It can feel surprisingly hard to start a conversation in the DMs… especially when you know someone is interested.
They’ve watched your stories.
They’ve liked your posts.
Maybe they even replied once.
And now you’re sitting there staring at your phone, wondering what to say next.
So you hesitate.
Or you overthink it.
Or you send something that doesn’t quite feel like you.
And just like that… the moment passes.
Today’s episode is here to change that.
We’re breaking down how to start conversations in a way that feels natural, human, and actually leads somewhere—without scripts, pressure, or that “salesy” feeling most people want to avoid.
Because the truth is, the problem isn’t that you don’t know what to say.
It’s that you think you need to say something impressive.
You don’t.
You need to say something real.
Inside this episode, I walk you through three simple ways to open a conversation:
Starting with curiosity
Using context from what they engaged with
Reflecting back what resonated with them
These aren’t scripts to memorize—they’re entry points to connection.
From there, we talk about how to keep the conversation going in a way that builds trust instead of pressure.
Because your role in the DMs isn’t to jump into selling.
It’s to:
Understand where they’re at
Listen to what they’re actually saying
Guide the conversation naturally
And when you do that well, something shifts.
Instead of forcing an offer… you begin to recognize when someone is ready for one.
You’ll learn how to listen for the signals—like frustration, desire, or readiness—and how to transition in a way that feels simple and aligned.
Not pushy.
Not awkward.
Just clear.
If you’ve ever felt stuck, unsure, or hesitant to start conversations in your DMs, this episode will give you a new way to approach it—one that actually works and feels good to do.
🎯 This Week’s Action Step:
Start one conversation using a simple, real question.
No script. No pressure. Just connection.
🔗 Ready to Go Deeper?
If you want the full framework for turning conversations into clients—without guessing what to say next—my course Conversations That Convert walks you through the exact flow:
How to start conversations
How to keep them going
How to transition naturally
And how to confidently close
You can find the link in the show notes.
📌 Free Resources to Support You:
FREE Lead Gen Tracker:
https://systeme.io/dashboard/share?hash=684371643b0ba7e703d4fe95d2a93e69d9301a4&type=funnel
Conversations That Convert Course:
https://thecleymans.thrivecart.com/conversations-that-convert
Connect with me on Instagram:
https://www.instagram.com/thehomeschoolingmompreneur
You don’t need better scripts.
You need better conversations.
And this is where that starts.
-Cheyanne
Build Real Relationships. Have Better Conversations. Turn Social Media Into Clients — Without Burnout, Cold Pitching, or Feeling Salesy. Check out “Conversations that Convert” here: https://thecleymans.thrivecart.com/conversations-that-convert
If you want to start a podcast or grow your existing one, visit https://julianabarbati.com/ and let them know I sent you!
FREE LEAD TRACKER
https://kuleanaconnect.myflodesk.com/leadgentracker
5 Quiet Reasons Your Content Isn’t Converting
Discover why your content isn’t leading to clients—and what to do instead to build trust, start real conversations, and generate qualified leads.
https://kuleanaconnect.myflodesk.com/5reasons
Follow me for more social media tips:
Instagram: @theenergizedmompreneur
Facebook: https://www.facebook.com/cheyannecleyman/
Have a question or want to chat?
Contact me here:
[email protected]
USA