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Coaching Questions · 20 questions · Updated for 2026

Coaching Discovery Call Questions: 20 Questions to Qualify, Connect and Convert

A discovery call is a short coaching conversation with a decision at the end. The prospect should leave clearer about their situation and about whether you are the right coach — and you should leave knowing whether coaching is the right help. These questions do both.

In this set
  1. Open and understand — 5 questions
  2. Fit and readiness — 5 questions
  3. A taste of coaching — 5 questions
  4. Decide — 5 questions

Open and understand

Let them describe the situation in their words.

  • “What made you reach out now?”
  • “What's going on that you'd like to be different?”
  • “How long has this been on your mind?”
  • “What have you tried so far?”
  • “What would be different in six months if this worked?”

Fit and readiness

Check that coaching — and you — are the right help.

  • “What do you know about how coaching works?”
  • “Have you worked with a coach or mentor before? What was useful, what wasn't?”
  • “How much time and energy can you realistically give this?”
  • “What would make you decide not to do this?”
  • “Is there anything I should know about your situation before we go further?”

A taste of coaching

Coach for five minutes so they feel it.

  • “Of everything you've said, what matters most?”
  • “What's the assumption underneath that?”
  • “What would you do if that assumption weren't true?”
  • “What did you just notice as you said that?”
  • “What's one small thing you could do before we speak again?”

Decide

Close honestly, without pressure.

  • “Based on this conversation, does this feel like something you want to pursue?”
  • “What questions do you have about working together?”
  • “What would you need to say yes?”
  • “What would you need to say no?”
  • “Shall I walk you through how it would work, or would you rather think about it?”

How to use these questions

  • •Coach on the call. Prospects buy the experience, not the description of it.
  • •Say no when it isn't a fit — for the prospect, the issue, or you. Referrals from honest no's are worth more than forced yeses.
  • •Keep it to 30 minutes with the structure: understand (10) → coach (10) → decide (10).

Discovery Call coaching questions FAQ

How long should a coaching discovery call be?+

Twenty to thirty minutes. Long enough to understand the situation and give a taste of coaching, short enough that both sides can decide without fatigue.

Should a discovery call be free?+

Usually yes — it is a mutual fit check, not a session. Some coaches charge a small fee to filter for commitment; both work if you are clear about what the call is.

How do I close a discovery call without being pushy?+

Ask a direct, low-pressure question: 'Does this feel like something you want to pursue?' Then be quiet. If yes, explain the next step; if no or maybe, thank them and leave the door open.

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Practice These Questions with AI

Reading questions is one thing. Using them naturally in a real coaching conversation is another.

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