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  • Think back to when you were 5 or 10 years old. What did you want to be when you grew up? Anything goes. What skills and metaphors do these represent (i.e. pilot may be a symbol for freedom)?
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  • What makes you most angry about the state of the world? With unlimited resources how could you fix it?
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  • What 3–5 dream jobs or businesses can you imagine that would firmly embody your core beliefs about the world.
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  • . If you trusted that your art (your creativity) would support your life, how would you live?
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  • When was the last time you couldn’t sleep because you were so excited about what you had to work on? What was it?
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  • When was the last time you were in a state of flow, in the zone and totally lost track of time? What were you doing?
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  • . If you were able to be a member of the audience at your own funeral (in 100 years or so) what would you want to hear people say?
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  • What do you want to be remembered for – what dent do you want to have put in the world?
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  • What do you love helping people with? How do you most commonly help others and what do they thank you for?
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  • What careers do you find yourself dreaming of? What jobs do others have that you wish were yours?
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  • Out of all your current work roles, what would you gladly do for free?
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  • What are you ridiculously good at? What are your precious gifts?
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  • What makes you happiest in your life? What excites you?
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  • What do you do that makes you feel invincible?
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  • Who do you look up to? Who are your mentors? Who inspires you? Why?
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  • What topics do you find yourself continuously arguing or defending with others? What beliefs does your stance represent?
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  • What do your friends always tell you you’d be good at, that you should do for a living (i.e. “he’d make a great…)?
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  • If you had a free hour to surf the internet, what would you explore? What are you naturally curious about?
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  • When was the last time you massively over-delivered on something? What was it and why did you work so damn hard?
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  • What are you most afraid of for the next generation, whether you have kids or not?
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  • When was the last time you were in a state of flow, in the zone and totally lost track of time? What were you doing?
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