100-Day journaling challenge

Every day is a chance to learn something new about yourself and grow. These 100 questions are here to help you reflect, let go of what’s holding you back, and embrace who you’re becoming. It’s not about being perfect—it’s about being real with yourself. Take a moment each day to pause, answer honestly, and reconnect with what truly matters. This is your journey—own it.

100-Day journaling challenge

Day 1-16: Daily Reflection

1. What went well today?

2. What didn't go well today?

3. What did you learn today?

4. What is something that made you feel proud today?

5. What was today's biggest challenge? How did you overcome it?

6. What goals did you accomplish today, big or small?

7. What act of kindness did you do for someone today?

8. What act of kindness did you do for yourself today?

9. What surprised you most about today?

10. What do you need to let go of right now to move forward to tomorrow?

11. What is on your mind right now, and will it affect your sleep? What needs to be released for a restful night?

12. What unfavorable situations have happened today that require your attention?

13. Name one thing that happened today that took you by surprise.

14. What habits supported you the most?

15. What's 1 thing you'd like to change about today?

16. What was something random or unexpected that happened to you today? How did it make you feel?

Day 17-36: Self-Reflection and Challenges

17. How am I lying to myself?

18. What job would I do if money didn't matter?

19. Am I putting less important things before my loved ones?

20. What do I know that can improve my health, but I'm ignoring?

21. Do I challenge myself to step outside of my comfort zone daily?

22. Which people in my life are burdening me constantly?

23. Can I be myself around the people I'm closest to?

24. What pain or trauma from the past do I still need to heal?

25. Who do I take my anger out on the most?

26. In what ways am I being a bad role model to others?

27. If money didn't exist, would I still chase my dreams?

28. Do I treat others how I wish to be treated?

29. How do I not practice what I preach?

30. Do I make enough time for myself?

31. What is the proudest moment in my life?

32. Who do I need to make peace with?

33. On a scale of 1-10, how committed am I to my goals?

34. What tasks do I do half-heartedly?

35. What new habits do I need to form, and why have I not started?

36. What would my perfect life look like?

Day 37-67: Self-Love and Growth

37. What qualities do I love most about myself?

38. What are my biggest goals?

39. What makes me unique?

40. What flaws do I accept about myself?

41. What are 3 simple ways I can love myself each day?

42. What is something new that I would like to try?

43. What would I like more of in my life?

44. What would I like less of in my life?

45. Are there times that I say yes when I wish I could say no?

46. What would give me energy?

47. What positive affirmations would help me grow?

48. What actionable steps can I take toward fulfilling my goals?

49. How can I simplify my life?

50. What unhealthy habits would I like to let go of?

51. What are 3 positive habits I'd like to cultivate?

52. What are 5 things I am grateful for?

53. What is my ideal morning routine, and how can I make it a reality?

54. Where can I let go of perfectionism?

55. Where in my life do I need to slow down?

56. What makes me happy?

57. What are some positive ways I've grown over the last 3 years?

58. What can I forgive myself for?

59. What made me happy as a child?

60. What does self-love mean to me?

61. When do I feel most confident?

62. What boundaries do I need to set for myself?

63. Who is the highest, truest, most authentic version of myself?

64. What's a compliment I have been given, and how does it make me feel?

65. What motivates and inspires me? And how can I utilize these daily?

66. What compliment do I want to receive the most?

67. What am I proud of?

Day 68-98: Reflection on Experiences and Challenges

68. What will be the same or different in your life one year from now?

69. Your definition of success.

70. A time you learned from a mistake.

71. The victory you're most proud of.

72. Your favorite quotes.

73. A list of your all-time favorite songs.

74. Something sweet you were told that made you cry.

75. Someone you're especially thankful for this past year.

76. A teacher or professor you learned the most from.

77. The last time you laughed so hard, your stomach hurt.

78. What's bothering you this very second?

79. Something you'll never tell your parents.

80. The best compliment you've ever received.

81. A habit you want to pick up.

82. A habit you want to get rid of.

83. Qualities you look for in a partner.

84. How you're different now compared to this time last year.

85. A happy moment that brought you to tears.

86. What's your focus for this week?

87. Something you would change about the world.

88. Everything good that happened last week.

89. Make a rap about your day.

90. Something you want a second chance on.

91. Something you'll always secretly hold a grudge for.

92. Are you living as your authentic self?

93. Your first thought when you woke up.

94. Are you putting enough effort into your relationships?

95. Something your mind and/or body needs most right now.

96. What's stopping you from pursuing your dreams?

97. The last time you pushed yourself out of your comfort zone.

98. Your biggest insecurities.

Day 99-100: Closing Reflection

99. A love letter to yourself.

100. What you've learned about yourself by the end of this challenge.