The conversation you’re avoiding is probably the one you need to have
- Melissa Boyd
- 1 day ago
- 4 min read

Most leaders can think of one.
The conversation they know they need to have, but haven’t.
Maybe someone’s performance has been slipping. Maybe a team member’s behaviour is affecting everyone around them. Maybe expectations haven’t been met, accountability has disappeared, or tension between two people is starting to impact the broader team. You’ve noticed it. Your team has probably noticed it too. But instead of addressing it, you wait.
You tell yourself you need more information. You want to give them another chance. The timing isn’t quite right. Things are busy. You don’t want to make a big deal out of something that might sort itself out. And sometimes, if we’re being completely truthful, we just don’t want to have an uncomfortable conversation. The problem is, avoiding the conversation doesn’t make the problem disappear. It usually makes it bigger.
Your team is watching what you tolerate
One of the things leaders sometimes underestimate is just how much their teams notice. They notice when someone consistently misses deadlines.
They notice when one person dominates meetings. They notice when poor behaviour goes unchecked. They notice when a colleague isn’t pulling their weight and everyone else is quietly picking up the slack.
And they definitely notice when their leader does nothing about it.
What you tolerate as a leader quickly becomes part of your team culture.
If you repeatedly walk past poor behaviour, unclear accountability or underperformance, you unintentionally send the message that it’s acceptable. That can be incredibly frustrating for the people who are doing the right thing.
Over time, your high performers may stop going the extra mile. People become less willing to speak up. Resentment builds. Standards slowly slip. The issue is no longer just about one person. It becomes a leadership issue.
Avoidance often disguises itself as kindness
Leaders rarely avoid difficult conversations because they don’t care.
Often, it’s exactly the opposite. You don’t want to upset someone. You know they’ve got a lot going on. You want to be supportive. You’re worried about damaging the relationship or knocking their confidence.
So you soften the message. Or hint at the issue. Or hope they’ll work it out themselves. But being unclear isn’t necessarily being kind.
Imagine believing you’re doing a perfectly good job, only to discover months later that your manager has been unhappy with your performance for some time. That’s not fair. People deserve to know where they stand.
They deserve clear expectations, timely feedback and an opportunity to respond before a small issue becomes a significant one.
A respectful, honest conversation might feel uncomfortable in the moment, but avoiding it can ultimately cause far more damage.
Stop waiting for the perfect words
Another trap leaders fall into is believing they need to have the conversation perfectly. You don’t. You need to have it respectfully. There’s a difference.
You don’t need a perfectly scripted speech. You don’t need to know exactly how the other person will react. And you certainly don’t need to have every possible solution worked out before you begin.
Start with what you’ve observed. Be specific about the impact. Explain what needs to change. Then listen.
For example:
“I’ve noticed the last three project deadlines have been missed, and it’s meant other members of the team have had to adjust their work at short notice. I wanted to talk with you about what’s happening and understand what might be getting in the way.”
That’s very different from: “You really need to improve your performance.”
One creates a conversation. The other creates defensiveness.
Curiosity and accountability can coexist
Having a difficult conversation doesn’t mean marching into a room and telling someone everything they’re doing wrong.
Good leadership requires curiosity.
There may be something happening that you don’t know about. Expectations may not have been clear. The person may need additional support, resources, skills or direction. That’s why asking questions matters.
What’s getting in the way?
How do you see the situation?
Is there something you need from me?
What do you think needs to change from here?
But curiosity doesn’t mean removing accountability. You can understand someone’s circumstances while still being clear about expectations. You can be empathetic and still address poor behaviour. You can support someone and still expect them to deliver. Strong leaders learn to hold both.
The longer you leave it, the harder it gets
Most difficult conversations don’t become easier with time. They accumulate history. One missed deadline becomes four. One inappropriate comment becomes an established behaviour. One frustrated employee becomes an entire team quietly complaining to each other.
By the time the leader finally steps in, the conversation is significantly bigger than it needed to be. There’s also another consequence. Your frustration has had time to build. Instead of addressing something calmly when it first happens, you eventually reach the point where you’re irritated, disappointed or angry.
Now you’re trying to address six months of frustration in one conversation. That’s rarely productive. Early conversations can be small conversations.
Late conversations tend to become big ones.
Ask yourself: what am I avoiding?
Leadership isn’t only about the conversations you’re comfortable having. Sometimes the biggest impact you can make comes from addressing the thing you’ve been hoping will resolve itself.
So take a moment and think about your team.
Is there a conversation you’ve been putting off?
Is there behaviour you’ve been tolerating?
Is there someone who needs clearer feedback?
Is there an expectation you haven’t properly communicated?
Or is there something everyone seems to know is a problem, but nobody is saying out loud?
If someone immediately came to mind while reading this, there’s probably a reason. Don’t wait until the issue becomes impossible to ignore.
Have the conversation. Be clear. Be curious. Be respectful. Listen to the response. Agree on what happens next. It may be uncomfortable. But that discomfort is often part of the job. Why? Because great leadership isn’t about keeping everyone comfortable all of the time. It’s about creating an environment where people know what’s expected, where issues are addressed rather than avoided, and where everyone can trust that the standards you talk about are the standards you’re prepared to uphold. And sometimes, that starts with one conversation you’ve been putting off.
Want to know where your own leadership blind spots might be showing up?
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