Difficult Conversations

Telling Someone Something They Don't Want to Hear

Deliver unwelcome news clearly, so the person can act on it rather than absorb it slowly.

About the wording below: every example in this library is written to illustrate a pattern. They are illustrative examples, not transcripts, and not accounts of anyone's real conversation. Use them as a starting point and put them in your own words.

The situation

You have to tell someone something they'd rather not know — a project is being reassigned, a plan won't happen, an application was unsuccessful, their idea has a problem. You want to be kind, and you know that softening the message too far is its own kind of unkindness.

Why this conversation is difficult

Bad news creates a strong pull to cushion it, and cushioning usually means burying the actual message somewhere in the middle of a lot of context. People also overestimate how much detail helps: in the moment, most people can absorb one clear fact and very little else. There's also the discomfort of being the one who delivers it, which pushes people towards language that protects the teller rather than informing the listener.

Your goal

Make sure the message is understood in the first exchange, so nobody has to work it out over the following week.

Recommended approach

  1. 1Lead with the news. Context first delays the moment and leaves the person listening for what's wrong rather than hearing what you're saying.
  2. 2Keep the first version short. You can expand once they've had a chance to react.
  3. 3Don't pad the message with reassurance that softens the facts. "It's probably for the best" is for them to decide, not you.
  4. 4Be ready for the question they'll ask — usually "why" or "what happens now". Have a real answer to both.
  5. 5Stop talking after you've said it. Silence gives them room to respond, and filling it takes that room away.

What you could say

Example wording

"I've got news I'd rather not be giving you. The project is being moved to a different team, so it won't be yours from next month. I know that's not what you were expecting. I can tell you what I know about why, and what it means for your role — what would be most useful?"

Softer version

"I want to tell you this straight rather than dress it up. Your application wasn't successful this time. I'm sorry — I know how much work went into it. I'm happy to go through the feedback whenever you want."

Direct version

"The budget's been cut, so the role isn't going ahead. I'm sorry. I wanted you to hear it from me today rather than find out later."

Professional version

"I need to give you some news that I know will be unwelcome. The proposal hasn't been approved, so we won't be proceeding. I'd like to walk you through the reasoning and then talk about what it means for the next phase."

What to avoid saying

"I've got some good news and some bad news…"

It builds suspense for a person who is about to get bad news, which is a cruelty disguised as a warm-up.

"It's probably for the best."

Deciding how someone should feel about bad news is not yours to do, and it usually lands as dismissive.

Burying it in the middle of a long paragraph.

The person hears everything after the news through the news. Padding doesn't soften it, it just delays the moment they understand.

"I'm sure you'll bounce back."

Reassurance offered before the person has reacted is about managing your own discomfort, not theirs.

If the other person reacts badly

They go quiet.

Don't fill the silence. "Take a minute. I'm not going anywhere."

They're angry with you.

Don't defend the decision as though you made it. "You're entitled to be angry. I'm sorry I'm the one telling you."

They immediately want to negotiate.

Be honest about whether there's any room. "I don't want to give you false hope — this part is decided. What I can do is talk through what comes next."

The framework behind this script

Bottom line up front

Whether it's called BLUF or the inverted pyramid, the principle is the same: state the conclusion first, then the supporting detail. In bad-news conversations it prevents the listener from spending the whole message bracing for the worst.

Read the framework in full

Related Say It Better guides

More difficult conversations scripts

Want wording for your exact situation?

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