As Jesus leaves Jericho, a blind man named Bartimaeus shouts above the crowd and is brought forward. Before doing anything, Jesus asks: “What do you want me to do for you?”

Wait. Jesus could see the man’s condition. He knew what he needed. But he asked anyway. He invited Bartimaeus to name his own need, in his own words, before the conversation went any further.
Asking, rather than assuming, is at the heart of what makes a coaching conversation different from an ordinary one.
Coaching is intentional. It’s not just a chat.
Every coaching conversation works toward something. And that something is determined at the beginning, not by the coach, but by the person being coached.
This is where well-meaning leaders stumble. They care deeply, so they move quickly to help. But moving quickly past the opening often means addressing something other than what the coachee actually needs.
What does beginning a coaching conversation look like?
It’s a short dialogue, five minutes or so, that surfaces what’s really going on before the conversation moves deeper.
- Begin by asking: Where would you like to focus our conversation today? Which usually draws out a story.
- Invite them underneath the story: What’s the question you’re asking yourself here?
- Draw out what’s personally at stake: What does this situation surface in you?
- Help them aim the conversation: What would you like to have settled by the end of our time?
- Invite them to name the territory to explore: What key elements need to be explored to get there?
Without launching into advice or solutions, you’ve surfaced the real topic, the underlying need, the personal stakes, the desired outcome, and the key tensions.
That’s not small talk. That’s skilled work.
Why agreement on the goal matters.
When coachees choose the direction, they’re engaged. The goal they named is their goal, keeping ownership with them. It also gives you a reference point as the coach to maintain relevance. When the conversation drifts, you can gently ask: We said you wanted to settle X by the end of our time. Is this still taking us there?
Jesus didn’t skip the question because he already knew the answer. He asked it because Bartimaeus needed to answer it. The conversation that followed was his.
Your coaching conversations can work the same way.
The ability to start a coaching conversation well is something you build through practice and feedback. Our ICF-accredited coaching training equips you to do exactly that. If you’re ready to go deeper, explore the upcoming courses here.







