20 Questions

Interview Questions to Ask for Supervisor Position

Strategic questions that demonstrate leadership potential and help you evaluate if this supervisory role is the right fit for your career goals.

1

What does success look like for a supervisor in this role within the first 90 days?

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Why this works

Shows you're thinking strategically about early wins and helps you understand their expectations for new supervisors.

2

What are the biggest challenges the team is currently facing, and how can a supervisor help address them?

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Why this works

Demonstrates problem-solving mindset and shows you're already thinking about how to add value to the team.

3

What management style works best with this team, and what have you learned from previous supervisors?

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Why this works

Shows you understand that leadership should be adapted to the team and reveals insights about what's worked before.

4

What resources and support will be available to help me develop my leadership skills?

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Why this works

Demonstrates commitment to growth and shows you're thinking about long-term development in the role.

5

How do you measure the success of your supervisors, and what metrics are most important?

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Why this works

Shows you're results-oriented and helps you understand how your performance will be evaluated.

6

What opportunities are there for professional development and career advancement within the organization?

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Why this works

Demonstrates long-term thinking and shows you're committed to growing with the company.

7

How does the organization handle conflict resolution and difficult conversations between team members?

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Why this works

Shows you understand that leadership involves managing interpersonal dynamics and reveals their approach to conflict.

8

What's the team culture like, and how do you maintain it as the organization grows?

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Why this works

Demonstrates understanding of culture's importance and shows you're thinking about preserving what works.

9

What are the biggest opportunities for improvement in this department, and how can a supervisor help drive those changes?

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Why this works

Shows strategic thinking and demonstrates you're already considering how to make positive impact.

10

How do you balance being a leader with being a team player in this role?

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Why this works

Reveals understanding of the dual nature of supervision and shows you're thinking about relationship dynamics.

11

What has been the most rewarding aspect of supervising this team?

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Why this works

Gives insight into what motivates them and what you might find rewarding in the role.

12

How do you handle situations where you need to deliver difficult feedback or make unpopular decisions?

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Why this works

Shows you understand the challenging aspects of leadership and reveals their approach to difficult situations.

13

What technology or tools does the team use for collaboration and project management?

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Why this works

Demonstrates practical thinking about day-to-day operations and shows you're considering the tools you'll need.

14

How do you ensure team members feel heard and valued while maintaining productivity standards?

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Why this works

Shows understanding of the balance between employee satisfaction and business results.

15

What are the key relationships a supervisor needs to build outside of the immediate team?

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Why this works

Demonstrates understanding of organizational dynamics and shows you're thinking about broader stakeholder management.

16

How do you handle situations where team members have different working styles or communication preferences?

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Why this works

Shows understanding of diversity in teams and reveals their approach to managing different personalities.

17

What has been the biggest learning curve for supervisors in this role?

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Why this works

Helps you prepare for challenges and shows you're thinking about potential obstacles.

18

How do you balance the needs of individual team members with the overall goals of the department?

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Why this works

Demonstrates understanding of the complex nature of leadership and shows you're thinking about competing priorities.

19

What opportunities are there for the team to collaborate with other departments or teams?

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Why this works

Shows you're thinking about broader organizational impact and reveals opportunities for cross-functional work.

20

What would you want to see from a supervisor in this role six months from now?

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Why this works

Gives you a clear picture of their expectations and helps you understand what success looks like in the medium term.

Best Practices for Supervisor Interview Questions

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

Best Practices

Show Leadership Mindset

Frame questions from a leadership perspective, showing you're already thinking about team dynamics, problem-solving, and strategic impact.

Demonstrate Strategic Thinking

Ask questions that show you understand the bigger picture and are thinking about long-term success, not just day-to-day tasks.

Show Commitment to Growth

Ask about development opportunities, mentorship, and how you can grow in the role. This shows you're invested in long-term success.

Question Sequences

The Success Metrics Sequence

1
What does success look like for a supervisor in this role within the first 90 days?
2
How do you measure the success of your supervisors, and what metrics are most important?
3
What would you want to see from a supervisor in this role six months from now?

The Team Dynamics Sequence

1
What are the biggest challenges the team is currently facing?
2
What management style works best with this team?
3
How do you handle situations where team members have different working styles?

Common Pitfalls

Don't Focus Only on Your Needs

Avoid questions that are purely about what you'll get from the role. Balance questions about benefits and development with questions about how you can add value.

Don't Ask About Problems Without Solutions

If you ask about challenges, follow up with questions about how you can help address them. Show you're solution-oriented.

Don't Sound Overly Critical

Be careful how you phrase questions about challenges or problems. Frame them as opportunities for improvement rather than criticisms.

Conversation Templates

The Impact Assessment Template

1
Step 1: Start with: "What are the biggest [challenges/opportunities] the team is currently facing?"
2
Step 2: Follow with: "How can a supervisor help address those?"
3
Step 3: Connect with: "What would success look like in addressing those areas?"

The Development Planning Template

1
Step 1: Start with: "What resources and support will be available to help me develop my leadership skills?"
2
Step 2: Follow with: "What opportunities are there for professional development and career advancement?"
3
Step 3: Connect with: "How do you typically support supervisors in their growth?"

Further Reading

"The First 90 Days" by Michael Watkins
"Leaders Eat Last" by Simon Sinek
"Crucial Conversations" by Kerry Patterson

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