9 Tricky Little Questions Even Smart Business Leaders Dont Want To Answer

Do you run your own business? Are you a leader or a director of a company or organisation?

Most leaders that I know seldom stop moving.

They’re constantly on the go.

Creating; directing; juggling; mediating; connecting; influencing; selling; (insert action verb here)

And in most cases, they’re not keen on stopping to ask questions.

Because, for high-achievers, stopping means “losing momentum”.

It means losing focus.

Losing power.

Losing track.

Being vulnerable.

And for most leaders and business owners, being vulnerable is the last place they want to be.

But, as the famous psychologist and author Brene Brown says:

“Vulnerability is the gateway to creativity and transformation.”

And creativity is at the heart of leadership.

So I invite you now.

To stop for a moment.

To slow down.

To dare to be vulnerable.

To invite creativity and innovation into your life for just a moment.

And be open to what comes out.

Are you ready?

If you are, then take 30 minutes and find somewhere quiet. Let yourself relax, breathe deeply…

And then ask yourself these 9 questions:


  1. How satisfied am I with the progress of my business on a scale of 1-10?
  2. What do I do which holds my business back?
  3. In which area of my business am I least comfortable and confident?
  4. What or who drains me most in my business?
  5. What am I afraid of in business and how does this hold me back?
  6. What unhelpful assumptions do I have about my business?
  7. What would stop a potential buyer being interested in my business?
  8. Are there any threats to my business that I am choosing to ignore?
  9. Are there any aspects of my business I avoid or shy away from?


What comes up for you?

Which question felt particularly hard?

Which felt energising?

Which felt de-energising?

These are hard questions which lead to hard answers.

Share your thoughts in the comments section below.

I’m curious.

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About The Author

Bob Buckley

My name is Bob Buckley. I'm the founder of The Soul Scientist. As a Coach and Mentor, I support extraordinary people, stuck in personal or professional transition, to create a life of freedom, authenticity and joy. My motto: "Change looks hard. But it doesn't have to feel crippling" #Leadership #SelfDiscovery #Enlightenment #InsideOut