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Having the Conversation You've Been Avoiding

Every leader has a conversation they keep postponing. A step-by-step approach for the talk you know you need to have.

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Having the Conversation You've Been Avoiding

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Every leader has one. The performance conversation you keep rescheduling. The role clarity discussion you've been "waiting for the right moment" to have. The "this isn't working" talk that you've rehearsed in your head a dozen times but never delivered.

You know which conversation it is. You thought of it just now.

The longer you postpone it, the worse it gets. Not because the situation deteriorates (though it usually does), but because the weight of avoidance starts affecting everything around it. You manage around the problem. You compensate. You absorb work that shouldn't be yours. And the person who needs to hear the truth is the last to know that something's wrong.

Why We Avoid

Avoidance isn't cowardice. It's self-protection. Your brain is doing a cost-benefit analysis, and in the short term, avoidance always wins.

Having the conversation risks conflict, emotion, damaged relationships, maybe even losing someone. Not having it? Today feels the same as yesterday. The cost of avoidance is real, but it's distributed over time, which makes it invisible.

Adria managed a team member who was technically competent but toxic in meetings. Dismissive of colleagues, interrupting constantly, taking credit for shared work. Everyone saw it. Nobody said anything because the person delivered results. Adria told herself she was "managing the situation" through private workarounds: restructuring meeting roles, redirecting conversations, buffering other team members.

It took eight months and two resignations from other team members before Adria had the conversation. "I should have had it in month one," she said. "Everything I did to avoid it cost more than the conversation ever would have."

Preparation That Actually Helps

Most advice about difficult conversations focuses on scripts: say this, don't say that. Scripts are useful up to a point. But the real preparation is emotional, not verbal.

Get clear on your intent. Before you say anything, answer: "What outcome am I hoping for?" Not "I want to tell them they're underperforming." That's a message, not an outcome. An outcome sounds like: "I want us to agree on specific changes that would bring their performance to the level this role requires." When your intent is clear, your language follows.

Separate the facts from the story. Facts are observable: "You've missed three deadlines in the past six weeks." The story is your interpretation: "You don't care about this project." Lead with facts. Hold the story lightly, because you might be wrong about the reasons.

Anticipate their perspective. What might they be experiencing that you don't see? Maybe the deadlines were unrealistic. Maybe they're struggling with something personal. You don't need to have the answers before the conversation. But walking in with curiosity alongside your concern changes how you show up.

A Structure That Works

This isn't a rigid script. It's a sequence that keeps the conversation moving forward.

Open with care and clarity. "I want to talk about something important, and I'm raising it because I want us to work well together." Two sentences. They set the tone: this is serious, and it comes from a good place.

State what you've observed. Stick to specific, observable behaviours. "In the last three team meetings, I've noticed that when colleagues present ideas, you've interrupted before they've finished." Not: "You're dismissive." Observations are harder to argue with than labels.

Describe the impact. "The effect is that people are contributing less. Two team members have told me they hold back ideas because they expect to be cut off." Impact makes the abstract concrete. It shifts the conversation from "I think you have a problem" to "this is affecting real people."

Invite their perspective. "I'd like to hear how you see this." Then stop talking. This is where the conversation becomes a dialogue instead of a verdict. Sometimes what you hear changes everything. Sometimes it confirms what you already knew. Either way, the other person has been heard.

Agree on what happens next. "What can we both commit to changing?" Not you dictating terms. Both of you contributing to the solution. Set a specific follow-up: "Let's check in again in two weeks and see how this is going."

After the Conversation

The conversation isn't the end. It's the beginning of a new phase.

Follow up when you said you would. Notice and acknowledge changes, even small ones. If the behaviour doesn't change, have the next conversation sooner. The second one is always easier than the first.

And here's something nobody tells you: most of the time, the person is relieved. They knew something was off. They felt the distance, the workarounds, the subtle shifts in how you interacted with them. Having the truth in the open, uncomfortable as it is, feels better than the limbo of knowing something's wrong but not knowing what.

The conversation you've been avoiding is almost never as bad as the one you've been having with yourself about it. Have it this week.

About the Author

Nora Gkikopoulou

Nora Gkikopoulou

Leadership Development Facilitator & Coach

At Leadetic, leaders and teams learn to bring clarity, purpose, and measurable impact to their work. As Co-Founder, I design and deliver leadership programmes, academies, and coaching initiatives that turn learning into daily practice and collaboration into results.

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