Throwback Thursday: What If Your Retreat Could Be Worth $55,000? A Conversation on Confidence, Conviction & Premium Retreats with Kyera Kacey
Release Date: 07/09/2026
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...
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info_outlineThis 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:
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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.