about how changes impact us and how we can continue to deliver value to our customers in the changes that we are all experiencing. It is that future focus. We contend that if you do a proper analysis of the future and adjust your business model to accommodate these changes your organization has the best chances of staying in business.

Strategy

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