Powerful Coaching Questions for Conscious Business

Questions to ask at the beginning of a coaching program:

  • If you were to look back 3 years from now, and realize that it has been the best 3 years of your life… what has to have happened, for you to feel thrilled with your progress?
  • What’s going to hold you back from creating that life?
  • What would you like to accomplish that looks impossible but if it were achieved would change everything?
  • What’s missing from your life and/or business? And how do you keep it out?

Talents & Skills

  • What are 3 of your key strengths?
  • What are the dark sides if these 3 key strengths? (e.g: for a hyper driven client, their dark side of this strength might be that they struggle to take some rest and time off)
  • What is something you do, for which you get amazing compliments by people around you, but secretly, when you do this, you feel lazy?
  • Which skill are you world-class at?
  • Which skill would you love to learn/master?


  • What do you want?
  • What is it that you really want that these things might give you?
  • What activities do you love to do anytime, while forgetting about everything else?
  • What do you love to do during your free time?
  • What did you love doing when you were a kid?
  • What did you want to become when you were a kid?
  • What are your passions?
  • Which causes are you willing to stand for/fight for?
  • If you got 100M$ to invest in a cause that mattered the most to you, how would you invest it?
  • What legacy do you want to leave?


  • If you were on your deathbed, what regrets would you have?
  • What would you like people to remember about you once you pass away?
  • If you knew you will die in a week, what would you do with your remaining time?
  • If you knew you will die in three months, what would you do with your remaining time?
  • If you knew you will die in three years, what would you do with your remaining time?


  • Who are the 2-5 people who bring you the most joy/fulfilment/results in your life?
  • Who is one person you would love to have strengthened your connection/relationship with?
  • Who are the people who inspire you?
  • What are the qualities that inspire you in them?
  • Which community would you love to discover/join/belong to?
  • Which community would you love to create?
  • What can I do with the people I know to leverage my business?
  • What does society need the most?
  • What are the most important topics for you?


  • If you could create this planet in the way you wanted, what would that look like?
  • What footprint do you want to leave of your passage on this Earth?
  • Which environmental problems would you love to have solved?
  • When was the last time you spent in Nature?
  • What would your ideal time in Nature look like?
  • If you had more Nature in your life, what would that look like? How can you make that happen (one tiny step at a time) ?
  • What would be 1 action you know would be good for the planet and you would like to do?


  • How can you help your client’s clients right now?
  • How can you monetize this?
  • How much income/revenue would you like to create?
  • How could you grow your business to $xK?
  • How much money do you want to make?


  • What is weighing on your mind right now?
  • What drains you of energy? What fills you of energy? (have them fill out the energy list)
  • What would be a practice you could do that would bring you more peace of mind?
  • What is one bad habit you have you wished you could change?
  • What would be one thing you could do if you wanted to take better care of your health?

Unlocking Fear / Challenging your client

  • So what?
  • Who cares?
  • What is holding you back?
  • What is the best thing that can happen?
  • What is the worse thing that could happen?
  • What is the most likely thing that can happen?
  • Is that true?
  • What if the opposite of that story was true? What would that look like?
  • What are you the most afraid of?
  • Why?
  • Why not?
  • Why not you?
  • Why not now?
  • Who are you NOT to do this?
  • What have you done for/about X ?
  • What are you not hearing right now?
  • What are you not seeing right now?

Other Questions

  • How can I help/serve you in this moment?
  • What would it look like if you made [their 3-year goal] happen in 6 months?
  • How can you measure it?
  • What do you do that is better than anybody else?
  • If you didn’t have to worry about money for the rest of your life, what would you do with your time?
  • What would it be like if you were fully alive?
  • What does your head say?
  • What does your heart say?
  • What does your gut say?
  • What are the most important problems in your field, and why aren’t you working on one of them?
  • If you could take a year off to work on something that probably wouldn’t be important – but would be really interesting – what would it be?
  • What’s the question you’d love an answer to?
  • What is one question, that if answered, would change everything for you?
  • If you could only subtract to solve problems, what would you subtract?
  • (create a not-do do list)
  • What could you put in place to go off the grid for 4-8 weeks?
  • What if everything was OK just as it is?
  • What would this look like if this were easy?
  • How could you use money on a problem/to improve quality of life?
  • If you had a gun to your head, and only had 20 seconds to make that decision, what would you do?
  • What is the question that you wished I asked you?
  • What is the question you wished I didn’t ask you?
  • What is something you want me to know about you?
  • What is something you don’t want me to know about you?
  • If you had 0$, how would you solve that problem?
  • What does your ideal client/partner/lover look like? (be specific)
  • What was the most challenging situation you faced in your life?
  • How did you overcome it?
  • What did you learn from it?
  • What would make this an extraordinary conversation?
  • What will you do to make this happen?
  • How are you the most likely to hold yourself back and not get the full value of this experience?
  • What would you have to do or how would you have to show up to get everything you want (and more) from this Intensive?
  • Who do you admire the most?
  • What are the specific traits you admire the most about them?
  • What is a goal you have right now, that seems impossible, but if achieved would change everything for you?
  • Who would you have to be to make that happen?
  • What price are you willing to pay to make that happen?
  • What can you take off your plate?
  • If there was only one goal you could accomplish this year, what would that be?
  • If there was only one goal you could accomplish in your lifetime, what would that be?
  • What are you seeing right now that your clients/other people are missing?
  • How do you feel in this moment?
  • What would you love to create?
  • What would that look like if it was a 10/10? What if it was an 11?
  • What if you could 10x your impact, what would that look like?
  • What if you slowed down, what would that look like?
  • What is your biggest insight in our conversation so far?
  • What is missing in your life?
  • What would Jesus do in that situation? [Replace Jesus with a person they admire]
  • How are you keeping it out of your life/business?
  • So what is this really about?
  • What needs to shift in you to make this happen?
  • How important is it for you to…?
  • What are you avoiding?
  • How would you like to wrap up our time together?
  • What would make that better?
  • What’s the discomfort that lives in the comfort you chose for yourself?

Questions to ask for a testimonial:

  1. What was going on in your life before working with me?
  2. What are the three best decisions you made thanks to our coaching program?
  3. What was the most difficult decision you had to make?
  4. What was the most powerful thing you got from coaching together?
  5. How have you been transformed in the work together?
  6. To whom would you recommend working with me?

Identifiable Sources:

I created quite a few of these questions especially for Conscious Business, and I am deeply grateful to Rich Litvin, Steve Hardison, Jim Rohn, Tim Ferriss, Hayden Lee, and others for their powerful questions I added in this list.

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