100 Big Questions Successful People Never Stop Asking Themselves

1. If I were to lose everything today, what would I do tomorrow?

2. Is this really where I want to be?

3. How did I get here, exactly?

4. Is there enough love in my life?

5. How can I be more attentive to those I care about, and more valuable those who need me most?

6. What will my life look like ten years down the line if I stay the current course?

7. Am I prepared to reinvent myself if need be?

8. How would others describe me?

9. How would I describe myself in a few sentences, as honestly as possible?

10. Is the work I do enriching?

11. Is this really the best I can do at [insert any given task]?

12. Am I taking enough risks?

13. Am I doing a sufficient job tuning out all the noise?

14. How can I be more present?

15. Am I as healthy as I could be?

16. What do I really gain from [insert bad habit]?

17. Is this the right city/town/suburb/place for me?

18. What does my Happily Ever After look like, within reason?

19. What practical measures can I take to get to my Happy Place?

20. What excites me most?

21. Who am I able to be my authentic self around?

22. How can I infuse my surroundings with more positive energy?

23. Which causes do I truly believe in, and what can I do to get behind them?

24. What are my main goals, and the actionables for achieving these objectives?

25. How can I actually make some small but important difference in the lives of others?

26. Which activities make me feel sincerely fulfilled?

27. What are some useful life hacks I can apply to my daily life?

28. How can I embrace innovation?

29. What is the best solution to [insert daily frustration]?

30. What is the best workaround for [insert looming predicament]?

31. What can I learn from each and every one of my failures?

32. What am I really doing with my life—on a micro and macro level?

33. What can I do to make my daily existence yet more rewarding?

34. What would the me from five years ago think of the me today?

35. How can I respond better to life mishaps, big and small?

36. How can I prepare myself better for the future?

37. Is this a smart decision?

38. Is my heart really in this?

39. What would [insert someone you admire] do in this scenario?

40. Do I expect too much?

41. How can I work towards being a better person?

42. Can I honestly claim to have a sense of purpose?

43. Am I leading a meaningful life?

44. What is my authentic truth?

45. Am I giving others enough credit when due?

46. How can I be kinder to strangers day to day?

47. How can I share the wealth of knowledge I’ve acquired thus far?

48. How can I become yet more skilled at my trade and more specialized in my areas of expertise?

49. Am I taking enough vacation?

50. Do I work for and with people I genuinely respect?

51. How can I control my emotions better?

52. Am I doing enough to celebrate the achievements of others?

53. What more can I do to tame envy and other destructive emotions when they strike?

54. How can I make more time for laughter, lightheartedness, hobbies, and fun?

55. How can I overcome my greatest fears?

56. How can I spread more joy?

57. Am I building a life with the right person?

58. What can I do to make a friend smile in the next hour?

59. How can I improve a stranger’s circumstances today?

60. How can I love my family members better?

61. What more can I do to appreciate all the little things and embrace all the tiny moments worth noting?

62. What can I do to lead a more fulfilling life overall?

63. Am I decent?

64. Am I being honest with myself?

65. What self-care initiatives can I incorporate into my daily life moving forward?

66. What can I do to shrink my ego and grow a bigger heart?

67. Am I valuing experiences over the acquisition of stuff?

68. Is this world a better place because I’m in it?

69. What can I do to strengthen my weaknesses, and to mend the broken parts of my soul?

70. Am I expending enough energy on worthwhile endeavors?

71. Am I treating every single person I interact with respectfully?

72. How can I work towards living more mindfully?

73. What does a ‘good life’ entail, in my opinion?

74. What traits in others do I most aspire to replicate in myself?

75. How can I contribute more to my community?

76. What can I do to make the world a better place, even if only in some minuscule way?

77. Is this what I want?

78. How can I train myself to be more accepting of others?

79. Am I leading a healthy, balanced life?

80. In what situations do I truly excel?

81. What is my honest definition of ‘success’?

82. How can I position myself better to achieve my objectives?

83. What can I do to impart some of the wisdom I’ve acquired on younger generations?

84. What can I do to learn more from others?

85. What steps can I take to ignore trivial distractions in favor of focusing on the bigger picture?

86. How can I exercise more self control?

87. Am I operating from a place of good intentions?

88. Am I aware and accepting of my own limitations?

89. Is there something more I can do for the people I love right this second?

90. Are my priorities in line with my personal values?

91. Have I earned the respect of others?

92. How can I maintain a sense of perspective at all times?

93. What can I do to recuperate faster from life’s setbacks?

94. Does anyone look up to me?

95. Does my life to date qualify as an honorable one?

96. Am I doing my best to withhold judgment?

97. Have I given my parents and others good reason to be proud of me?

98. What more should I be doing?

99. Can I honestly claim to love the person I am?

100. Am I asking enough questions?