The Most Versatile Coaching Questions I Use Again and Again

There’s a lot of pressure in the coaching world to ask the perfect question — the one that unlocks instant clarity or creates a dramatic breakthrough.

But in real coaching sessions, that’s rarely how it works.

In this episode of The Coaching Edge, I’m sharing the most versatile, workhorse coaching questions I use again and again — not because they’re clever or flashy, but because they reliably open insight across nearly any topic.

These aren’t scripts or “magic questions.” They’re question types you can adapt moment-by-moment, depending on what your client actually needs.

In this episode, I talk about:

  • Why coaches often over-hunt for the “perfect” question — and why that usually backfires
  • Why versatility and timing matter more than clever wording
  • How powerful questions work because of how and when they’re asked, not just what’s said
  • Five core question buckets I return to again and again in real client sessions
  • Simple go-to questions you can always use when a session feels st
  • ...
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You Get to Change Your Mind: How to Build a Flexible & Responsive Coaching Business in 2026

As we head into 2026, I want to talk about something that I believe is going to matter more than almost anything else in your coaching business this year: your ability to stay flexible and responsive.

Not reactive. Not panicked. Responsive.

In this episode, I’m unpacking why rigid business models are becoming harder to sustain — and why treating your business as an ongoing experiment is one of the smartest moves you can make right now. I talk a lot about what I call the beta mindset: the idea that your offers, pricing, content, and even your business model are all drafts. They’re meant to be tested, reviewed, adjusted, and improved based on real-time feedback — not locked in forever.

I also share a real example from my own business. For the past couple of years, the Business Building Bootcamp (BBB) has been offered as a one-year program. That structure made sense for a long time. Building a coaching business takes time, and meaningful support doesn’t happen overnight. But I’ve been ...

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