KIRAN SINGH

MIDLIFE BY DESIGN: CURATING YOUR NEXT CHAPTER

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Personality, Character & Self-Discovery

Who are you? 25 self-discovery journaling prompts

  1. What does your ideal day look like?
  2. What did you want to be when you were younger?
  3. Who are you most inspired by? Why?
  4. Who would you love to meet? What would you ask?
  5. What habit would you most like to break? What habit would you most like to start?
  6. Think of a person you truly admire. What qualities do you like about that person?
  7. How do you like to relax?
  8. When was the last time you did something you were afraid of?
  9. What are you most proud of?
  10. What are you most afraid of?
  11. If life stopped today, what would you regret not doing?
  12. Who would you like to connect (or reconnect) with? Why?
  13. What qualities do you admire in others?
  14. What practical skills do you wish you had?
  15. Imagine you’re in your 90s. What memories would you like to have? What stories do you want to tell?
  16. What is your favourite book/movie/song? Why?
  17. If you could make one change in the world, what would it be?
  18. What do you love to do for, or give to others (not an object – something from you personally)?
  19. What excites you?
  20. What do you wish you did more of?
  21. Pretend money is no object. What would you do?
  22. What area of your life, right now, makes you feel the best? Which area makes you feel the worst? Why?
  23. Let’s jump forward a year. What would you like to have achieved in the past year?
  24. What piece of advice would you give to five year old you? Sixteen-year-old you? Twenty-one-year-old you? Right now?
  25. How do you want to be remembered in life?

Feel free to sign up to my Friday Morning Love Note HERE! This isn’t just a newsletter - it’s your invitation to pause, reflect, and realign with you. Every week, we’ll journey together to uncover the small, meaningful shifts that will help you design a life that feels uniquely and beautifully yours. Each week, I’ll deliver fresh intentions, uplifting tips, and simple shifts to inspire purposeful, creative living.

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