15 Questions

Questions to Ask Your Skip Level Manager

Strategic questions to ask your skip-level manager (your manager's manager) to build relationships, gain insights, and advance your career within the organization.

1

What are the key priorities and strategic initiatives for our department this quarter?

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Why this works

Understanding department priorities helps you align your work with organizational goals and demonstrate your strategic thinking.

2

How can I better contribute to the team's success and add more value to our projects?

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Why this works

Learning about contribution opportunities helps you identify ways to increase your impact and visibility within the organization.

3

What skills or experiences would be most valuable for my career development in this organization?

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Why this works

Understanding skill development needs helps you focus your learning efforts on areas that will advance your career.

4

How does our team's work fit into the broader company strategy and goals?

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Why this works

Learning about the bigger picture helps you understand your role's importance and how to better contribute to company success.

5

What are the biggest challenges facing our department, and how can I help address them?

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Why this works

Understanding department challenges helps you identify opportunities to contribute and demonstrate problem-solving skills.

6

What opportunities are there for cross-functional collaboration or projects?

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Why this works

Learning about collaboration opportunities helps you expand your network and gain experience in different areas of the business.

7

How can I better communicate my ideas and contributions to leadership?

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Why this works

Understanding communication strategies helps you ensure your work is recognized and your ideas are heard by decision-makers.

8

What does career progression look like in our organization, and what are the typical paths?

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Why this works

Learning about career paths helps you understand advancement opportunities and plan your professional development.

9

How can I build stronger relationships with other teams and departments?

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Why this works

Understanding relationship-building strategies helps you expand your network and create opportunities for collaboration.

10

What feedback do you have on my recent work, and how can I continue to improve?

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Why this works

Seeking feedback helps you understand your performance and identify areas for continued growth and development.

11

What are the most important qualities you look for in team members who advance quickly?

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Why this works

Learning about advancement qualities helps you understand what behaviors and skills to develop for career success.

12

How can I better understand the business and industry trends that affect our work?

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Why this works

Understanding business context helps you make better decisions and contribute more strategically to your team's work.

13

What mentorship or development opportunities are available within the organization?

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Why this works

Learning about development opportunities helps you access resources that can accelerate your professional growth.

14

How can I prepare myself for future leadership opportunities or expanded responsibilities?

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Why this works

Understanding leadership preparation helps you develop the skills and experiences needed for advancement.

15

What advice would you give to someone looking to make a significant impact in our organization?

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Why this works

Their guidance can provide valuable insights into how to succeed and advance within your specific organizational culture.

Building Relationships with Skip-Level Managers

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

Effective Skip-Level Communication

Be Strategic and Purposeful

Ask questions that demonstrate your strategic thinking and show you're focused on contributing to organizational success.

Show Initiative and Value

Frame questions around how you can add value and contribute to team and organizational goals.

Build Genuine Relationships

Focus on building authentic professional relationships rather than just networking for personal gain.

Key Skip-Level Topics

Department priorities and strategy
Contributing to team success
Career development skills
Company strategy alignment
Addressing department challenges
Cross-functional collaboration
Communication with leadership
Career progression paths
Building team relationships
Performance feedback
Advancement qualities
Business and industry trends
Development opportunities
Leadership preparation
Making organizational impact

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