101 Questions to Ask Yourself to Uplevel Your Life Now

by | Aug 31, 2020


Knowing what questions to ask yourself is the first step to living a meaningful life. Simply put, the questions need to be good! Good questions lead to answers that help you create a life you love.


What are “good” questions?

They are questions that encourage you to self-reflect and get to know yourself.


One of my favorite inspirational speakers Iyanla Vanzant, said “if you don’t know yourself, you can’t live the life of your dreams”.


Do you know who you are at your core? If asked, would it be easy for you to rattle off your values, goals, purpose, beliefs, and passions?

Would you be able to easily identify what is holding you back from living the life of your dreams?

For many, the answer is “no”.


We invest the time in getting to know others and understand who they are. It’s one of the building blocks to a healthy relationship.

But what about the relationship with yourself?

Stop being a stranger to yourself.

These 101 questions to ask yourself will help you grow, self-reflect, get to know yourself, and live the life of your dreams.


You’re worth the effort and little bit of time it will take!



101 Important Questions to Ask Yourself.


  1. What are my values?
  2. Am I living in alignment with those values?
  3. What values do I look for in those I have relationships with?
  4. Who do I consider to be a role model?
  5. What qualities about my role model do I most admire?
  6. Are there relationships in my life that are holding me back?
  7. How can I distance myself from those people?
  8. Do I like the person I am?
  9. Why or why not?
  10. What are 3 my top strengths?
  11. How can I start using those strengths in my job or career?
  12. What am I most grateful for?
  13. What am I passionate about?
  14. Do I make time for my passions?
  15. If no, how can I fit my passions into my life?
  16. How would others describe me?
  17. How would I describe myself?
  18. Am I an enjoyable, positive person to be around?
  19. How do I want people to remember me when I die?
  20. The top 10 things on my bucket list are….
  21. If I had one week left to live what would my priorities be?
  22. If I had one month left to live what would I do with the time?
  23. If I had one year left to live what would I do with the time?
  24. What regrets do I worry about having at the end of my life?
  25. What would I have to do, have, or be to prevent those regrets?
  26. What is my top goal to reach in the next 6 months?
  27. What steps do I need to take to reach that goal?
  28. What is my top goal to reach in the next year?
  29. What steps do I need to take to reach that goal?
  30. What are my top goals to achieve in the next 5 years?
  31. What steps do I need to take to achieve those goals in 5 years?
  32. Do I love myself?
  33. If yes, why? If no, why not?
  34. What are 3 things I can do to start loving myself more?
  35. What is the biggest life lesson I have learned thus far?
  36. Who or what inspires me most?
  37. Why does this person or thing inspire me?
  38. My favorite quote is…
  39. Why is this my favorite quote?
  40. What are some limiting beliefs I have?
  41. How are those limiting beliefs holding me back?
  42. How can I start changing those beliefs?
  43. What achievement am I most proud of?
  44. What is my purpose in life?
  45. Am I living out that purpose?
  46. If the answer is no, why not?
  47. If I could have 3 wishes come true what would they be?
  48. What are some bad habits that are holding me back?
  49. How and when can I drop those habits?
  50. What positive habits do I want to start?
  51. How would the positive habits improve my life?
  52. If money wasn’t an issue what would I do?
  53. What does my dream life look like?
  54. How can I start living my dream life?
  55. What is my dream job or career?
  56. How can I make this dream job or career a reality?
  57. What skills do I need to develop to take my career or job to the next level?
  58. Do I worry what people think about me?
  59. Am I living my truth?
  60. What is the mistake I have learned the most from?
  61. I believe the meaning of life is…
  62. I believe this is what happens to us when we die….
  63. What is the biggest life lesson I have learned thus far?
  64. What is a goal I have been procrastinating on starting?
  65. What is stopping me from going after that goal?
  66. If I couldn’t fail what would I do?
  67. What are the top 3 places I’d like to visit?
  68. What about those places intrigues me?
  69. If I could live anywhere it would be…
  70. Why would I want to live there?
  71. Are there areas of my life I am settling for?
  72. My ideal partner would have these qualities…
  73. Does my current partner have those qualities? If no, am I settling?
  74. The most important people in my life are…
  75. How can I start showing them more love and appreciation?
  76. My favorite hobby is?
  77. What do I love about that hobby?
  78. A new activity I’d like to try is…
  79. What interests me about that activity?
  80. An issue I am struggling with is…
  81. What advice would I give a friend who was struggling with that issue?
  82. What is the best piece of advice I’ve received?
  83. Who’s advice do I value the most?
  84. What is my biggest worry?
  85. Why does this worry me?
  86. What do I wish other’s knew about me?
  87. What material possession is the most important to me?
  88. What about that possession is so special?
  89. I feel happiest when….
  90. This is how I define success…
  91. Do I respect myself?
  92. If no, what can I do to start respecting myself more?
  93. What stresses me out most?
  94. Will the things I stress about matter in a year?
  95. What makes me feel peaceful or relaxed?
  96. What is my favorite thing about my current life?
  97. Do I feel most energized when I’m alone or with people?
  98. Do I enjoy my own company?
  99. Do I step outside of my comfort zone enough?
  100. What is something I can do to step outside of my comfort zone?
  101. What gives me a feeling of accomplishment?


Until next time friend!


Remember, you’re worth the effort! x


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Jen Ryan