Episode 805: How to Become a Stellar Coach (So You Can Get More Results For Your Clients) - Part Two

Uncategorized Mar 16, 2026

If you are in the business of digital products, education, or coaching, you aren't just a content creator - you are in the business of solving problems and producing results. But I’ve learned that results rarely come from transferring more information; they come from the quality of the questions you ask.

As we continue our special series on coaching, Jenni and I share the art of powerful questioning. We explore why most coaches stay stuck in "why" traps that lead to circular thinking, and how you can use the right questions, at the right time, to bypass a client’s ego and spark real breakthroughs. 

From chunking down multi-layered problems to using the Sherlock Holmes method to detect hidden constraints, we’re giving you the exact language to transform your coaching sessions into high-impact, elegant masterclasses in this one!

Get on the Stellar Coach Priority List! To be the first to know when the next spots open and get access to the powerful coaching tools designed to help you create deeper breakthroughs and transformational results, go to www.jameswedmore.com/coach!

Want my Business Profitability Playbook? Come follow me on IG and DM me PROFIT and I’ll send it over!

And don’t forget, if you want to be the first to know when Jenni reopens the doors to her monthly meditation membership, The InnerStellar Collective? If you’re craving more intuition, mindfulness, and intentional space in your life, join the waitlist here. You’ll be the first to hear what’s coming next - go to www.bbdcoaching.com/innerstellarcollective. ✨

If you haven’t yet signed up for my free weekly newsletter for online experts, The Digital CEO Weekly, you can sign up now and get it delivered straight to your inbox every Monday morning at www.jameswedmore.com/newsletter

Hey there, Digital CEO!

If you’re loving this episode and you know this is your year to finally build, launch, or scale your digital business the right way — then I’ve got something for you.

Business By Design, my signature program that gives you everything you need to design a leveraged, profitable digital product business, only opens once a year… If you want to be the FIRST notified when doors are open, you can get on the waitlist for BBD 2026 right now. That way, you’ll be the first to know when we open enrollment again (and trust me, you do not want to miss it!).

Head to www.businessbydesign.net/ and join the waitlist today!

Snap a screenshot of the episode playing on your device, post it to your Instagram Stories and tag us, @jameswedmore and @jenniwedmore. We’d love to hear what resonated with you the most from this episode and especially what you want covered in future ones!

 

In this episode you’ll hear: 

  • The strategy you can use for bypassing your client’s “guardian of the mind” and getting to the root of their challenges faster
  • The reasons that questions starting with “Why” usually lead to self-sabotage and circular thinking, and the specific “What” questions I use instead
  • The winning formula for opening a coaching session when a client presents five problems as if they are one
  • Why you should never just pick one when a client lists multiple problems, and how to use recreation to establish immediate rapport
  • The importance of using a passionately curious tonality when investigating your client’s language, and how to act like Sherlock Holmes to find the real hurdle
  • What we mean when we say that great coaching isn’t about the duration of the call, but the precision of the intervention

 

LINKS:

Get on the Stellar Coach Priority List

Be the first to know when Jenni’s Membership, The InnerStellar Collective, opens again!

Want my Business Profitability Playbook? Come follow me on IG and DM me PROFIT and I’ll send it over!

Episode 804: How to Become a Stellar Coach (So You Can Get More Results For Your Clients) - Part One

 

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