EP 251 Stop Discounting Your Retreats: The Damage It Causes & What to Do Instead
Release Date: 12/11/2025
A Special Edition: A Fireside Chat about The Retreat Industry Forum with Alison, Erin & Shannon
The Retreat Leaders Podcast
In this special fireside chat, Shannon Jamail, Alison, and Erin pull back the curtain on the evolving energy of the Retreat Industry Forum — and why this year’s attendee profile looks different than ever before. What started as a vision to elevate the retreat industry is quickly becoming a high-level gathering of experienced retreat leaders, business owners, venue operators, and industry professionals ready to scale smarter and connect strategically. The trio discusses: The shift toward seasoned retreat professionals attending Why the Forum is not a beginner workshop —...
info_outline
EP 258 What I Wish I Had Done Differently When I First Built My Retreat Business
The Retreat Leaders Podcast
When I first started building my retreat business, I made mistakes. Not small ones - real ones that cost time, money, energy, and unnecessary stress. In this episode, I’m pulling back the curtain and sharing: What I personally wish I had done differently in the early days The most common mistakes I see retreat hosts still making today And how to avoid burning out, underpricing, or building a retreat that looks good on paper but feels exhausting in real life If you’re hosting retreats (or thinking about it), this episode will help you build something that’s clear,...
info_outline
EP 257 Belonging Is the New Luxury: Why Retreats Matter More Than Ever with Dan Berger
The Retreat Leaders Podcast
In this episode of The Retreat Leaders Podcast, Shannon sits down with Dan Berger to talk about something the retreat industry doesn’t discuss nearly enough: belonging. Dan shares his personal journey—from selling his event-planning software company for $100M, to grappling with his own sense of belonging, to ultimately creating Assemble Boise, a retreat and gathering space intentionally designed for human connection. Together, Shannon and Dan dive into: Why men are facing a serious belonging and mental health crisis How retreats can act as temporary communities that create lasting impact...
info_outline
EP 256 Building Pilates Retreats in Europe: Creativity, Logistics, and Expansion with Bessie Refalo
The Retreat Leaders Podcast
In this episode of The Retreat Leaders Podcast, Shannon sits down with Bessie Refalo, a yoga and Pilates retreat leader who is carving out a unique lane in the wellness retreat industry - reformer Pilates retreats in Europe. Bessie shares the behind-the-scenes reality of creating retreats that require specialized equipment, including the challenges of finding venues with reformer Pilates machines and the creative solutions she’s used to make her retreats possible. From transporting reformers by lorry in Portugal to discovering bespoke studios in Italy, this conversation is a masterclass in...
info_outline
EP 255 Building a Soul-Led Retreat Business While Working Full-Time with Amy Jaggers
The Retreat Leaders Podcast
In this episode of The Retreat Leaders Podcast, Shannon sits down with Amy Jaggers, a coach and retreat leader who is building a soul-led retreat business while still working full-time. Amy shares how she helps professionals step off autopilot and reconnect with balance, clarity, and purpose through meditation, mindfulness practices, retreats, and wellbeing circles. She opens up about what it really looks like to grow a retreat business alongside a demanding career — including boundaries, time management, and integrating her “soul work” into her corporate role. Together, Shannon and Amy...
info_outline
EP 254 How to Make Your Retreat a Signature Brand Asset Instead of a One-Off Event
The Retreat Leaders Podcast
Many retreat leaders are stuck running one-off retreats - constantly reinventing the wheel, hustling for new sign-ups, and exhausting themselves with fresh marketing every time. But the smartest, most sustainable retreat businesses? They build signature retreats that become a recognizable, in-demand part of their brand. In this episode, Shannon breaks down how to turn your retreat into a powerful brand asset that builds loyalty, grows every year, and creates recurring revenue through alumni and long-term client pathways. You’ll learn how to create a retreat theme people return to annually,...
info_outline
EP 253 Everything You Do Either Attracts or Repels and That’s a Good Thing
The Retreat Leaders Podcast
Everything you put into the world is doing something. Your website. Your social posts. Your emails. Your videos. Your interviews. In this episode, Shannon Jamail breaks down a truth most retreat leaders avoid: if you’re not repelling anyone, you’re probably being too generic. Attraction is only half the conversation. Sustainable retreat businesses are built on clarity - and clarity naturally attracts the right people while filtering out the wrong ones. Shannon explains why repelling misaligned guests isn’t a flaw, it’s a leadership skill, and how trying to please everyone leads to...
info_outline
EP 252 Ethical Marketing, Outsourcing, and Building Trust in Business with Dawni Baxter
The Retreat Leaders Podcast
In this episode, Shannon sits down with Dawni Baxter — founder of a boutique marketing agency and a multi-passionate entrepreneur leading the movement in ethical, human-first marketing. Dawni brings a refreshing perspective to an industry filled with noise, inflated promises, and confusing pricing structures. Together, Shannon and Dawni dive into: ✨ How to navigate marketing relationships with confidence ✨ Why transparency and trust are the backbone of ethical marketing ✨ What to look for (and avoid) when hiring a marketing agency or contractor ✨ The power of outsourcing — even...
info_outline
EP 251 Stop Discounting Your Retreats: The Damage It Causes & What to Do Instead
The Retreat Leaders Podcast
In this episode, Shannon gets fired up about one of the biggest mistakes retreat leaders make: discounting their retreats. While a discount might feel like an easy way to fill a few spots, the long-term damage is real - it devalues your experience, trains your audience to wait for price drops, signals desperation, and hurts the entire retreat industry. Shannon breaks down exactly why discounting is harmful, what it communicates to potential guests, and better alternatives like early-bird bonuses, pay-in-full perks, and smart payment options. She also unpacks the real reason...
info_outline
EP 250 Both Sides of the Retreat: Hosting, Supporting, and Finding Balance with Kim DeMoss
The Retreat Leaders Podcast
In this episode of The Retreat Leaders Podcast, Shannon sits down with Kim DeMoss - Retreat Ranch’s Executive Assistant, Yoga Teacher Training host, and long-time retreat collaborator - to talk about what it’s really like to experience retreats from both sides: hosting and supporting. From her early days hosting retreats with Shannon to now managing the logistics behind the scenes, Kim shares candid insights on burnout, boundaries, work-life balance, and how she found her groove in the retreat industry. They also dive into the digital...
info_outlineIn this episode, Shannon gets fired up about one of the biggest mistakes retreat leaders make: discounting their retreats.
While a discount might feel like an easy way to fill a few spots, the long-term damage is real - it devalues your experience, trains your audience to wait for price drops, signals desperation, and hurts the entire retreat industry.
Shannon breaks down exactly why discounting is harmful, what it communicates to potential guests, and better alternatives like early-bird bonuses, pay-in-full perks, and smart payment options. She also unpacks the real reason retreat leaders discount - fear - and how to address it in a healthier, business-savvy way.
If you’re ready to protect your profit, elevate your positioning, and stop shrinking your worth, this episode is a must-listen.
Key Takeaways
-
Retreats are transformational live experiences - not products to be marked down like retail.
-
Discounting immediately lowers perceived value and conditions your audience to never pay full price again.
-
It signals desperation and damages not just your brand, but the entire retreat industry.
-
Live experiences require emotional labor, planning, expertise, and responsibility - none of which should be discounted.
-
Instead of discounting, offer early-bird bonuses, pay-in-full perks, and extended payment plans.
-
The real reason people discount is fear - not strategy.
-
If enrollment is low, you need better messaging, positioning, urgency, and audience warming… not cheaper prices.
The Retreat Leaders Podcast Resources and Links:
- Learn to Host Retreats
- Join our private Facebook Group
- Top 5 Marketing Tools Free Guide
- Get your legal docs for retreats
- Join Shannon in Denver at the Retreat Industry Forum
- Join our LinkedIn Group
- Apply to be a guest on our show
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:
---------
TIMESTAMPS
The Problem with Discounting Retreats (00:00:50) Shannon expresses frustration about retreat leaders discounting their retreats and outlines why this is harmful.
Why Discounting Retreats is Harmful (00:01:12) Explains how discounting devalues retreats, signals desperation, and attracts difficult guests.
Negative Impact on Guest Experience and Industry (00:03:42) Discusses how discounting attracts ungrateful guests and lowers perceived value across the retreat industry.
Discounting Hurts Your Margins and Business (00:06:02) Details how discounts cut into profits, making it harder to sustain a retreat business.
Retreats as Premium, Transformational Experiences (00:07:16) Emphasizes that retreats are not products but containers for transformation, requiring significant energy and expertise.
Alternatives to Discounting: Bonuses and Perks (00:08:14) Suggests offering early bird bonuses, pay-in-full perks, and extended payment plans instead of discounts.
Why Retreat Leaders Discount: The Role of Fear (00:10:22) Explores the real reasons behind discounting, such as fear of failure and low signups.
Building Confidence and Enrollment Without Discounts (00:11:30) Encourages improving messaging, marketing, and mindset instead of lowering prices.
Final Advice and Invitation to Community (00:12:39) Urges listeners to stop discounting, value their work, and join the Retreat Industry Forum for support.
Podcast Closing and Resources (00:13:39) Shannon thanks listeners, encourages sharing, and offers free resources for retreat leaders.