What major challenges, issues or concerns are you facing related to being self-employed or having a small business? What is the biggest problem you are facing right now?
What aspects of your self-employment or small business do you feel most passionate about? What aspects do you feel least passionate about?
How well do you balance your business life with your personal life?
What difficulties in your personal life are you facing? How does your personal and business life impact each other?
What accomplishments in being self-employed or in your business are you most proud of? What accomplishments in your personal life are you most proud of?
How would you assess your energy level and sense of well being?
What kinds of interests, activities and relationships do you engage in on a regular basis that contribute to you feeling energetic and fulfilled?
What do you see as something you do or don’t do that is making it more difficult to grow your business?
If you were to sketch out a vision for your business in terms of what you want to happen, what would it look like? How does this vision relate to your personal goals?To what extent is your business vision consistent with the kind of lifestyle you want to have?
What are some of your immediate goals in working toward that vision? How effective have you been in meeting your immediate goals?
Why do you want to grow your self-employment or business? Once it is grown what do you want to do with it? Pass it on to your family? Sell? Retire? Be financially independent?