Some of My Favorite Questions

  • How will your children describe you to their children?

  • Who gets the worst from you?

  • What keeps you where you are?

  • Who are the people in your “kitchen cabinet”?

  • Do you have CEO disease? (what do they really think?)

  • Where do you go to dream?

  • How will you find opportunity in crisis?  (danger, crisis, opportunity)

  • When was the last time you did something for the first time?

  • What is your businesses market cap? (private:  growth value #)

  • Show me your sales playbook?  If not, why not?

  • Tell me something (a success) that is not on your resume

  • What do you do differently on Mondays? (set the tone)

  • What would you do if you weren’t afraid?

  • What’s your trophy?  What’s happening 20 minutes before? (Dr. Joe Cook)

  • What brings you joy?  What creates anxiety?

  • What are we doing here?  What am I missing?

  • How are you viewed as a leader in your company?

  • Who are you?  Who were you? Who will you become?

  • Sounds like… - Will you please unpack that for me?

  • Talk to me about your long term patterns of your curiosity.

  • How close to the real you are you?

  • What do you need to achieve this?

  • What image about you is now being threatened / shattered?

  • Are you being a pilot, a co-pilot or a passenger?

  • How do you want to improve the world?

  • Who are you being right now?

  • What kind of person do you want to be when you grow up?

  • What hard problem do you want to solve?

  • How do you integrate your strengths and interests into your career?

  • What is the story you want to tell with your life?

  • What challenges excite and intimidate you?

  • What limits ion your life are real or perceived?

  • What intersection best describes your life?