Telling your boss that you’re leaving is a tough workplace conversation to have. While it’s difficult to predict how they’ll respond in the moment, you want to go in with a plan for handling their reaction. Here are a few common scenarios and how to prepare for them.
- If they get angry. Anger is often a temporary stress reaction, and with a little time, your boss will likely cool down. Be gracious and give them space to process the new development. “I know this is a surprise,” you could say. “I want you to know how grateful I am for your support and encouragement in this role."
- If they criticize your future employer. Don’t argue with them. Instead, reiterate your decision. “I really appreciate your concern,” you could say. “I’ve decided this is the best course for me, and I feel good about that decision, but thank you.”
- If they try to shame or guilt trip you. Assure them that you'll help to make the transition as smooth as possible. You might also emphasize that this wasn't an easy decision for you. “I know how much you’ve supported me,” you could say. “It wasn’t an easy decision to reach, but I truly feel it’s the right time for me to move on and I’ll always be grateful for our work together.”
- If they counteroffer. Know ahead of time whether this is something you’ll consider. Are you definitely all-in on your next chapter? Or would a new salary or title make you reconsider? If it's the former, you could say, “I truly appreciate you asking. I’ve thought this through and feel confident that moving on is the right step for me.” If it’s the latter, start a conversation about what new terms would make you open to staying.
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