loader from loading.io

Throwback Thursday: What If Your Retreat Could Be Worth $55,000? A Conversation on Confidence, Conviction & Premium Retreats with Kyera Kacey

The Retreat Leaders Podcast

Release Date: 07/09/2026

Throwback Thursday: What If Your Retreat Could Be Worth $55,000? A Conversation on Confidence, Conviction & Premium Retreats with Kyera Kacey show art Throwback Thursday: What If Your Retreat Could Be Worth $55,000? A Conversation on Confidence, Conviction & Premium Retreats with Kyera Kacey

The Retreat Leaders Podcast

This week's Throwback Thursday episode is one that will challenge your thinking. And that's exactly why I'm bringing it back. In this powerful conversation, Shannon Jamail sits down with Kyera Kacey, a bold entrepreneur, speaker, and retreat leader known for helping people break through limitations around money, confidence, and self-worth. Love her approach or disagree with parts of it, one thing is certain: Kyera challenges retreat leaders to think bigger. Much bigger. In this episode, Kyera shares how she launched and sold out her first retreat in Ireland, then went on to host luxury...

info_outline
EP 277 Why Being in the Room Changes Everything: Lessons from the Retreat Industry Forum show art EP 277 Why Being in the Room Changes Everything: Lessons from the Retreat Industry Forum

The Retreat Leaders Podcast

The Retreat Industry Forum is over... And I'm still getting messages. Every week, retreat leaders, venue owners, and wellness entrepreneurs are reaching out asking: "When is the next one?" "How do I get on the waitlist?" "I heard it was incredible. Are you doing it again?" But here's what's interesting: Most people aren't asking about the presentations. They're talking about the conversations. The connections. The collaborations. The feeling of being surrounded by people who understand this industry and are actively building something meaningful. In this episode of The Retreat Leaders...

info_outline
EP 276 The Secret Retreat Venue You've Been Sleeping On - Cinnamon Shore, Texas show art EP 276 The Secret Retreat Venue You've Been Sleeping On - Cinnamon Shore, Texas

The Retreat Leaders Podcast

What if your next retreat venue was a walkable, luxury beach community on the Texas Coast — fully furnished, photographer-ready, and designed to make your attendees feel like they're living in a neighborhood instead of checking into a hotel? In this episode, Shannon sits down with Lee Ann Peters, the powerhouse behind Cinnamon Shore — a New Urbanist luxury beach community on the Texas Coast that has become one of Southern Living's Top 10 Beach Towns in the United States. Lee Ann left a successful Atlanta real estate career in the middle of the Great Recession to build something most people...

info_outline
EP 275 Retreat Leaders vs Venue Owners: The Disconnect Costing You Money show art EP 275 Retreat Leaders vs Venue Owners: The Disconnect Costing You Money

The Retreat Leaders Podcast

If you’re building a retreat business, this episode is required listening. In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with Catherine Kontos, founder of RetreatBoss, RetreatMatch, and RetreatBoss Magazine, to talk about what it actually takes to build a sustainable and profitable retreat business. With over 14 years in the industry-and a background acquiring and selling over 100 businesses and properties-Catherine brings a level of real business strategy that most of this industry is missing. This conversation about the realities of running retreats as a...

info_outline
EP 274 Why Your Retreat Isn’t Filling (Even Though You’re Posting Every Day) show art EP 274 Why Your Retreat Isn’t Filling (Even Though You’re Posting Every Day)

The Retreat Leaders Podcast

If you’re posting every day and your retreat still isn’t filling…You’re not alone. But you are likely focusing on the wrong thing. In this episode of The Retreat Leaders Podcast, Shannon Jamail breaks down the real reasons your retreat isn’t filling-even when you feel like you’re “doing all the things” on social media. Posting is not a strategy Visibility takes time to build And most retreat leaders don’t give it enough time Shannon walks through the biggest mistakes retreat leaders make when it comes to marketing and visibility-and what to do instead if you actually...

info_outline
EP 273 How Venue Networks & Influencers Are Changing the Industry with Anna VanAgtmael show art EP 273 How Venue Networks & Influencers Are Changing the Industry with Anna VanAgtmael

The Retreat Leaders Podcast

If you’ve ever felt like hosting a retreat is way more complicated than it should be… You’re not wrong. In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with returning guest Anna VanAgtmael to talk about what’s broken in the retreat industry-and what she’s building to fix it. Because right now: 👉 Retreat leaders have the audience but not the logistics 👉 Venues have the space but can’t fill it consistently 👉 And everyone is trying to figure it out on their own Anna shares her new venture-a curated retreat center directory and collaboration with Tiny...

info_outline
EP 272 Reinvention Isn’t Optional: The Inner Work Behind Building the Life (and Retreat Business) You Actually Want with Dr. Kim Dang show art EP 272 Reinvention Isn’t Optional: The Inner Work Behind Building the Life (and Retreat Business) You Actually Want with Dr. Kim Dang

The Retreat Leaders Podcast

If you’ve ever felt like: your dreams are “too big” you’re “too much” or you know you’re capable of more… but you’re not living it yet This episode is for you. In this in-studio episode of The Retreat Leaders Podcast, Shannon Jamail sits down with Dr. Kim Dang, a mathematician, reinvention strategist, and founder who has rebuilt her life and career multiple times-from Yale professor to entrepreneur in the retreat and knowledge space. Dr. Kim flew in from New York to record this conversation live in Austin-and it goes deep. This isn’t just about retreats. This is about the...

info_outline
EP 271 From Zero to 70 Leads in 24 Hours: Unlocking Meta Ads for Retreat Leaders with Jaymie Tarshis show art EP 271 From Zero to 70 Leads in 24 Hours: Unlocking Meta Ads for Retreat Leaders with Jaymie Tarshis

The Retreat Leaders Podcast

What if one focused day could completely change how you market your retreat business? In this episode, Shannon sits down with Jaymie Tarshis - aka The Ad Expert - a digital marketing strategist with over a decade of experience helping businesses scale using Facebook and Meta ads. Jaymie flew from San Diego to Retreat Ranch for a VIP day with Shannon's team, and the results were jaw-dropping: over 70 new leads in less than 24 hours. Shannon and Jaymie pull back the curtain on exactly what happened during that VIP day - from building a custom ad strategy from scratch, to crafting compelling...

info_outline
Special Release | From Dream to Dirt - How We Built Retreat Ranch From Scratch show art Special Release | From Dream to Dirt - How We Built Retreat Ranch From Scratch

The Retreat Leaders Podcast

What does it actually take to build a retreat center from scratch? The land, the structures, the permits, the parking, the storage, the vision - and the marriage that has to survive all of it? In this episode, Shannon sits down with her husband Nathan Jamail - world-renowned leadership and sales keynote speaker, and co-owner of Retreat Ranch - to pull back the curtain on the real journey of building one of Texas Hill Country's most unique retreat destinations. This is not a highlight reel. This is the honest, practical, sometimes hard-won story of what it takes to go from a dream to a...

info_outline
EP 270 Retreat Insurance: What Every Retreat Leader Must Know with Event Helper show art EP 270 Retreat Insurance: What Every Retreat Leader Must Know with Event Helper

The Retreat Leaders Podcast

Let’s talk about something most retreat leaders avoid… until they absolutely can’t. Insurance. In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with Myles Anderson from Event Helper, an insurance provider specializing in events and retreats, to break down why insurance is not optional in the retreat industry - it’s essential. Because here’s the reality: You are responsible for people’s safety, experiences, and well-being during your retreat. And without the right coverage in place, one incident can put your entire business - and personal assets - at risk. In...

info_outline
 
More Episodes

This week's Throwback Thursday episode is one that will challenge your thinking.

And that's exactly why I'm bringing it back.

In this powerful conversation, Shannon Jamail sits down with Kyera Kacey, a bold entrepreneur, speaker, and retreat leader known for helping people break through limitations around money, confidence, and self-worth.

Love her approach or disagree with parts of it, one thing is certain:

Kyera challenges retreat leaders to think bigger.

Much bigger.

In this episode, Kyera shares how she launched and sold out her first retreat in Ireland, then went on to host luxury experiences priced from $17,000 to $55,000 per attendee.

The conversation explores:

  • The role of self-belief in sales
  • Why conviction matters more than tactics
  • Premium retreat pricing
  • The relationship between money and service
  • Creating transformational retreat experiences
  • Breaking through limitations around worth and visibility

This episode isn't really about charging $55,000.

It's about the beliefs that either expand or limit what's possible in your retreat business.

Whether you're pricing a retreat at $2,000, $5,000, or $20,000+, this conversation will challenge you to examine the stories you're telling yourself about value, money, and what people are willing to invest in.

What You'll Learn in This Episode

  • The connection between self-belief and retreat sales
  • Why confidence impacts retreat pricing
  • How conviction influences enrollment
  • The mindset behind premium retreat experiences
  • Why transformational experiences command higher prices
  • How to stop letting fear dictate pricing decisions
  • What luxury retreat guests are actually buying

Key Takeaways

Your Pricing Reflects Your Beliefs

Many retreat leaders don't have a pricing problem.

They have a confidence problem.

Conviction Sells

Guests often respond more to your certainty than your sales page.

Premium Pricing Requires Premium Thinking

Higher pricing isn't about charging more.

It's about creating exceptional value and owning it.

Transformation Is Worth More Than Information

People invest in outcomes, breakthroughs, and experiences.

Not schedules and itineraries.

Self-Belief Is a Business Skill

The way you think about yourself impacts everything from marketing to sales to pricing.

About Kyera Kacey

Kyera Kacey is a personal development leader, entrepreneur, speaker, and retreat host known for her bold approach to transformation, abundance, and self-worth.

Her work challenges individuals to break through limitations, expand their thinking, and create extraordinary results in life and business.

Learn more at:

www.kyerakacey.com

 

The Retreat Leaders Podcast Resources and Links:

 

Thanks for tuning into the Retreat Leaders Podcast. Remember to subscribe for more insightful episodes, and visit our website for additional resources. Let’s create a vibrant retreat community together!

 

Subscribe:

 Apple Podcast | Google Podcast | Spotify

------------

TIMESTAMPS

Welcoming Kyra Casey (00:01:55) Shannon welcomes guest Kyra Casey to the show and they briefly discuss her background in personal development since age 17.

Kyra's First Unconventional Retreat (00:03:02) Kyra shares how she spontaneously planned her first international retreat in Ireland for $17,000, selling the first spot within an hour.

The Power of Belief and Conviction (00:04:52) Kyra explains her "Always Be Convinced" methodology, emphasizing that self-belief is more crucial for success than following conventional rules.

Unconventional High-Ticket Pricing (00:07:46) Kyra discusses her high-end pricing strategy, starting her first retreat at $17,000 and valuing her extensive experience and transformation.

Consciousness Around Money and Pricing (00:09:54) The conversation covers how judgment around pricing reflects a person's consciousness and why Kyra doesn't take others' opinions personally.

A Client Who Paid More (00:10:54) Kyra shares a story of a client who chose to pay $77,000 for a retreat instead of the offered $55,000.

Handling Discount Requests (00:13:16) Kyra explains her policy of not offering discounts and instead guiding people to other options if her pricing isn't a fit.

Kyra's Recent Tulum Retreat (00:15:38) Kyra talks about her recently concluded retreat in Tulum for eight women, focused on creating change and having fun.

Who Attends Kyra's Retreats (00:16:18) Kyra describes her ideal clients as people seeking change, tough love, and self-expression in their personal and professional lives.

Other Services Offered (00:17:24) Kyra briefly mentions her other offerings, including private mentorship, a mastermind, and a low-ticket membership for her community.

Best Practices for Retreat Leaders (00:18:48) Kyra advises leaders to create retreats from a place of pure desire to make a difference, not just to make money.

Following Your Own Path (00:19:22) Shannon and Kyra discuss the importance of putting on blinders and following your own passion, rather than comparing yourself to others.