08/31/2026
One coaching skill can completely change a difficult leadership conversation:
Don't decide your next question before you hear their answer.
Instead, let their response lead you to your next question.
Why?
Because the real issue is often hiding underneath the first answer.
In my coaching with leadership teams, I've also seen how adding simple coaching skills and practice can be a game changer.
A couple of weeks ago, I worked with a leadership team on exactly this.
They put the coaching skills they had learned into practice—and a very difficult conversation became a much better one.
And it led to a good result.
One idea made a particularly big difference:
Let the person's response to your first coaching question lead you to your next question.
Why?
Because you're not just waiting for your turn to talk.
You're actively listening between the lines.
What are they really saying?
What's underneath their answer?
What haven't they said yet?
That deeper listening helps you uncover the real issue.
And when people feel genuinely heard, something important happens:
Connection becomes possible.
That's when a difficult conversation can shift from:
"How do I get this person to change?"
to:
"How do I understand what's really going on here?"
Healthy teams aren't teams without difficult conversations.
They're teams willing to have them—and skilled enough to navigate them well.
What conversation is your team avoiding right now—and what might become possible if someone had the skills to navigate it differently?
If you're working through communication, accountability, or difficult conversations on your leadership team, let's have a conversation.