10 Questions to Ask Your Boss in Your Next Check-In

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Do you feel like you’re not getting the guidance, clarity, or feedback you need from your manager in your one-on-one meetings? If so, redirect the focus by asking the right questions. 

Ask for guidance on tasks and projects: 

  • I’m having some challenges with X. Can you help me think about how to navigate it successfully? 
  • What do you think of my idea Z? Do you have any suggestions for how to improve it, or an alternative idea I should consider?

Clarify priorities and expectations:

  • Given what’s on my plate, what should I be prioritizing right now, and can you help me understand why? 
  • As you review my workload, am I taking on the right projects?

Align with the organization and its strategy:

  • To help me better understand the big picture, how does the work I’m doing fit into the company’s broader goals? 
  • What’s new in our company’s strategic priorities that you feel I should know about?

Seek growth opportunities and career advancement:

  • What can I do to prepare myself for greater opportunities or to pursue X interest of mine? 
  • What should I be targeting as my next career move and why?

Get feedback on your performance:

  • Am I meeting your expectations? I really value your perspective on my performance. 
  • What should I start, stop, or continue doing?

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