Retreat hosts aren’t just booking a speaker, they’re inviting you into the most intimate room they’ve built. That changes everything.

In this final episode of our speaker selection series, I’m pulling together my favorite clips from interviews with incredible retreat hosts inside my course, the Sought-After Speaker System. This time, we’re zeroing in on retreats: what makes them different, how selection works, and what hosts truly value in a speaker.

Listen in as Tomasha Suber, Frances Ledgewood, and Heather Leicy & Jamie Fischer join us to share what they’re looking for when they select speakers for their intimate experiences.

These clips are part of a larger speaker interview series inside of Sought-After Speaker System, my course for speakers. Check out the full uncut interviews inside the course.

Want to become the kind of speaker event hosts are excited to put on stage? My Sought-After Speaker System shows you how to craft irresistible pitches, build relationships with organizers, and create signature talks that make you the obvious choice.

This episode is brought to you by Enji:

You don’t need another complicated content calendar or overwhelming marketing tool.
You need something that actually works with your flow—not against it. That’s why I use Enji.

It’s the only marketing platform built specifically for speakers, coaches, and creatives who want to stay visible—without burning out. Whether you’re planning content, managing campaigns, or just trying to show up consistently, Enji makes it simple, strategic, and actually sustainable.

Ready to stop overthinking your marketing? Try Enji and get a special discount with my link!

The Unique Energy of Retreats

Retreats are small by design. They’re built to foster connection, depth, and transformation. That also means that who is invited to speak—and how they show up—has an outsized impact on the entire experience.

Unlike conferences where you may deliver a keynote and disappear backstage, retreats require you to be present, invested, and aligned with the energy of the room.

It’s not just about your ability to teach a great topic. It’s about your ability to lead, mentor, and engage in real-time. It’s about being a contributor to the experience, not just a name on a schedule.

What Real Hosts Are Saying

Inside the Sought After Speaker System, I interviewed three incredible retreat hosts (technically four!)—each with a very different audience and model—but they all said versions of the same thing: they’re not just picking speakers based on resumes.

Tamasha doesn’t take applications. She hand-selects speakers after watching them for a while—online and in community. She’s looking for people who live what they teach, because her attendees don’t just need inspiration—they need real-world alignment and depth.

“I want to watch how you move. I want to see if your content matches your character.” – Tamasha Suber

Frances is hosting her first retreat for wedding stationers, and with only 12 attendees, she’s prioritizing intimacy. Her speakers need to feel like mentors in the room, not just presenters.

She wants women who get the industry-specific challenges and can connect both in front of the group and in quiet conversations over coffee.

“It’s not about who’s the most polished. It’s about who can hold space and be real.” – Frances Ledgewood

While Conquer Live is technically a conference, Heather & Jamie intentionally build it with a retreat feel—high trust, small group energy, and deep interaction.

They invite people who are already present in their community: active in the Facebook group, showing up to conversations, already aligned with the values of the space.

“If you already feel like part of the room, we’re more likely to ask you to speak in it.” – Jamie & Heather

What This Means for You

So how do you actually get selected to speak at a retreat?

Show Up Before You Pitch

Engage where the host is already building community. Comment on their posts. Share their content. Show up in their DMs with genuine encouragement—not an ask.

Be Consistent with Your Message and Your Presence

Retreat hosts aren’t just looking at what you say in your speaker one-sheet. They’re watching what you say everywhere else—your stories, your posts, your responses.

Be the Kind of Speaker Who Can Mentor in the Moment

This isn’t about charisma—it’s about character. Are you approachable? Relational? Comfortable with depth? That matters more than your credentials in these spaces.

Why Retreats Are Worth Pursuing

Retreats can change your business—and your life.

They’re where real relationships are built. Where you’re not just remembered as a speaker, but as someone who helped shift someone’s trajectory in a hallway moment or quiet conversation.

They’re also a unique form of visibility. You walk away with depth of connection that no large event can match. And in a noisy digital world, depth wins.

Mentioned in this Episode

• Sought-After Speaker System
• Enji

Connect with the Guests

• Tomasha Suber: tomashasuber.com
• Jamie & Heather: instagram.com/theconquercommunity
• Frances Ledgewood: ledgewoodfinestationery.com

Looking for the Transcript?

The post 228: What Retreat Hosts Really Look For in a Speaker appeared first on Laylee Emadi | Coach for Creative Educators.