EP 251 Stop Discounting Your Retreats: The Damage It Causes & What to Do Instead

Release Date: 12/11/2025

Behind the Scenes of the Retreat Industry Forum: Why Logistics & Operations Make or Break Your Retreat

The Retreat Leaders Podcast

There’s what your guests see at a retreat… And then there’s everything happening behind the scenes. In this special edition of The Retreat Leaders Podcast, Shannon Jamail is joined by Alison and Erin (co-hosts of the Retreat Industry Forum) along with two of the Forum’s featured panel presenters - Matt Quinones and Daesha Donze - to talk about the operational side of running successful retreats. You can have an incredible concept, a beautiful location, and a powerful transformation… But if your logistics and operations aren’t dialed in, it will impact the entire experience. Matt...

EP 267 The Retreat Venue Gap: Why Retreat Leaders and Venues Struggle to Find Each Other with Emily Johnson

The Retreat Leaders Podcast

One of the biggest challenges in the retreat industry isn’t marketing, pricing, or programming. It’s the gap between retreat leaders and retreat venues. Retreat leaders struggle to find the right venues. Venue owners struggle to fill their calendars with the right retreats. And somewhere in the middle, opportunities are missed. In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with Emily Johnson, founder of Elevate Hospitality Collective, to talk about the disconnect between retreat leaders and venues - and how the industry can bridge that gap. Emily brings years of...

EP 266 The Power of Proximity for Retreat Leaders and Entrepreneurs

The Retreat Leaders Podcast

Success in business isn’t just about strategy. It’s also about proximity - who you’re around, the conversations you’re exposed to, and the standards of the rooms you choose to enter. In this solo episode of The Retreat Leaders Podcast, Shannon Jamail shares why being in the right rooms can dramatically accelerate your growth as a retreat leader and entrepreneur. For many years Shannon’s business was doing well. But about five years ago, something shifted. She started attending conferences, joining masterminds, and intentionally placing herself in rooms with other high-level...

Special Edition: Stop Wasting Money on Ads: What Retreat Leaders Need Before Running Facebook & Instagram Ads with Jenn Possick

The Retreat Leaders Podcast

Running ads to fill your retreat sounds like the obvious next step… But for most retreat leaders, it’s actually where they start losing money. In this episode of The Retreat Leaders Podcast, Shannon Jamail is joined by Alison, Erin, and Jenn Possick (The Ads Maven) to break down what retreat leaders really need to know before investing in Facebook and Instagram ads. Jenn specializes in helping coaches, wellness professionals, and retreat leaders run strategic, data-driven ad campaigns - offering both done-for-you and done-with-you services. And here’s what she makes very clear: Ads are...

EP 265 The Communication Shift That Can Transform Your Retreats with Joel Weldon

The Retreat Leaders Podcast

Retreat leaders spend months planning the location, the schedule, the experiences, and the transformations they want their guests to have. But there is one skill that quietly determines whether your retreat truly lands with your audience. Your ability to communicate. In this episode of The Retreat Leaders Podcast, Shannon sits down with Hall of Fame speaker Joel Weldon to talk about the powerful role communication plays in the success of retreats - from filling the room to creating deeper breakthroughs for attendees. Joel has been paid to speak at more than 3,000 events and has coached over...

The Future of the Retreat Industry: Why We Need Standards, Community & Leadership with Holly Porter

The Retreat Leaders Podcast

The retreat industry is growing so fast. Especially in the last 6 years. But here’s the problem: There has never been a central place for retreat leaders, venues, and professionals to connect, collaborate, and operate at a higher standard. Until now. In this episode of The Retreat Leaders Podcast, Shannon Jamail is joined by Alison, Erin, and Holly Porter, founder of the International Retreat Association, to talk about the future of the retreat industry - and why the timing for this shift couldn’t be more important. Holly shares her powerful personal story - from building 12...

EP 264 Building Momentum: Staying the Course When Results Feel Slow

The Retreat Leaders Podcast

One of the hardest moments in the retreat business is the quiet period after you launch something. You announce your retreat. You post about it. You send emails. And then… crickets. In this solo episode, Shannon Jamail talks about why slow results are not a sign that something is wrong. In fact, momentum in the retreat industry is rarely sudden — it’s usually the result of consistent, focused action over time. Shannon breaks down the common traps retreat leaders fall into when results don’t appear quickly, including shiny object syndrome, comparison traps, and abandoning strategies too...

EP 263 Trust Leaks in Retreat Businesses: The 5 Places Retreat Leaders Lose Credibility with Debbie Simmons

The Retreat Leaders Podcast

Trust is the currency of the retreat industry. Guests invest their time, money, and emotional energy into retreat experiences expecting transformation, connection, and professionalism. But often, trust doesn’t break in big dramatic moments - it slowly leaks through small gaps in leadership, communication, and delivery. In this episode, Shannon sits down with Debbie Simmons to discuss the five most common “trust leaks” in retreat businesses and how retreat leaders can repair them before they damage reviews, referrals, and long-term loyalty. They break down where trust most often breaks...

EP 262 Culture Building: How to Create a Retreat Experience That People Come Back To with Nathan Jamail

The Retreat Leaders Podcast

Most retreat leaders focus on the itinerary. But what makes guests come back year after year isn’t the schedule - it’s the culture. In this episode, Shannon is joined by leadership expert and culture strategist Nathan Jamail (whom she is biased to say is amazing) to break down how retreat leaders can intentionally build culture instead of just planning programming. They discuss: How culture impacts everything How to create loyalty beyond a single event Alumni communities that actually stay engaged Setting customer experience standards Why some retreats create raving fans -...

EP 261 The Truth About Confidence: Why Some Retreat Leaders Struggle to Fill Their Events with Nathan Jamail

The Retreat Leaders Podcast

Confidence isn’t just mindset crap. It affects your pricing, your messaging, your sales conversations and your boundaries. And ultimately - whether your retreat fills or flops. In this episode, Shannon is joined by leadership expert, sales strategist, and bestselling author Nathan Jamail (she is biased, but he is pretty damn amazing) to unpack the real reason many retreat leaders struggle to sell out their events: lack of business confidence. They discuss: Imposter syndrome in the retreat industry Underpricing rooted in insecurity Overexplaining instead of leading What confident...

More Episodes

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 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.

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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.

Key Takeaways

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