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3 min read The Handbook

What do I do when my top performer tells me they're thinking about leaving?

When a top performer tells you they're thinking about leaving, the conversation you're having is downstream of a decision that started forming months ago.

What do I do when my top performer tells me they're thinking about leaving?

Your best person just said the words. Maybe in a 1:1, maybe at the end of a hallway conversation, maybe in a message that started with "I wanted to be honest with you." They're not gone yet. But they're telling you the door is open.

Your first instinct is probably wrong.

Most managers respond with one of three moves: panic and overpromise ("Let's get you a raise, a new title, whatever you need"), play it cool ("I appreciate the transparency — let's keep talking"), or immediately escalate to HR. None of these are the right first move, and two of them actively accelerate the departure.

Here's what's actually happening when a top performer tells you they're thinking about leaving: they've already been thinking about it for a while. The conversation you're having now is downstream of a decision that started forming months ago. According to Gallup, nearly half of employees who voluntarily leave report that no manager or leader proactively discussed their job satisfaction or future with them in the three months before they left. They stayed quiet, watched, waited — and drew their own conclusions. What you're hearing now is the end of that process, not the beginning.

That doesn't mean it's over. It means you have a narrow window and no margin for vagueness.

The most important thing you can do in the first conversation is resist the urge to solve the problem. Jumping straight to "what would it take to keep you" signals that you're transacting, not listening, and it boxes you into a negotiation before you understand what's actually driving this. You can't make a real offer until you know what's actually broken. So ask instead: "What's making you look?" And then be quiet and let them answer.

What you hear will almost always fall into one of three categories: they've hit a ceiling (no path forward, no growth, plateaued); they're undervalued (they don't believe the organization sees or rewards what they contribute); or there's a specific thing that's been wrong for a while that they've stopped expecting you to fix. The first two are recoverable if you can actually change something real. The third is the hardest, because it usually means they brought it up before and nothing happened.

After you understand what's driving it, be honest about what's in your control. If there's a real path to a promotion and you can accelerate it, say so specifically — not "I'll advocate for you" but "I can make the case for X by Y timeline." If budget is the lever, tell them what you can realistically do and when. If the thing they need is something you genuinely can't give them, say that too. The fastest way to lose someone who's on the fence is to make promises you can't keep. They already have low confidence in the organization; a broken commitment finishes the job.

One thing that won't work: the counter-offer built entirely around money. Compensation is almost never the root issue for high performers who are leaving — it's the visible proxy for feeling undervalued. Bumping someone's salary without addressing the actual problem is a six-month delay, not a solution. They'll take the raise, update their resume anyway, and leave when the next offer arrives.

If the conversation goes well and they decide to stay, the work isn't done. The reason they got to the point of telling you is that something was missing and they didn't feel they could raise it earlier. Your job now is to figure out what created that silence — what about the environment, your relationship, or your management made this feel like a bomb to drop rather than a regular conversation. Because if you don't change that dynamic, you'll end up here again.

And if they leave? The most useful thing you can take into that exit conversation is a real question: what would have had to be different? Not to convince them to stay — that moment has passed — but because your next high performer is watching how you handle this one.

Bottom line: When a top performer tells you they're thinking about leaving, your job isn't to close the deal — it's to understand what broke down before they said a word.