Deeper-Level Questions to Learn About People

It's currently 1 am in Nebraska. I got bored, so I asked ChatGPT the following question.

Hello! Can you provide me 100 questions to learn more about people? Deeper level questions.

I've been thinking about asking people different questions. These can be random people, family members, friends, colleagues, etc. I'm more of a listener.

I also thought why not ask myself (or others) these questions and write about it. So instead of waiting for the New Year to start a new habit. Why not start now? I haven't blogged as much lately so this will incentivize me!

I will find a way to answer these questions. I will do my best to do it in order but I'm okay with jumping around!

100 Questions in 100 Days! Let's begin!

Would you like to help me answer some of these questions? Please email me at pablo [at] lifeofpablo.com or send me a webmention! Make sure to tell me which question you'd like to discuss!

Key:

• Unanswered 🔴: The question has not been addressed yet.
• Answered ✅: The question has been answered.
• Link to Response 🔗: A link to the detailed response is available. (Hover or click the link for details.)

Philosophy & Mindset

1. What is your definition of success? 🔴✅ 🔗

2. What motivates you to work hard? 🔴✅ 🔗

3. What’s the biggest risk you’ve ever taken? 🔴✅ 🔗

4. What would you do if you knew you could not fail? 🔴✅ 🔗

5. How do you define happiness? 🔴✅ 🔗

6. What are your top values? 🔴✅ 🔗

7. How do you handle failure? 🔴✅ 🔗

8. How do you stay focused on your goals? 🔴✅ 🔗

9. What is the best decision you’ve ever made? 🔴✅ 🔗

10. What does a perfect day look like for you? 🔴✅ 🔗

Purpose & Motivation

11. What drives you to succeed? 🔴✅ 🔗

12. What is your biggest passion in life? 🔴✅ 🔗

13. What’s the most important thing in life? 🔴✅ 🔗

14. What would you do with unlimited time and resources? 🔴✅ 🔗

15. How do you stay motivated during difficult times? 🔴✅ 🔗

16. What are the key factors that contribute to your success? 🔴✅ 🔗

17. What legacy do you want to leave behind? 🔴✅ 🔗

18. How do you find meaning in life? 🔴✅ 🔗

19. What makes you feel fulfilled? 🔴✅ 🔗

20. What does success mean to you? 🔴✅ 🔗

Hobbies & Interests

21. What are your favorite hobbies? 🔴✅ 🔗

22. What activity do you do to relax? 🔴✅ 🔗

23. What is something you’ve always wanted to try but never have? 🔴✅ 🔗

24. What’s the best hobby you’ve picked up during quarantine? 🔴✅ 🔗

25. What’s your favorite way to spend a Saturday? 🔴✅ 🔗

26. What’s one hobby you’ve always been curious about? 🔴✅ 🔗

27. What kind of books do you like to read? 🔴✅ 🔗

28. What’s your favorite type of music? 🔴✅ 🔗

29. What do you enjoy doing when you need to clear your mind? 🔴✅ 🔗

30. What’s a new hobby you’ve picked up recently? 🔴✅ 🔗

Well-being & Health

31. What’s your favorite way to stay active? 🔴✅ 🔗

32. How do you take care of your mental health? 🔴✅ 🔗

33. How do you practice self-care? 🔴✅ 🔗

34. How do you manage stress? 🔴✅ 🔗

35. What’s your morning routine like? 🔴✅ 🔗

36. What’s your go-to comfort food? 🔴✅ 🔗

37. What do you do to maintain a healthy lifestyle? 🔴✅ 🔗

38. What do you do when you’re feeling overwhelmed? 🔴✅ 🔗

39. How do you stay energized throughout the day? 🔴✅ 🔗

40. What’s the best piece of advice you’ve received about health? 🔴✅ 🔗

Miscellaneous & Fun

41. What’s the most memorable vacation you’ve been on? 🔴✅ 🔗

42. What’s your favorite season of the year? 🔴✅ 🔗

43. What’s one place you’d love to visit? 🔴✅ 🔗

44. What’s your favorite meal of the day: breakfast, lunch, or dinner? 🔴✅ 🔗

45. What’s the most adventurous thing you’ve ever done? 🔴✅ 🔗

46. If you could switch lives with anyone for a day, who would it be? 🔴✅ 🔗

47. What’s your idea of a perfect day? 🔴✅ 🔗

48. What’s the best movie you’ve seen recently? 🔴✅ 🔗

49. What’s something you’ve learned that you wish you knew earlier? 🔴✅ 🔗

50. What’s your favorite way to unwind after a long week? 🔴✅ 🔗

Dreams & Ambitions

51. What’s your biggest dream in life? 🔴✅ 🔗

52. Where do you see yourself in 10 years? 🔴✅ 🔗

53. What’s the most important thing you hope to achieve in the next year? 🔴✅ 🔗

54. What’s the best way to set and achieve goals? 🔴✅ 🔗

55. If you could change one thing about your life, what would it be? 🔴✅ 🔗

56. What would you do if you knew you had no time limit to achieve your dreams? 🔴✅ 🔗

57. What’s one goal you’ve set that you’ve accomplished? 🔴✅ 🔗

58. What’s one dream you hope to fulfill in the next five years? 🔴✅ 🔗

59. What inspires you to keep going, even when things get tough? 🔴✅ 🔗

60. How do you stay motivated when faced with obstacles? 🔴✅ 🔗

Dreams & Spirituality

61. What do you believe happens after we die? 🔴✅ 🔗

62. What is your biggest spiritual belief? 🔴✅ 🔗

63. How has your spiritual journey shaped your life? 🔴✅ 🔗

64. Do you believe in life after death? 🔴✅ 🔗

65. What role does faith play in your life? 🔴✅ 🔗

66. Do you believe that everything happens for a reason? 🔴✅ 🔗

67. What’s your view on karma? 🔴✅ 🔗

68. What’s the most profound spiritual experience you’ve had? 🔴✅ 🔗

69. How do you define enlightenment or spiritual awakening? 🔴✅ 🔗

70. How do you reconcile science and spirituality? 🔴✅ 🔗

Goals & Success

71. What’s your definition of success? 🔴✅ 🔗

72. How do you measure your success? 🔴✅ 🔗

73. What’s the most important goal you’re currently working on? 🔴✅ 🔗

74. What’s the best piece of advice you’ve received about setting goals? 🔴✅ 🔗

75. How do you overcome setbacks when pursuing your goals? 🔴✅ 🔗

76. What does it take to be successful in life? 🔴✅ 🔗

77. What’s the most important trait you think is necessary to succeed? 🔴✅ 🔗

78. How do you keep yourself motivated when things aren’t going as planned? 🔴✅ 🔗

79. What’s a personal goal you’ve set for the next year? 🔴✅ 🔗

80. How do you stay focused on your long-term goals? 🔴✅ 🔗

Motivation & Strategy

81. What motivates you to take action towards your dreams? 🔴✅ 🔗

82. How do you maintain consistency when working towards your goals? 🔴✅ 🔗

83. What’s your strategy for overcoming procrastination? 🔴✅ 🔗

84. How do you prioritize tasks when you have a lot to do? 🔴✅ 🔗

85. What’s your approach to time management? 🔴✅ 🔗

86. How do you stay disciplined when working towards your goals? 🔴✅ 🔗

87. What’s the most effective habit you’ve developed to stay motivated? 🔴✅ 🔗

88. What’s one thing you do every day that contributes to your success? 🔴✅ 🔗

89. How do you stay positive and motivated when things aren’t going your way? 🔴✅ 🔗

90. What’s your number one piece of advice for staying motivated? 🔴✅ 🔗

Friendship & Support

91. What makes a good friend? 🔴✅ 🔗

92. How do you maintain strong relationships with your friends? 🔴✅ 🔗

93. What’s the most important quality you look for in a friend? 🔴✅ 🔗

94. How do you show support to the people you care about? 🔴✅ 🔗

95. How do you handle conflict in friendships? 🔴✅ 🔗

96. How do you make new friends? 🔴✅ 🔗

97. What’s one way you’ve supported a friend in need? 🔴✅ 🔗

98. How do you celebrate your friends’ successes? 🔴✅ 🔗

99. What’s the best advice a friend has given you? 🔴✅ 🔗

100. How do you know when it’s time to let go of a friendship? 🔴✅ 🔗