20 Questions

Good Questions to Ask a New Manager

Strategic questions for new managers that establish rapport, understand their leadership style, and set the foundation for a successful working relationship.

1

What's your leadership philosophy and how do you like to work with your team?

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Why this works

Establishes their management style and helps you understand how to best collaborate with them effectively.

2

What are your top priorities for our team in the next 90 days?

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Why this works

Reveals their immediate focus areas and helps you align your work with their strategic goals.

3

How do you prefer to communicate and receive updates?

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Why this works

Ensures effective communication by understanding their preferred methods, frequency, and format for information sharing.

4

What's your approach to giving feedback and how often do you like to meet one-on-one?

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Why this works

Shows their feedback style and establishes expectations for regular check-ins and performance discussions.

5

What do you need from me to be successful in this role?

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Why this works

Demonstrates your commitment to their success and helps you understand how to best support them as a team member.

6

How do you handle decision-making and when do you want to be involved?

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Why this works

Reveals their decision-making process and helps you understand when to escalate issues or make independent decisions.

7

What's your vision for our team's growth and development?

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Why this works

Shows their investment in team development and reveals opportunities for your professional growth.

8

How do you prefer to handle conflicts or disagreements within the team?

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Why this works

Reveals their conflict resolution style and helps you understand how to navigate difficult situations with them.

9

What's your approach to work-life balance and how do you support your team's wellbeing?

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Why this works

Shows their values around work-life balance and reveals how they support team members' overall wellbeing.

10

What are the biggest challenges you see our team facing right now?

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Why this works

Identifies current pain points and shows their awareness of team dynamics and potential obstacles.

11

How do you like to recognize and celebrate team achievements?

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Why this works

Reveals their approach to motivation and recognition, showing how they value and appreciate team contributions.

12

What's your experience with remote work and how do you manage distributed teams?

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Why this works

Shows their adaptability to modern work arrangements and reveals their strategies for managing remote collaboration.

13

How do you approach professional development and what opportunities do you see for growth?

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Why this works

Reveals their investment in team development and shows potential career advancement opportunities.

14

What's your communication style during high-pressure situations?

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Why this works

Shows how they handle stress and reveals their approach to maintaining team morale during challenging times.

15

How do you balance being accessible to your team while managing your own workload?

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Why this works

Reveals their time management approach and shows how they balance leadership responsibilities with individual work.

16

What's your approach to delegation and how do you determine what to assign to team members?

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Why this works

Shows their delegation strategy and reveals how they match tasks with team members' skills and development needs.

17

How do you handle it when team members have different opinions or approaches?

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Why this works

Reveals their approach to managing diverse perspectives and shows how they foster inclusive decision-making.

18

What's your philosophy on innovation and how do you encourage creative thinking?

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Why this works

Shows their approach to fostering innovation and reveals how they support creative problem-solving within the team.

19

How do you measure team success and what metrics do you focus on?

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Why this works

Reveals their performance measurement approach and shows what outcomes they value most for the team.

20

What can I do to make your job easier and help you succeed?

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Why this works

Demonstrates your commitment to their success and shows your willingness to be a supportive team member.

Best Practices for Building Relationships with New Managers

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

Best Practices

Ask Questions Early and Often

New managers are often more open to questions during their transition period. Take advantage of this window to establish good communication patterns.

Focus on Their Success

Show genuine interest in helping them succeed. This builds trust and demonstrates your value as a team member.

Be Proactive About Communication

Don't wait for them to ask for updates. Establish regular communication rhythms that work for both of you.

Question Sequences

The Leadership Style Discovery Sequence

1
What's your leadership philosophy and how do you like to work with your team?
2
How do you prefer to communicate and receive updates?
3
What's your approach to giving feedback and how often do you like to meet one-on-one?
4
How do you handle decision-making and when do you want to be involved?

The Team Success Sequence

1
What are your top priorities for our team in the next 90 days?
2
What are the biggest challenges you see our team facing right now?
3
What's your vision for our team's growth and development?
4
What can I do to make your job easier and help you succeed?

Common Pitfalls

Don't Make Assumptions

Every manager has different preferences and styles. Ask questions to understand their specific approach rather than assuming they work like previous managers.

Avoid Complaining About Previous Management

Focus on the future and how you can work together effectively, rather than dwelling on past management issues.

Don't Overwhelm Them with Questions

Space out your questions over time and focus on the most important ones first. Give them time to settle into their role.

Conversation Templates

The Relationship Builder

1
Step 1: Start with: "What's your leadership philosophy and how do you like to work with your team?"
2
Step 2: Follow with: "How do you prefer to communicate and receive updates?"
3
Step 3: Conclude with: "What can I do to make your job easier and help you succeed?"

The Priority Aligner

1
Step 1: Begin with: "What are your top priorities for our team in the next 90 days?"
2
Step 2: Explore with: "What are the biggest challenges you see our team facing right now?"
3
Step 3: Support with: "What do you need from me to be successful in this role?"

Further Reading

"The First 90 Days" by Michael Watkins
"Crucial Conversations" by Kerry Patterson
"The Manager's Path" by Camille Fournier

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