You already know before you walk in that this one is going to end in tears.

Maybe it's the third time you've raised the same issue. Maybe she teared up in your last one-on-one over something much smaller. You've spent two days rehearsing the softest possible version, and you still have no idea what you'll do when it actually happens.

What most managers do.

They plan around the tears instead of the message. The conversation gets padded, hedged and stretched until the point disappears somewhere in the middle. Then the crying starts anyway, and they do the one thing that guarantees they will be back here in a month. They stop. They slide over the tissues, say "we don't have to do this today," and reschedule a conversation that will be exactly as hard next Tuesday.

Backing off feels like kindness. It isn't. It teaches the person that tears end the conversation, and it leaves them carrying a problem you have now confirmed is bad enough that you couldn't say it out loud.

What actually works.

Three things.

1. Decide your one sentence before you go in. The single thing they must hear even if the rest of the meeting falls apart. Say it in the first ninety seconds, while you both still have your footing. Do not save it for the end.

2. When the tears come, stop talking and stay. Don't fill the space. Don't apologize for the message. "Take your time. I'm not going anywhere." Silence with someone in it is a very different thing from silence alone.

3. Then ask one question instead of continuing your points: "What part of this landed hardest?" You will usually find the tears are about something you never said -- a rumour, a fear about the job, something happening at home.

I watched a director at a professional services firm in Toronto go through this. Her employee started crying ninety seconds in. She waited, then asked what landed hardest. It turned out the woman thought she was being fired. She had seen two people walked out that month. Once that was cleared up, the actual feedback took four minutes.

Crying isn't the conversation failing. It's information arriving. Your job is to stay in the room, not to prevent the tears.

P.S. What do you do when someone cries in front of you at work? Hit reply and tell me -- I read every response.

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Troy Treleaven | Hard Conversations

Dale Carnegie | Lead with Impact Program

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