Leader-Only Facilitation Notes
Dating as a Growth Journey
This document is for leaders only and should not be distributed to group members.
Purpose of This Resource
This small group series helps singles reframe dating from a high-pressure search for "the one" into a learning and growth journey. Dr. Cloud's approach challenges both passive "waiting for God" theology and the desperate trophy-hunt mentality, offering a third way: taking ownership of your dating life while embracing the process as an opportunity for growth.
What Success Looks Like for You as a Leader
- Participants feel safe sharing honestly about dating struggles, fears, and patterns
- Hope is restored for those who've become cynical or discouraged about dating
- Ownership is embraced without shaming those who've been passive
- Self-awareness increases around patterns, fears, and growth areas
- Concrete next steps are identified — participants leave with something to do, not just think about
- No one feels pressured to date, to share more than they're ready to, or to adopt a specific timeline
You are a facilitator, not a matchmaker, therapist, or dating coach. Your job is to create a safe space for honest conversation and to guide people toward their own insights and next steps.
Group Dynamics to Watch For
1. Loneliness Masquerading as Urgency
What it looks like: Participants who seem desperate to find someone, willing to overlook red flags, or who speak about dating as if their worth depends on it.
Why it happens: Dating content can surface deep loneliness. Some participants may be using the search for a relationship to medicate isolation they haven't addressed.
How to respond:
- Gently redirect: "It sounds like this is something you've been longing for deeply. What's your support system like outside of dating?"
- In private conversation: "I notice a lot of urgency around this. Are you okay? What else is going on?"
- Normalize: "One of the points Dr. Cloud makes is that we don't want to date out of loneliness — we want to date from a place of fullness. That's easier said than done, but it's worth considering."
2. Cynicism and Learned Helplessness
What it looks like: Statements like "There aren't any good ones left," "I've tried everything," or dismissive attitudes about any suggestion.
Why it happens: After years of disappointment, some people protect themselves by deciding it's hopeless. Cynicism feels safer than hope.
How to respond:
- Acknowledge the pain: "It sounds like you've been through a lot. That kind of discouragement makes sense after repeated disappointment."
- Challenge gently: "I hear the frustration. I'm curious — what would it look like to stay in the process even when it feels pointless?"
- Avoid arguing: If someone is deeply cynical, pushing back will feel like you don't understand. Sometimes the best response is empathy, not correction.
3. Spiritual Defensiveness
What it looks like: Participants who feel their faith is being criticized when the "waiting for God" theology is challenged. Responses like: "I just believe God will bring the right person in His timing."
Why it happens: For many Christians, the belief that God will "bring someone" is deeply held and connected to their sense of trust in God. Challenging it can feel like an attack on their faith.
How to respond:
- Validate the heart: "I hear a real desire to trust God in this area. That's beautiful."
- Reframe without dismissing: "Dr. Cloud isn't saying we don't trust God — he's asking whether trust looks more like waiting or more like stewardship. What do you think?"
- Offer space: "This might be worth sitting with. There's no pressure to change your view — just an invitation to consider another angle."
4. Over-Sharing and Emotional Flooding
What it looks like: Participants who share detailed stories of rejection, heartbreak, or trauma; who cry intensely; or who seem unable to regulate their emotions in the group.
Why it happens: Dating content touches deep wounds — rejection, abandonment, shame, past relationships. Some people don't realize how much they've been carrying until it surfaces.
How to respond:
- Don't shut it down harshly, but do contain it: "Thank you for sharing that. I can hear how much that hurt. Let's hold space for that for a moment... [pause] ... Is there anything else the group needs to know, or would you like to process more privately?"
- After the session: Check in privately. "That seemed to bring up a lot. How are you doing? Is there support you might want to consider?"
- Protect the group: If one person dominates with emotional processing, others will disengage. Your job is to hold space and also keep things moving.
5. Intellectualizing to Avoid Feeling
What it looks like: Participants who discuss dating in abstract, theoretical terms; who analyze rather than share; who turn every question into a debate about theology or psychology.
Why it happens: Intellectualizing is a defense mechanism. It's safer to talk about ideas than to feel feelings.
How to respond:
- Redirect to experience: "That's a great insight. I'm curious — where do you see that playing out in your own life?"
- Be direct (gently): "I notice we've been talking a lot about ideas. Can I invite us to get more personal? What's actually going on in your dating life?"
6. Comparing Pain
What it looks like: "At least you've been on dates — I haven't had one in years." Or: "You think that's bad? Let me tell you about my ex..."
Why it happens: People want their pain to be seen. Sometimes comparison is an attempt to be heard.
How to respond:
- Validate both: "It sounds like you've both experienced real disappointment — in different ways. There's space for both of those experiences here."
- Redirect: "Let's be careful not to compare. Everyone's pain is valid. What matters is how we move forward."
How to Keep the Group Safe
What to Redirect (with language examples)
| Situation | Suggested Language |
|---|---|
| Detailed story of a traumatic past relationship | "Thank you for trusting us with that. That sounds like a lot to carry. Can I pause you there and ask — what do you need right now? Is it helpful to keep sharing, or would you rather the group just acknowledge what you've been through?" |
| Advice-giving or "fixing" another member | "I appreciate the care behind that. Can I suggest we stay in curious mode rather than advice mode? [Name], what's it like to hear what [Name] said?" |
| Theological debate that's getting heated | "This is clearly something we feel strongly about. Let's notice that — and also notice that we're here to talk about our own experiences, not to resolve theological debates. Can we bring it back to what this means for each of us personally?" |
| Shaming language ("I should be married by now") | "I hear that pressure. Where do you think that 'should' is coming from? Is it true, or is it a message you've absorbed?" |
What NOT to Push
- Don't pressure people to share more than they're ready to. If someone gives a surface-level answer, that's okay. Trust builds over time.
- Don't push people to immediately adopt new behaviors. Some participants need time to process before they act.
- Don't push anyone to date if they're expressing ambivalence or a sense that they're not ready.
- Don't require people to defend their past choices. The goal is growth, not confession.
The Leader's Mantra
"You are a facilitator, not a counselor."
Your job is to:
- Create safety
- Ask good questions
- Keep the conversation moving
- Notice when someone might need more support than a group can provide
Your job is NOT to:
- Fix anyone
- Provide therapy
- Have all the answers
- Make sure everyone leaves "healed"
Common Misinterpretations to Correct
1. "This is saying I should lower my standards."
Correction: "Dr. Cloud isn't saying to lower your standards — he's inviting you to question whether your 'type' is actually serving you. Many people's types are built from old wounds, not wisdom. Being open to being surprised isn't settling; it's growing."
2. "This is saying my faith is wrong."
Correction: "This isn't about doubting God — it's about asking what faith looks like in action. We trust God with our careers, but we still prepare resumes and interview. We trust God with our health, but we still exercise and go to doctors. Dating can be the same — trusting God while also taking ownership."
3. "I should be dating more aggressively."
Correction: "The goal isn't frenetic activity. It's intentionality. If you've been completely passive, some movement might be needed. But if you're already burnt out from dating, the next step might be rest and reflection, not more dates."
4. "My patterns are my fault — I'm broken."
Correction: "Patterns aren't evidence of brokenness — they're evidence of being human. We all develop patterns based on our experiences. Recognizing them isn't about blame; it's about freedom. Once you see a pattern, you can change it."
5. "I need to be fully healed before I can date."
Correction: "You don't have to be finished growing to date well. You just have to be in the process, aware of your patterns, and willing to do the work. Dating itself can be part of the growth journey."
When to Recommend Outside Support
Signs That Someone May Need More Than a Small Group
- Intense emotional flooding that doesn't resolve with time and support
- Patterns of abusive relationships — past or current
- Deep loneliness or isolation that seems to drive desperation
- Anxiety or depression that significantly impacts daily life
- Trauma history that surfaces repeatedly and seems unprocessed
- Statements of hopelessness that go beyond normal discouragement
- Inability to identify any patterns or areas for growth — significant defensiveness
How to Have That Conversation
Language to use:
- "I've noticed [specific observation]. That sounds like something really significant. Have you ever considered talking to a counselor about that?"
- "What you're describing sounds like it goes deeper than what we can address in a small group. A counselor might be able to help you work through that in a way that really makes a difference."
- "There's nothing wrong with getting professional support. In fact, it's one of the bravest things you can do. Would you be open to exploring that?"
Language to avoid:
- "You need therapy." (Too directive)
- "You've got some serious issues." (Shaming)
- "We can't help you here." (Rejecting)
Normalize: "Getting help is a sign of strength, not weakness. A lot of people find that a few sessions with a good counselor makes a huge difference."
Timing and Pacing Guidance
Session 1 (60-90 minutes)
| Section | Suggested Time | Notes |
|---|---|---|
| Opening/Check-in | 5-10 min | Simple question: "How's your week been?" |
| Teaching Summary | 10 min | Can be read aloud or summarized |
| Discussion Questions | 25-35 min | Prioritize questions 2, 3, and 6 if short on time |
| Personal Reflection | 5-7 min | Individual writing; quiet |
| Scenario Discussion | 10-15 min | One scenario is sufficient |
| Practice Assignment & Closing | 5-10 min | Make sure everyone knows the assignment |
Session 2 (60-90 minutes)
| Section | Suggested Time | Notes |
|---|---|---|
| Check-in on Practice Assignment | 10-15 min | "How did the assignment go? What did you notice?" |
| Teaching Summary | 10 min | |
| Discussion Questions | 25-30 min | Prioritize questions 2, 4, and 6 |
| Reflection Exercise | 5-7 min | |
| Scenario Discussion | 10-15 min | Choose one or both depending on time |
| Practice Assignment & Closing | 5-10 min |
Session 3 (60-90 minutes)
| Section | Suggested Time | Notes |
|---|---|---|
| Check-in on Practice Assignment | 10 min | |
| Teaching Summary | 10 min | This is the most personal session; allow extra space |
| Discussion Questions | 30-35 min | Prioritize questions 2, 3, and 6 |
| Self-Assessment | 7-10 min | |
| Scenario Discussion | 10-15 min | |
| Practice Assignment & Closing | 10-15 min | If this is the final session, allow time for each person to share a takeaway |
Where Conversation Gets Stuck
- Session 1: The theological discussion about "waiting for God" can dominate. Set a time boundary.
- Session 2: The "meet five a week" challenge can generate resistance. Don't let it become a debate.
- Session 3: The four developmental areas can become overwhelming. Help people focus on ONE area.
Leader Encouragement
You don't have to have all the answers. You don't have to have your own dating life figured out. You don't have to be the wisest person in the room.
Your job is to show up, create safety, and guide the conversation. That's it. The Holy Spirit does the rest.
Some sessions will feel transformative. Others will feel flat. That's normal. Trust the process.
The most important thing you can do is be present, be curious, and be kind. People remember how you made them feel more than what you said.
Thank you for leading. This work matters.
If you have questions or need support as a leader, reach out to your ministry supervisor or pastoral staff.