1. Imagine that you could send a letter back in time to your younger self. What would your message say, and to which year would you address it?
2. Growing up, what was one of your favorite family traditions? Describe what made this time extra special.
3. Describe the most adventurous thing you have ever done. If you were given the opportunity, would you do this again?
4. In your opinion, what is one mistake your parents made in raising you? How will you do things differently with your own children?
5. What is one thing your parents did right in raising you? Why was this so meaningful?
6. Describe a time in your life when you felt especially close to God. Why do you think you felt so close to Him during that season of life?
7. What are you currently doing to nurture yourself spiritually? Are there spiritual activities you did in the past that you miss?
8. If you could visit anywhere in the world, where would it be, and why?
9. Growing up, what were some of your favorite childhood toys and television shows?
10. Describe one accomplishment you are especially proud of.
11. What do you think is the most significant quality of lasting friendships? How do you demonstrate these qualities yourself?
12. Who is your best friend right now? What is it that you like most about this friend?
13. In your opinion, why do so many marriages fail?
14. What is one food you would happily eat every day for the next year?
15. What are some of life’s simple pleasures that make you smile?
16. What is one wrong in the world that you are passionate about changing for the better?
17. What do you consider to be your greatest strengths?
18. What do you consider to be your most significant weaknesses?
19. Do you believe that men and women should hold traditional gender roles today (such as the man being the primary “bread-winner” for the family and the woman being a homemaker and primary caregiver for the children)? Why or why not?
20. If you had to choose a career other than the one you are currently in, what job would you pick, and why?
21. If you knew you were going to die at this exact time tomorrow, how would you spend the next twenty-four hours?
22. In your opinion, what is the single most critical ingredient for making a relationship work?
23. What is one of your favorite childhood memories with one or both of your parents? What makes this memory so meaningful to you?
24. What single activity brings you the most joy in life?
25. What life circumstances cause you the most pain?
26. What season of life are you in right now?
27. What are your top priorities right now?
28. How do you feel when you first wake up?
29. What takes up the majority of your time?
30. What thoughts distract you when you’re trying to get to sleep?
31. Do you like your job?
32. How do you spend your spare time?
33. How would you like to spend your spare time?
34. Which aspects of your life are you able to control?
35. What in your life aren’t you able to control? What can you do about that?
36. If you had more time to do what you love, what would you do?
37. What makes you feel optimistic about the future?
38. Are you as confident as you would like? How can you improve your self-confidence?
39. What are you most grateful for?
40. What do you take for granted?
41. What keeps you grounded?
43. What makes you laugh or smile?
44. What does success look like to you?
46. Who inspires you the most? Why is that?
47. What battles have you fought and overcome in your life?
48. Which have been your best moments in life so far?
49. What have been your biggest mistakes? What have you learned from them?
50. What’s the most spontaneous thing you’ve ever done? How did it make you feel?
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