150 Questions to Ask Yourself

Last Updated on April 4, 2021 by Michele Tripple

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These questions to ask yourself allow you to go on a personal journey of self-reflection and discovery as you transform into the person you want to be one question at a time.

Naturally, we are curious humans. We love to ask our kids a million questions about their day. We ask our parent’s questions growing up about how to do things or why we can’t do things and then we get married we ask our spouse questions constantly. How often do we self-reflect and ask ourselves questions about life? For me, it is not very often until recently when I started thinking more in-depth about my own life. These 150 questions to ask yourself have allowed me to self-reflect and make changes in my life when I was not happy with the way that it was going.

As you use these questions you can pick one to two daily to think about and reflect upon to make the changes you want in your life to be the person you want to be. As you go through the list, remember there is no right or wrong answer. It is a list for self-discovery and improvement. Perhaps there is a question. you ponder for weeks on end to come up with how you feel about something. That is fine. There is no right or wrong answer on how to use this list.

Be sure to check out these other great questions to ask!

Questions to Ask Yourself

  1. Do I believe I’m worthy of good things like love and happiness?
  2. In what ways do I show love for myself?
  3. Do I speak up when I feel I’m not getting what I deserve?
  4. How comfortable am I with saying “no” to things or people who don’t bring me joy?
  5. Do I feel guilty if I put my needs first?
  6. When was the last time I felt beautiful? Smart? Or powerful?
  7. If someone tells me I’m not good enough, how would I respond?
  8. If someone tells me I’m amazing, how would I respond?
  9. How often do I apologize, even when it’s not my fault?
  10. How often do I take on other people’s problems as if they were my own?
  11. When was the last time I told myself “good job”?
  12. How often do I spend time and energy taking care of myself versus taking care of others?
  13. What are the top 5 things that bring a smile to my face?
  14. How important is my own happiness?
  15. When was the last time I laughed so hard my belly ached?
  16. How often do I have a positive experience versus a negative experience?
  17. How content am I with life in general?
  18. How would I answer the question “I’ll be happy when…”?
  19. What’s preventing me from being truly happy now?
  20. What am I doing to increase my happiness?
  21. Do I have any regrets that I can’t let go?
  22. When was the last time I let myself have a good cry?
  23. What does a “happy life” look like in my mind?
  24. How do I bring happiness to other people’s lives?
  25. Would my friends describe me as a “positive person”?
  26. When was the last time I found the “silver lining” in a bad situation?
  27. How do I express gratitude?
  28. If I were to describe 3 things I’m grateful for right now, what would they be?
  29. Do I believe I’m responsible for my own happiness? Why or why not?
  30. How do I respond to a tough challenge that really tests my limit?
  31. How long does it usually take for me to bounce back from failure?
  32. True or false: It takes a lot to knock me down.
  33. What am I more afraid of? Failure, or the regret of not trying?
  34. How adaptable am I to changing circumstances and environments?
  35. How often do I tell myself “I can’t”?
  36. When was the last time I encountered a frustrating situation and what did I do to make it better?
  37. Do I believe I have control over how I feel and the experiences I have in life?
  38. When was the last time I felt really disappointed or hurt? What helped me overcome it?
  39. How often do I complain?
  40. When was the last time I solved a tough problem and what did I learn from it?
  41. What are some of the things that really demotivate me?
  42. What helped me regain my motivation in the past when I lost it?
  43. What excites me enough to keep me focused for hours on end?
  44. What fuels me more: reward or the fear of punishment?
  45. What do I hope to achieve in life?
  46. What am I doing on a day to day basis to progress towards my ultimate goal in life?
  47. Do I think I’m doing something of value with my life? Why or why not?
  48. In what ways am I contributing to the world?
  49. What activities make me feel productive, engaged, and deeply content?
  50. If money wasn’t an issue, would I still be in my current job? If not, what would I like to do instead?
  51. When was the last time I gave up on a goal? Why did I give up?
  52. Have I ever accomplished a goal only to find out it wasn’t fulfilling for me? What kind of goal was it?
  53. When was the last time I accomplished a goal that made me feel good for a long time? What kind of goal was it?
  54. How do I go about making difficult decisions in life?
  55. When was the last time I did something that made me feel a little scared or uncomfortable?
  56. What lessons did I learn from the last major mistake I made in my work?
  57. What’s my career goal for the next 5-10 years and how does it align with my ultimate goal in life?
  58. What am I doing on a daily/weekly/monthly/yearly basis to improve myself?
  59. Do I enjoy learning? If so, what am I doing to ensure that I keep learning?
  60. In what ways have I grown as a person in the last year?
  61. How comfortable am I with having a difficult, but necessary conversation with someone?
  62. What traits of a good leader do I exhibit?
  63. What traits of leadership do I need to work on?
  64. What am I doing in the next 6-12 months to progress in my career?
  65. What are the 3 most important things I look for in a relationship in my current stage in life?
  66. What do I think will be the 3 most important things I look for in a relationship 10 years from now? Are they the same to the answers from the question above?
  67. What am I doing to improve the quality of my relationship?
  68. Do I value being in a committed, loving relationship? If so, how do I show it?
  69. Am I willing to make compromises in a relationship? If so, what kind of compromises?
  70. How do I maintain my independence and sense of “self” in a relationship?
  71. When I picture the kind of life I want to live with my partner, what does that look like?
  72. How important is marriage for me, and why?
  73. How would I respond if a partner hurt me deeply but is showing remorse?
  74. What are the “dealbreakers” in a relationship for me?
  75. What impact did my parents’ relationship have on my view of relationship and marriage?
  76. What skills do I think I need in order to have a successful relationship?
  77. What qualities do I value the most in a partner, and why are they important?
  78. What are the top 3 lessons I learned from my past relationships?
  79. What’s my primary love language?
  80. How well do I communicate my needs in a relationship?
  81. What’s my fighting style and how does that impact my relationship?
  82. How important is family to me and how do I show it?
  83. Why do I want (or don’t want) to have children?
  84. What’s my way of showing love for my family?
  85. Does my way of showing love align with how my family would like me to show love for them?
  86. How satisfied am I with the relationships that I have with members of my family?
  87. How do I usually go about resolving conflicts between myself and family members?
  88. How effective is my approach?
  89. How do I show support for family members even if I don’t agree with them?
  90. How do I feel about being a stay-at-home parent?
  91. Do I get enough appreciation from my family?
  92. How comfortable am I talking to my family about my feelings?
  93. Do I have these qualities of a good friend and in what ways do I exhibit these traits?
  94. Why are friendships important to me and how do I show it?
  95. What do I prefer: socializing with a large group of friends or talk one on one?
  96. What are the 3 most important qualities I look for in a friend?
  97. Do I have any unfulfilling friendships that are draining my energy and happiness?
  98. What are my boundaries in a friendship?
  99. How much time do I spend talking versus listening in my friendships?
  100. How do I show appreciation for my friends?
  101. How accepting am I of my friends’ opinions and beliefs?
  102. What does “having a good time with friends” look like for me?
  103. How important is my health to me and why?
  104. What’s the biggest obstacle standing between me and a health goal?
  105. What does my diet look like and how does it make me feel? (i.e. good, guilty, energetic, lethargic, etc.)
  106. How do I take care of my body?
  107. How much control do I believe I have over my own health?
  108. What am I doing to reduce and prevent stress?
  109. How much sleep am I getting every night and what am I doing to improve the quality of my sleep?
  110. Am I getting enough exercise despite my busy schedule?
  111. What are 3 healthy habits I like to develop in the next 12 months?
  112. If I was a Marvel superhero, who would I be and why?
  113. Who’s my celebrity crush and what do I admire about them?
  114. What words do I use the most often and how do they reflect me as a person?
  115. What’s one secret I wouldn’t tell anybody and why?
  116. What was my favorite TV show growing up and what impact did it have on me?
  117. Who am I most jealous of and why?
  118. What compliment do I like to hear the most?
  119. If the apocalypse fell upon the world tomorrow, how long do I think I’d last?
  120. Who am I really?
  121. What worries me most about the future?
  122. If this were the last day of my life, would I want to do what I am about to do today?
  123. What am I really scared of?
  124. Am I holding on to something I need to let go of?
  125. If not now, then when?
  126. What matters most in my life?
  127. What am I doing about the things that matter most in my life?
  128. Have I done anything lately worth remembering?
  129. Have I made someone smile today?
  130. What have I given up on?
  131. When did I last push the boundaries of my comfort zone?
  132. If I had to instill one piece of advice in a newborn baby’s mind, what advice would I give?
  133. What small act of kindness was I once shown that I will never forget?
  134. How shall I live, knowing I will die?
  135. What do I need to change about myself?
  136. Is it more important to love or be loved?
  137. How many of my friends would I trust with my life?
  138. Who has had the greatest impact on my life?
  139. Would I break the law to save a loved one?
  140. Would I steal to feed a starving child?
  141. What do I want most in life?
  142. What is life calling of me?
  143. Which is worse: failing or never trying?
  144. If I try to fail, and succeed, which have I done?
  145. What’s the one thing I’d like others to remember about me at the end of my life?
  146. Does it really matter what others think about me?
  147. To what degree have I actually controlled the course my life has taken?
  148. When it’s all said and done, will I have said more than I’ve done?
  149. If I could make one change in my life today, what would it be?
  150. When was the last time I helped someone else?

What others questions to ask yourself would you add to the list? Share in the comments!

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