71. What are your long-term goals? 

72. Who is your role model? 

73. What did you want to be when you were a kid? 

74. What is your biggest regret in life? 

75. What are the top three things on your bucket list? 

76. What has been your biggest accomplishment so far? 

77. What is one thing you wish you could do that you know you probably never will? 

78. What are you most afraid of? 

79. What’s the biggest risk you’ve ever taken? 

80. Tell me about the most life-changing piece of advice you’ve ever heard. 

81. When are you the most happy? 

82. What always calms you down when you’re really stressed out and upset? 

83. Who in your life has had the most influence on you?

84. What’s the hardest thing you’ve ever done? 

85. What scares you the most about the future? 

86. How have your priorities changed in the last 10 years? 

87. What’s the nicest thing anyone has ever done for you? 

88. Describe your perfect weekend. 

89. What’s the most controversial opinion you have? 

90. If you could change one thing about your personality, what would it be? 

91. What’s the first thing you would do if you won the lottery? 

92. If you could invite one famous person to dinner, who would it be? 

93. Who do you miss the most from your past? 

94. If you could go back in time, what is one situation you would do differently? 

95. Who is the most important person in your life right now? 

96. What did you think you would be doing at this age when you were a kid? 

97. Do you think social media is destroying our communication? 

98. What piece of technology could you live without? 

99. What do you think the world will be like 20 years in the future? 

100. What is something you’ve failed at recently?