When your client asks, "Should I leave my job?" — that's not really what they're asking.

Chances are, underneath that question is something else. Maybe it's "Am I allowed to want something different?" or "Will I be okay if I take this risk?" or "Do you think I'm capable of more?"

The same is true when a client asks, "What do you think I should do?" They're rarely asking for your opinion. They're asking for permission. Or reassurance. Or help trusting themselves.

The best coaching happens when you stop answering the surface question and start responding to what's underneath. This is the skill that separates good coaches from great ones — and it's something you can develop with intention and practice.

In this episode, I'm pulling back the curtain on how I listen for the question behind the question, the common patterns I've noticed after 15 years of coaching, and how to respond in a way that actually moves your clients forward. We're also going deeper into the big existential questio...

 If you want to instantly become a better coach — without adding certifications, frameworks, or fancy tools — start here:
The power of your questions.

In this episode, we’re diving into:

✅ What actually makes a question "powerful" in coaching
✅ The common trap of leading coaching questions (with real-world examples to illustrate)
✅ Why what and how questions are your secret coaching superpowers
✅ The role of curiosity in creating deep, transformational coaching conversations
✅ The big shift from agenda-based coaching to curiosity-based coaching — and how to trust your client’s inner wisdom
✅ A simple, actionable challenge you can take into your next coaching session this week

If you’ve ever found yourself feeling pressure to “deliver value” or “have all the answers” — this episode will give you a clear path to more effective, more spacious, and more client-centered coaching conversations.

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👉90+ Powerful Coaching Questions Cheat Sheet (FREE): ...

If you're a newer coach, chances are you've already discovered that powerful coaching isn't just about having the perfect plan or a compelling niche. It's about how you show up in the moment with your client. And one of the fastest ways to grow as a coach? Learn to ask better questions.

Questions that deepen insight. Invite reflection. Spark action.

That's why I created the free guide, 90+ Powerful Coaching Questions—a resource designed to help you cut through the noise and uplevel your coaching sessions immediately.

In this post, I’ll share five key ways you can instantly improve the power of your coaching sessions—each one tied to the art of the question—and how to use this freebie to build your confidence, sharpen your instincts, and create more transformational moments with your clients.

1. Ditch the Yes/No Questions (and the Ones That Suggest an Answer)

Let’s start with the most common coaching habit I see newer coaches fall into: asking closed or leading questions.

“Do yo...