50 Questions To Take You Deeper

A friend recently asked me to send him some good questions. He wanted to go deeper with a group of guys he regularly meets with. Below is the list I sent him. I thought it might be helpful to use with your Campaigners group, College Bible Study or maybe to just toss around on a Saturday night with friends. -Drew

Download the questions here.

1. What keeps you up at night?
2. What gets you up in the morning?
3. What’s the most fun thing you’ve done lately?
4. Who knows you the best?
5. Who has authority to speak into your life?
6. What is your relationship with your dad like? 
7. What would you do if you knew you couldn’t fail?
8. What do you put your confidence in? 
9. What do you worry about most?
10. When is a time when you’ve really screwed up/ a moment you’d rather forget?
11. When is the last time you cried?
12. When did you have a flash of creative brilliance?
13. What are your strength-finders/Myers Briggs profiles and what does that accurately communicate about you?
14. What’s your most significant accomplishment?
15. What’s a book you’ve read that’s shaped you and how?
16. What’s a movie or song that’s touched you deeply?
17. What kind of shape are you in physically and why?
18. How will you take better care of your health in this next year?
19. When are you typically the least patient and with whom?
20. Who has shown you undeserved grace?
21. What angers you?
22. Where are you giving your life away (serving/volunteering)? 
23. What gets you the most fired up?
24. What are the things that nag at you?
25. Who is a person you find interesting and why? 
26. What problem in the world do you want to help solve?
27. How have you seen your appetites change over time?
28. What appetite would you like God to decrease an increase in you?
29. What have you been praying for this week?
30. Identify 3 messes or clutter projects you’d like to clean up in the next 12 months?
31. What are you doing today that if you stopped doing it, it would be missed by others?
32. What are you trying to prove? Who are you trying to prove it to?
33. What are you currently doing that requires faith/ What are you doing that could only be accomplished if God shows up?
34. What do you use to comfort yourself when things go bad or get difficult?
35. What makes you feel the most self-worth? Of what are you the proudest?
36. What do you want others to think about when they think about you?
37. What spiritual practices generated the greatest benefit to your soul?
38. Describe “your most productively-satisfying work day” from waking up to falling asleep (at night).
39. What grade would your kids currently give you on being a dad?
40. What grade would your wife currently give you on being a husband?
41. What grade would your parents currently give you on being a son?
42. What grade would your siblings currently give you on being a brother?
43. What grade would your friends currently give you on being a friend?
44. What apprehensions do you have about the coming year?
45. What major things do you want to accomplish this coming year?
46. What one change could you make in your behavior that would help you to live in greater alignment with your values?
47. Are you currently being a wise steward and generous with your money?
48. What are your spiritual gifts and how are you currently using them?
49. If you knew now that this would be your last year on earth, what would you do more of? Less of?
50. What’s the biggest mental battle you face?