How to Start Meaningful Conversations Without it Feeling Weird
WELCOME to Issue #246 of The Seedhead from Alex and Hannah at Dandelion Resourcing - a weekly confidence booster to help you step into naturally supernatural discipleship and mission!
Why Meaningful Conversations Matter
At some point this summer, in all your connecting, gathering, and serving, you’re likely to face a key moment: a chance to move a conversation toward deeper things.
For many Christians, this is where fear kicks in:
What if they think I’m weird?
What if I push too hard?
What if I get it wrong?
But here’s a thought: spiritual conversations don’t have to be forced, awkward, or heavy-handed.
They can be natural, relational, and even fun when led by the Holy Spirit.
We’ve found that a key stop along the way is to have meaningful conversations, where you talk about the deeper things of life. They might be spiritual, they might be about other things, but they involve the sharing of thoughts and feelings and experiences that people won’t usually lead with. This creates a level of connection and vulnerability that in turn paves the way for openly spiritual conversation.
Sharing Jesus is about loving people, listening well, and creating space for curiosity and openness. It’s more about invitation than persuasion.
How to Let Conversations Turn Meaningful
Here are 3 simple ideas:
1. Build Trust Over Time
Most of the time, you won’t jump into deeper topics in your first conversation with someone. Trust is built over multiple conversations where you show that you genuinely care, whether they believe what you believe or not.
As you listen and show interest in their life, as you create a safe, judgement-free space, you lay a foundation for deeper conversations to come.
2. Drop ‘God Moments’ Into Regular Conversations
Mention your faith naturally as part of everyday life:
Talk about something you heard at church.
Share a way you saw God answer a prayer.
Mention a podcast, book, or experience that impacted your spiritual life.
Comment on the beauty of creation or God's goodness in a situation.
Often, these little comments create openings for people to ask questions or share their own stories.
Remember: It should feel natural, not like you're forcing the word ‘Jesus’ into every sentence!
3. Ask Meaningful Questions
Here you ask deeper questions that come from a place of open curiosity, You’re not a suspicious parent grilling their daughter’s potential boyfriend!!
Instead, you want to listen well. As you listen, ask yourself, What are they actually saying? What are they implying?
People will begin to reveal their beliefs and judgments as you linger here. Sometimes you’ll embrace what you hear, other times you’ll be stunned, and other occasions will simply be mundane. Such is the tangled mess of our hearts! Generally people will reveal hidden things slowly, communicating with care or hesitancy. Deep down everyone wants to be accepted, and so sharing what lies out of sight is always a risk.
Your task from Jesus is to love and genuinely accept them in all their uniqueness. You don’t have to agree with it all, but you’re also not called to correct or challenge everything they say. You don’t have to join in every fight into which you’re invited!
Examples of questions you might ask:
“What’s near the top of your bucket list?”
“Who had the most influence on your life? What was their influence?”
“How are you feeling about ... [something that’s happening]?”
“What is one regret that you have? How do you deal with regrets from your past?”
“What are you finding to be most helpful during this challenging time in your life?”
Next Steps
Pray daily: Ask the Holy Spirit for natural openings to talk about Him and then boldness to seize those opportunities.
Be ready: When God-moments happen, fire up an arrow prayer, step out and take the risk.
Trust the process: It's not about sealing the deal; it’s about about allowing God to take and use your obedience in the moment.
👉 Coming Next Week…
Summer of Connection Part 4 - The Gentle Art of Jesus-Centered Conversations
We really enjoy going deeper with our friends and neighbors. Graciously ask open questions that build connections. And don’t forget that you need to be self-revealing at the same pace, so that the friendship stays in equilibrium.
Let us know how you get on!
With love,
Alex + Hannah
ALEX AND HANNAH ABSALOM
P.S. If you like this newsletter and want to support it, here are 4 ways to do so! PICK ONE right now before you forget:
Purchase The Naturally Supernatural Course
Forward this newsletter to a friend with an invitation to subscribe right here: dandelionresourcing.com/newsletter
Hit reply and say hello
Bring one/both of us into your event to speak (either in person or virtual)