What to Do When Your Coaching Feels Stuck (And You Know Your Client is Trying)
Have you ever had a coaching client who’s engaged, reflective, and genuinely trying — but you keep coming back to the same issue session after session?
In this episode, I’m talking about what’s really going on when coaching feels stuck even though your client is doing the work. This is a common experience for coaches, and it’s not a sign that you’re failing — it’s usually a signal that something important hasn’t been addressed yet.
I walk you through:
- What I specifically listen for when sessions start going in circles
- Two of the most common reasons progress stalls with motivated clients
- How I name patterns (and the "elephant in the room") without judgment or pressure
- Why this is one of the most challenging — and important — coaching skills to develop
If you’ve ever left a session thinking, “We talked a lot, but nothing really shifted,” this episode will help you understand why — and what to do next time.
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The Power of a Powerful Question: How to Be a Better Coach NOW
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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Author & Host
Wendy McCallum
Business Coach for Coaches, Burnout & Alcohol Coach for High Achievers
I’m Wendy McCallum — a coach, mentor, and former lawyer who’s spent the last 15 years helping people build lives and businesses they actually want to wake up to. When I first left law, I had no guidebook for how to do this coaching thing. I floundered — hard. I undercharged, overthought, and overinvested in shiny solutions that didn’t really move the needle. But every mistake taught me something, and eventually, I built the kind of coaching practice I once only dreamed about — one that’s profitable, sustainable, and full of work I truly love. Today, I coach two kinds of people: ✨ Busy professionals who are ready to make big, meaningful changes — whether that's finding balance, recovering from burnout, or rethinking their relationship with alcohol. ✨ And newer coaches who are building their businesses from the ground up and want a clear, sustainable path forward without all the gimmicks and noise. Whether I’m helping someone simplify their business or reclaim their personal life, the heart of my work is the same: giving smart, capable people the clarity, encouragement, and real-world tools they need to move forward — in a way that feels good, not overwhelming. If you’re ready for something better — in your work, your life, or your business — you’re in the right place. And I’m so glad you’re here. IMPORTANT: Blog content including Wendy's podcasts are for information purposes only and not intended in any way to be health advice. Please see full Terms of Use, by clicking on the link in the footer of this page, for details.
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