20 Questions

Questions to Ask a Leadership Coach

Essential questions to ask a leadership coach about their approach, experience, and how they can help you develop your leadership skills and advance your career.

1

What is your coaching philosophy and approach to leadership development?

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Why this works

Understanding their coaching style helps you determine if their approach aligns with your learning preferences and goals.

2

What experience do you have working with leaders in my industry or role?

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Why this works

Learning about their relevant experience helps you assess whether they understand your specific challenges and context.

3

How do you assess current leadership skills and identify development areas?

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Why this works

Understanding their assessment process helps you know how they'll evaluate your strengths and areas for improvement.

4

What leadership frameworks or methodologies do you use?

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Why this works

Learning about their frameworks helps you understand the theoretical foundation they'll use to guide your development.

5

How do you help leaders develop emotional intelligence and self-awareness?

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Why this works

Understanding their approach to emotional intelligence helps you know how they'll help you grow as a leader.

6

What is your process for setting and achieving leadership goals?

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Why this works

Learning about their goal-setting process helps you understand how they'll help you create and achieve meaningful objectives.

7

How do you help leaders improve their communication and influence skills?

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Why this works

Understanding their communication development approach helps you know how they'll help you become more effective.

8

What role does feedback play in your coaching process?

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Why this works

Learning about their feedback approach helps you understand how they'll provide guidance and support your growth.

9

How do you help leaders navigate difficult situations and conflicts?

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Why this works

Understanding their conflict resolution approach helps you know how they'll support you through challenging situations.

10

What is your approach to building and leading high-performing teams?

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Why this works

Learning about their team leadership approach helps you understand how they'll help you develop team management skills.

11

How do you help leaders develop strategic thinking and decision-making skills?

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Why this works

Understanding their strategic development approach helps you know how they'll help you think more strategically.

12

What is your process for helping leaders build their professional network?

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Why this works

Learning about their networking approach helps you understand how they'll help you expand your professional connections.

13

How do you help leaders manage stress and maintain work-life balance?

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Why this works

Understanding their stress management approach helps you know how they'll support your overall wellbeing.

14

What is your approach to helping leaders develop their personal brand?

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Why this works

Learning about their personal branding approach helps you understand how they'll help you build your professional reputation.

15

How do you help leaders prepare for career transitions and advancement?

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Why this works

Understanding their career development approach helps you know how they'll support your professional growth.

16

What is your process for measuring leadership development progress?

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Why this works

Learning about their progress measurement helps you understand how they'll track and evaluate your growth.

17

How do you help leaders develop their coaching and mentoring skills?

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Why this works

Understanding their approach to developing coaching skills helps you know how they'll help you become a better leader of others.

18

What is your approach to helping leaders build resilience and adaptability?

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Why this works

Learning about their resilience development approach helps you understand how they'll help you handle change and challenges.

19

How do you help leaders develop their vision and inspire others?

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Why this works

Understanding their vision development approach helps you know how they'll help you become a more inspiring leader.

20

What are your expectations for our coaching relationship and my commitment?

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Why this works

Learning about their expectations helps you understand what's required for a successful coaching relationship.

Best Practices for Working with a Leadership Coach

Expert tips and techniques for getting the most out of these questions.

Best Practices

Be Open and Honest

Share your challenges, fears, and goals openly. The more honest you are, the more your coach can help you.

Take Ownership of Your Development

Coaching is a partnership. Take responsibility for your growth and follow through on commitments.

Be Willing to Challenge Yourself

Growth requires stepping outside your comfort zone. Be open to trying new approaches and behaviors.

Apply Learning Consistently

Practice new skills regularly. Leadership development requires consistent application and reinforcement.

Question Sequences

The Coaching Approach Sequence

1
What is your coaching philosophy and approach to leadership development?
2
What experience do you have working with leaders in my industry or role?
3
What leadership frameworks or methodologies do you use?
4
What are your expectations for our coaching relationship and my commitment?

The Skill Development Sequence

1
How do you assess current leadership skills and identify development areas?
2
How do you help leaders develop emotional intelligence and self-awareness?
3
How do you help leaders improve their communication and influence skills?
4
What is your process for measuring leadership development progress?

The Practical Application Sequence

1
How do you help leaders navigate difficult situations and conflicts?
2
What is your approach to building and leading high-performing teams?
3
How do you help leaders develop strategic thinking and decision-making skills?
4
How do you help leaders prepare for career transitions and advancement?

Common Pitfalls

Don't Expect Quick Fixes

Leadership development takes time. Don't expect immediate results or overnight transformation.

Don't Blame Others for Your Challenges

Focus on what you can control and change. Don't use coaching sessions to complain about others.

Don't Skip the Hard Work

Real growth requires effort. Don't expect your coach to do the work for you.

Don't Ignore Feedback

Be open to feedback and use it to improve. Don't dismiss or ignore what your coach tells you.

Conversation Templates

The Initial Consultation Framework

1
Step 1: Start with: 'What is your coaching philosophy and approach to leadership development?'
2
Step 2: Follow with: 'What experience do you have working with leaders in my industry or role?'
3
Step 3: Ask: 'How do you assess current leadership skills and identify development areas?'
4
Step 4: Close with: 'What are your expectations for our coaching relationship and my commitment?'

The Goal Setting Framework

1
Step 1: Start with: 'What is your process for setting and achieving leadership goals?'
2
Step 2: Follow with: 'How do you help leaders develop emotional intelligence and self-awareness?'
3
Step 3: Ask: 'What is your process for measuring leadership development progress?'
4
Step 4: Close with: 'How do you help leaders prepare for career transitions and advancement?'

Further Reading

"The Leadership Challenge" by James Kouzes and Barry Posner
"Emotional Intelligence" by Daniel Goleman
"The 7 Habits of Highly Effective People" by Stephen Covey
International Coach Federation (ICF) resources

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