Name __________________
“The key to wisdom is knowing all the right questions.” – John Simone
1. How would your best friend describe you?
2. How would your spouse describe you?
3. How would an acquaintance describe you?
4. How would people who dislike you describe you?
5. What are your values?
6. What are you most grateful for in life?
7. What is the best thing that has ever happened to you?
8. What is the worst thing that has ever happened to you?
9. What drives you?
10. What are you passionate about?
11. What are the times you are most inspired, most motivated, most charged up?
12. What did you do during those times? How can you do more of that starting today?
13. What are the most important things to you in life?
14. Do you love your job?
15. What is it that you value the most in your work?
16. What is your ideal career?
17. If you are to do something for free for the rest of your life, what would you want to
do?
18. What would you do if you cannot fail; if there are no limitations in money, resources,
time or networks?
19. If you had one year left to live, what would you do?
20. If you have one month left to live, what would you do?
21. What are the biggest things you’ve learned in life to date?
22. What advice would you give to yourself 3 years ago?
23. What are your goals in life?
24. What if these goals are doubled? Tripled? Magnified by 10? How would you feel?
Would you prefer to achieve these or your previous goals?
25. What is your ideal life?
26. What can you do to start living your ideal life?
27. Are you settling for less than what you are worth? … Why?
28. What good habits do you want to cultivate?
29. Where are you living right now – the past, future or present?
30. Are you living your life to the fullest right now?
31. What is the meaning of life?
32. What is your purpose in life? Why do you exist? What is your mission?
33. How can you make your life more meaningful, starting today?
34. Who is/are the most important person(s) to you in the world?
35. Are you giving them the attention you want to give?
36. How can you spend more time with them starting today?
37. How can you change someone’s life for the better today?
38. Who are the 5 people you spend the most time with (besides your immediate
family)?
39. Are these people enabling you or holding you back?
40. What kind of person do you enjoy spending time with?
41. How can you be this person to others?
42. From the last fifty years who are the people that have impressed you the most?
Why?
43. How many of them would you gladly trade places with and why?
44. How can you be like them?
45. Who do you want to be like in 20 years?
46. Who are your mentors in life? (formal or informal)
47. What is your definition of success?
48. How will you know you are a success?
49. What are the reasons you are likely not going to achieve your vision?
50. What fears are standing in the way of your current vision?
51. What can you do to deal with these challenges?
52. What are all the fun things you want to do before you die?
53. What do you fear most in life?
54. What one thing have you accomplished that you are most proud of?
55. What is your biggest regret in life?
56. How do you feel about the pace of your life? Is it too fast, too slow, or just about
right?
57. Where does your self worth come from?
58. How is your relationship with money?
59. How do you feel about growing old?
60. What role has formal education played in your life?
61. What role has informal education (reading, learning from mentors etc) played in
your life?
62. How do you learn best?
63. What was the biggest change you made in your life?
64. When was the last time you changed something significant about yourself? What
motivated you?
65. Do you think you have the ability to change?
66. What do you think you cannot change about yourself?
67. What are your spiritual goals?
68. What are you doing to achieve them?
69. Do you think your spiritual state has a positive impact on other aspects of your life?
70. Do you think other aspects of your life impact your spiritual life?
