Questions to Ask at a Skip Level Meeting

Shows strategic thinking and helps you align your work with higher-level organizational goals.

Demonstrates interest in impact and helps you understand your role's strategic value.

Signals growth mindset and invites career development guidance from senior leadership.

Shows curiosity about broader context and willingness to help solve problems.

Demonstrates teamwork and gives insight into what leadership values most.

Opens conversation about career progression and advancement paths.

Shows maturity and openness to feedback from higher-level perspective.

Provides clarity on what success looks like from senior leadership's viewpoint.

Offers context about how your work is perceived at higher organizational levels.

Helps you stay informed about strategic changes and prepare proactively.

Shows ambition and asks directly for advice on building your professional brand.

Invites candid assessment that might not reach you through your direct manager.

Demonstrates initiative and desire to expand your impact beyond your immediate team.

Asks for specific, actionable feedback in a framework that's easy to answer.

Shows business acumen and interest in understanding strategic direction.

Opens space for both positive recognition and constructive observations.

Demonstrates commitment to organizational culture and desire to be a culture carrier.

Advocates for your team while giving leadership insight into operational needs.

Taps into their experience and gets personalized career guidance.

Flips the conversation and gives them valuable front-line perspective.