Thinking about leaving your job? It may seem counterintuitive, but your boss might be an unexpected ally. If you have a trusting relationship and approach the conversation carefully, it could lead to new opportunities. Here’s how to start.

Understand your motivations. What are you hoping to achieve? A promotion? New responsibilities? You don’t have to signal your intention to leave to address these goals. Honest reflection will help you approach the discussion constructively and strategically.

Factor in your boss’s priorities. What’s important to your boss? How do you add unique value? Identifying these areas of overlap can shape your conversation and make your case compelling. If your boss sees you as indispensable, they’ll be more inclined to help.

Don’t mention the Q-word. Frame the conversation positively. Instead of “I’m thinking of leaving,” try “What new opportunities might align with my growth goals?” Discuss your current role’s limitations and let your boss suggest solutions you might not have considered.

Be collaborative. Adopt a partnership mindset. Present specific ideas, such as, “I’d like to take on these projects to grow and help the team,” positioning your needs as mutually beneficial. 

Follow up professionally. After the conversation, send a thoughtful note thanking your boss for their support.
This tip is adapted from “Considering Quitting? Here’s How to Talk to Your Boss About It.” by Rebecca Knight.
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