20 Questions

Questions to Ask New Leader

Essential questions to help you understand your new leader's vision, working style, and expectations to build an effective working relationship.

1

What's your vision for our team and what are your key priorities?

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Why this works

Reveals leadership direction and helps you understand what your new leader wants to achieve and what they consider most important.

2

What's your leadership style and how do you prefer to work with your team?

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Why this works

Shows working approach and helps you understand how your leader prefers to work and what their leadership style is like.

3

What are your expectations for our team and what does success look like?

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Why this works

Reveals performance expectations and helps you understand what your leader expects from the team and how they measure success.

4

What are your communication preferences and how often do you like to check in?

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Why this works

Shows communication style and helps you understand how your leader prefers to communicate and how often they want updates.

5

What are your decision-making processes and when do you want team input?

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Why this works

Reveals decision style and helps you understand how your leader makes decisions and when they want team involvement.

6

What are your feedback preferences and how do you like to provide guidance?

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Why this works

Shows feedback style and helps you understand how your leader prefers to give feedback and guidance.

7

What are your meeting preferences and how do you like to run meetings?

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Why this works

Reveals meeting style and helps you understand how your leader prefers to conduct meetings and what their meeting style is like.

8

What are your conflict resolution and problem-solving approaches?

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Why this works

Shows conflict handling and helps you understand how your leader approaches conflict resolution and problem-solving.

9

What are your development and growth priorities for the team?

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Why this works

Reveals development focus and helps you understand what your leader wants to focus on for team development and growth.

10

What are your change management and transformation approaches?

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Why this works

Shows change handling and helps you understand how your leader approaches change management and organizational transformation.

11

What are your work-life balance expectations and boundaries?

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Why this works

Shows balance expectations and helps you understand what work-life balance expectations and boundaries your leader has.

12

What are your technology and innovation preferences?

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Why this works

Reveals tech focus and helps you understand what technology and innovation preferences your leader has.

13

What are your customer and stakeholder focus areas?

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Why this works

Shows external focus and helps you understand what customer and stakeholder areas your leader prioritizes.

14

What are your risk management and safety priorities?

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Why this works

Reveals risk focus and helps you understand what risk management and safety priorities your leader has.

15

What are your diversity and inclusion initiatives and priorities?

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Why this works

Shows DEI focus and helps you understand what diversity and inclusion initiatives and priorities your leader has.

16

What are your performance management and evaluation approaches?

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Why this works

Shows performance focus and helps you understand how your leader approaches performance management and evaluation.

17

What are your crisis management and emergency response approaches?

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Why this works

Shows crisis handling and helps you understand how your leader approaches crisis management and emergency response.

18

What are your networking and relationship building priorities?

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Why this works

Reveals relationship focus and helps you understand what networking and relationship building priorities your leader has.

19

What are your learning and development preferences for yourself?

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Why this works

Shows personal growth and helps you understand what learning and development preferences your leader has for themselves.

20

What are your long-term goals and how can our team best support you?

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Why this works

Shows future focus and helps you understand what your leader's long-term goals are and how the team can best support them.

Best Practices for New Leader Engagement

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

Best Practices

Focus on Understanding Their Vision

Ask questions that help you understand your new leader's vision, priorities, and what they want to achieve with the team.

Learn Their Working Style

Ask about their leadership style, communication preferences, and how they prefer to work with their team.

Understand Their Expectations

Ask about their expectations for the team, performance standards, and what success looks like to them.

Question Sequences

The Vision and Priorities Sequence

1
What's your vision for our team and what are your key priorities?
2
What's your leadership style and how do you prefer to work with your team?
3
What are your expectations for our team and what does success look like?
4
What are your communication preferences and how often do you like to check in?

The Working Style Sequence

1
What are your decision-making processes and when do you want team input?
2
What are your feedback preferences and how do you like to provide guidance?
3
What are your meeting preferences and how do you like to run meetings?
4
What are your conflict resolution and problem-solving approaches?

Common Pitfalls

Don't Make Assumptions

Don't assume you know their preferences or working style. Ask specific questions to understand their approach and expectations.

Don't Ignore the Communication Questions

Ask about communication preferences and frequency. Effective communication is crucial for a successful working relationship.

Don't Skip the Goals Questions

Ask about their long-term goals and how the team can support them. Understanding their goals helps you provide better support.

Conversation Templates

The Vision and Priorities Template

1
Step 1: Start with: "What's your vision for our team and what are your key priorities?"
2
Step 2: Follow with: "What's your leadership style and how do you prefer to work with your team?"
3
Step 3: Deepen with: "What are your expectations for our team and what does success look like?"
4
Step 4: Connect with: "What are your communication preferences and how often do you like to check in?"

The Working Style Template

1
Step 1: Begin with: "What are your decision-making processes and when do you want team input?"
2
Step 2: Explore with: "What are your feedback preferences and how do you like to provide guidance?"
3
Step 3: Understand with: "What are your meeting preferences and how do you like to run meetings?"
4
Step 4: Learn with: "What are your conflict resolution and problem-solving approaches?"

Further Reading

"New Leader Guide" by leadership experts
"Team Management" by management professionals
"Leadership Development" by executive coaches
"Team Building" by organizational development resources

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