31 Days Of Self-Discovery! (Journaling Challenge)

Hi all!

Today I am going to be sharing with you a 31 day journaling challenge I have created. These prompts/questions will revolve around self-love and discovery. I’ve always loved to write and let streams of consciousness flow from my pen onto the blank pages but I understand that it can be difficult knowing where to start. If you would like to get into a regular journaling routine, I would recommend getting an aesthetically pleasing notebook, writing tool of choice and begin by addressing the questions below. Answer one question per day and by the end of the month, you will understand yourself a bit better as well as form a great new habit! Try to fill a whole page with each response. I am going to complete this challenge for the entire month of December but feel free to do it at any time.

Also, the images in this blog were taken in Verona, Italy by my husband and myself. I hope you enjoy…

1.) What was/is the most defining moment of your life? How did it define you?

2.) How have you changed in the last 5-10 years? Detail your responses under the following sub-headings: Spiritually, Mentally and Physically.

3.) If money was no issue, what would your ideal day look like?

4.) Who has positively influenced you the most? Why?

5.) What do you value most in the world? Is it a big part of your life?

6.) What is your absolute dream job? Write 3 steps you could take right now to get closer to achieving it.

7.) Where is one place in the world you have always wanted to travel to? Why did you pick this place? What would you see and do there?

8.) What is something you still haven’t forgiven yourself for? Be specific. Can you forgive yourself after you’ve finished writing about it?

9.) What are 5 goals you want to set for 2018? How can you ensure you meet them?

10.) What are the 10 best things about you?


11.) List the things you have done in your life that your children/imaginary children can be proud of?

12.) What are you most insecure about? Why?

13.) Detail your experience with a broken-heart. What did you learn from it? If you’ve never had a broken-heart, reflect on a difficult time in your life.

14.) Discuss your relationship with food. Is it healthy or unhealthy?

15.) Write about a moment that brought you pure joy.

16.) What unnecessary pressures/expectations do you place on yourself? Sometimes writing these down can provide real perspective.

17.) What is one passion/hobby you keep coming back to? Write about how it makes you feel when you are practicing/doing it?

18.) How do you handle stress? List how you could deal with stress more effectively.

19.) Would your family and friends describe you more as a positive or negative person? Discuss how you believe you come across to others.

20.) Do you consider yourself to be a lucky or unlucky person? How so? Remember, what we think we attract so take note of the language used.


21.) Write a list of all the things you are grateful for.

22.) What is the kindest thing you have ever done for somebody else?

23.) What is one life lesson that took you a long time to learn?

24.) Have you ever settled in a relationship? Discuss why and make a solemn promise never to do so again.

25.) How do you show love and how do you like to be shown love?

26.) Write down an instance where you didn’t listen to your intuition and a time when you did.

27.) Do you identify as more of an introvert or extrovert? Where do you draw energy from?

28.) Write about a time in your life where you felt truly fearful. How did you handle that fear?

29.) How do you deal with anger and confrontation?

30.) Are you happy with what you see in the mirror? What physical traits do you love and which do you dislike?

31.) Write in detail everything you have learned about yourself from the last month through your responses.


Thank you so much for reading. Let me know if you participated or plan to participate in this challenge.

Peace & Love xoxo

7 thoughts

  1. Such a creative way to journal with prompts. I once tried journaling for a day for a year, 500 words at least a day. As that year wore on, it felt like a chore. Some days I had no idea what to write, some days I didn’t want to write. I walked away from that experience not wanting to write…but I am still blogging and writing at my own pace today πŸ™‚

    I had a look at question 27 and 29. You know I’m definitely an introvert, loud and proud of it! πŸ˜€ I actually am not a huge fan of anger and confrontation, especially when someone is angry or confronts me about something. Negativity is something that doesn’t make me feel good and most of the time I want to run away from times like these. But that’s not always possible, and when I’m forced to stay I usually try to find out why that person is angry or upset, see things from their perspective and try to make things better. Hope you are well my friend <3

    1. Thank you my friend! If it feels like a chore, I would definitely step away from it for a while πŸ™‚ I’m proud of you for trying to see things from different perspectives when it comes to anger. I hope you are well too and can’t wait to catch up! xx

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