50 Deep Questions

50 Deep Questions for Christian Men's Small Groups (Go Beyond Surface Level)

  • Table of Contents

Why Christian Men Struggle to Be Vulnerable (And Why That's Killing Brotherhood)

15 Easy Entry Points (For Groups Just Starting)

20 Questions That Go Deeper (Faith, Purpose, and Identity)

15 Questions That Require Real Trust (For Long-Standing Groups)

Take It Further with Not Just Sundays

FAQs

  • Why Christian Men Struggle to Be Vulnerable (And Why That's Killing Brotherhood)

Men aren't bad at community. They're undertrained for it. Most men grew up in environments, sports teams, workplaces, churches, where showing weakness was implicitly punished. You learned to perform strength, not share struggle. So when you walk into a small group and someone asks "how are you doing," you say "good" and move on.

 

The result? Men sitting in the same room, week after week, never actually knowing each other.

According to a 2023 survey by the American Enterprise Institute, 15% of American men say they have no close friends at all up from 3% in 1990. Christian men are not exempt from this epidemic. The church has small groups, but many of those small groups aren't producing brotherhood. They're producing attendance records.

 

These 50 questions are designed to change that. The Open level is genuinely fun. The Uncover level builds real trust. The Reveal level is for men who are ready to actually know each other.

  • 15 Easy Entry Points (For Groups Just Starting)

  1. What's something you're genuinely great at that most people in this room probably don't know?
  2. What's a win from this week, big or small, that you haven't told anyone about yet?
  3. What's the best advice you ever got from another man, and who gave it to you?
  4. What does a great day actually look like for you right now?
  5. What's something you've been meaning to do for months that you keep putting off?
  6. What's the thing you do that no one else in your house does that you wish they noticed?
  7. Who's a man, outside your family, who shaped who you are?
  8. What's a Bible verse or passage that actually feels relevant to your life right now?
  9. What's something God has been teaching you lately, even through something frustrating?
  10. What's the most important role you play right now, and how are you doing in it?
  11. What's something you do to recharge that actually works?
  12. What's a movie, book, or podcast that's genuinely shaped how you think about being a man?
  13. What did your dad get right, and what are you trying to do differently?
  14. What's something about your faith you've been thinking about lately that you haven't said out loud?
  15. What does it mean to you to be a man of God in your actual everyday life, not the theological version?
  • 20 Questions That Go Deeper (Faith, Purpose, and Identity)

  1. What's the area of your life where you feel the biggest gap between who you want to be and who you are?
  2. What does your relationship with God look like right now, honestly, not performatively?
  3. Where are you tempted to lie, to yourself, your family, or God?
  4. What's a fear about your future you don't often voice?
  5. What does it look like when you're running on empty, and what do you do about it?
  6. What's the hardest thing about the season of life you're in right now?
  7. What's something you're carrying alone that you haven't asked for help with?
  8. In what area of your life do you feel most like you're performing rather than just being?
  9. What does spiritual leadership mean to you, and are you living up to that definition?
  10. What's something your wife, kids, or closest people need from you right now that you've been slow to give?
  11. What's a pattern in your life you've noticed but haven't done anything about?
  12. What does courage look like for you right now, not historically, but this week?
  13. What's a man in the Bible you relate to most right now, and what does that tell you?
  14. What's something you'd pray for yourself if you trusted God enough to actually ask for it?
  15. Where do you feel the most tension between faith and the way the world works?
  16. What does generosity look like in your life right now, with money, time, or presence?
  17. What's something you're grateful for that you've forgotten to be grateful for?
  18. What part of your identity do you feel most insecure about, and how does your faith speak to that?
  19. What's the most important conversation you've been putting off?
  20. What do you think God is calling you toward right now, and what's in the way?
  • 15 Questions That Require Real Trust (For Long-Standing Groups)

  1. What's the most honest thing you've ever said to God, and what happened after?
  2. What's a sin or struggle you're carrying that you haven't brought to anyone yet?
  3. What do you believe about yourself that God would strongly disagree with?
  4. What's a wound from your father or your past that's still showing up in your life today?
  5. Where are you most afraid of failing and who knows that about you?
  6. What's the version of yourself you're most afraid the people in this room would see?
  7. What would change in your marriage or your family if you were fully known by God not just intellectually, but in practice?
  8. What's a promise you've broken to yourself, your family, or God that you haven't addressed?
  9. What's something you'd ask this group to pray for the real thing, not the comfortable version?
  10. What does it mean to you to be fully known and have you ever had that with another man?
  11. What's a moment where God showed up in your life in a way that you rarely talk about?
  12. What legacy are you currently leaving and is it the one you want to leave?
  13. What do you think your kids will remember about who you were as a man of faith?
  14. What would it look like for you to stop white-knuckling your faith and actually surrender something?
  15. What do you need from the men in this room that you haven't been willing to ask for?

     
  • Tips for Women's Ministry Leaders: How to Create Psychological Safety

Psychological safety, the feeling that you can speak without fear of judgment, is the prerequisite for every deep conversation. It doesn't happen automatically. Here's how to build it:

  • Set the tone in the first session. Share something real about yourself before you ask anything of the group. Vulnerability from the leader gives permission to everyone else.
  • Create a no-fix zone. When someone shares, the group's first job is to listen, not solve. Ask the group to respond with "thank you for sharing that" before offering any wisdom or Scripture.
  • Honor what's shared. If something vulnerable was shared last week, acknowledge it gently this week. "I've been praying for what Maria shared last time" means more than you know.
  • Let questions breathe. Don't rush to the next question. The conversation that happens after the initial answer is often where the real stuff lives.
  • Consider a shared commitment at the start. "What's said here stays here" is simple, but explicit. Make it a group norm, not an assumption.

A Tool That Does the Heavy Lifting for Your Group

Not Just Sundays is a Christian conversation card game with 165 hand-written, prayed-over questions across three progressive levels. It's a structured conversation tool that removes the pressure of facilitation from the leader, you don't have to come up with the questions. You just have to show up. Designed for 2–8 players, ages 19–40.

 

10% of profits donated to churches and global missionary work. 100% Money-Back Guarantee.

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  • FAQs

Is Not Just Sundays good for women's groups?

Yes — Not Just Sundays is particularly well-suited for women's Bible study and small groups. The progressive level structure (Open → Uncover → Reveal) mirrors the natural trust-building arc of women's community, and the questions create space for the kind of real, healing conversations women's ministry is designed to foster.

 

How many people can play Not Just Sundays?

Not Just Sundays is designed for 2–8 players. For larger women's groups, leaders often buy multiple decks and run smaller breakout conversations simultaneously, then bring the group back together for a shared debrief.

 

What's the difference between the Open, Uncover, and Reveal cards?

Open cards are lighthearted, low-stakes questions designed to create comfort and laughter. Uncover cards go a level deeper, exploring faith, identity, and personal story. Reveal cards are the most vulnerable designed for groups with established trust where real transformation happens. The progression mirrors exactly how healthy community builds over time.

 

What if some women in the group are new Christians and others are mature believers?

Start with Open level questions regardless of spiritual maturity. The progressive structure of Not Just Sundays ensures everyone new believers and long-time Christians alike can engage meaningfully. Mixed spiritual maturity often produces the richest conversations, as new believers ask questions that mature believers have stopped asking.

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125 W 31st ST
New York, NY 10001

admin@notjustsundays.co

+1 (844) 423-5459

Not Just Sundays LLC
125 W 31st ST
New York, NY 10001

admin@notjustsundays.co

+1 (844) 423-5459

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