20 DEEP Questions To Reflect On – Journaling Prompt

Here are 20 deep questions to reflect on to help you understand who you are:

1. What are my core values, and how do they influence my decisions?

2. What are my biggest fears, and where do they come from?

3. How do I define success for myself, independent of others’ opinions?

4. What do I believe is my purpose in life?

5. In what areas of my life do I feel most at peace, and why?

6. What experiences have shaped my identity the most?

7. How do I handle failure, and what do I learn from it?

8. What kind of relationships nourish my soul, and which ones drain me?

9. When do I feel most authentic, and when do I feel like I’m wearing a mask?

10. How do I speak to myself during hard times? What does that reveal about my self-love?

11. What parts of my past am I still holding onto, and how do they affect me today?

12. What role does forgiveness play in my life—for both myself and others?

13. What do I need to let go of to grow and move forward?

14. What are the recurring patterns in my life, and what might they be teaching me?

15. What are the most significant challenges I’ve overcome, and how have they shaped me?

16. What makes me feel truly fulfilled and alive?

17. What do I want my legacy to be?

18. What do I believe about the nature of love, and how do I show love to myself and others?

19. How do I manage my emotions, and what do they tell me about my inner world?

20. What am I most grateful for in my life right now, and how does gratitude shape my outlook?

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