Happy Hour Podcast With Dee And Shannon

Your brand is more than a logo—it's the energy, clarity, and trust that sells out your retreats before you even open registration. In this episode, Shannon sits down with Kara Hollinger, founder and creative director of Made Outside, to explore how powerful branding and a cohesive online presence directly influence retreat success. They dig into: Why authenticity is your brand’s biggest asset How storytelling builds trust and drives bookings Common branding mistakes retreat leaders make Aligning your website, social media, and messaging to serve your ideal client How to communicate your value so people are ready to buy Kara also shares a 20% discount on branding packages exclusively for podcast listeners—don’t Connect with Kara: www.madeoutside.com Talk about this podcast and get 20% off   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 London  Join our LinkedIn Group A

In this empowering episode of The Retreat Leaders Podcast, Shannon Jamail is joined by retreat host and business coach Raisah Salima Bickram for a deeply honest conversation about evolution, alignment, and energetic pricing in the retreat world. Together, they unpack what it means to outgrow clients, roles, and retreat formats—and how to move forward in integrity and confidence. Raisah shares her journey of raising her prices, honoring her worth, and navigating the guilt that can come with letting go of what no longer fits. Shannon and Raisah also dive into: Pricing from a place of energy and impact (not fear) Why fair pricing supports sustainability and transformation Offering scholarships without compromising profitability How to create aligned, soul-led retreats that evolve with you Standing firm in your message—even when trends suggest otherwise Whether you're a seasoned retreat leader or stepping into your first offering, this episode will inspire you to lead from a place of power, purpose, and authent

Can you build a retreat business that isn’t bound by location—and actually expands your impact? In this episode of The Retreat Leaders Podcast, Shannon chats with long-time health and fitness expert Alison Katschkowsky about building a hybrid retreat business model that combines the power of in-person transformation with the scalability of online programs. Alison shares her 30+ year journey from brick-and-mortar fitness to digital expansion, and how she now helps other entrepreneurs add retreats as a powerful layer to their business—without overhauling their structure. They dive into: The power of hybrid models (and how they outlive fads) How retreats can enhance your brand, not distract from it Creative ways to offer transformation in both in-person and online formats Alison’s behind-the-scenes plan for her luxe Amalfi Coast retreat If you’ve been wondering how to blend the best of both worlds—connection and scale—this episode is your blueprint. Retreats aren’t just an event—they’re a business growth strat

In this episode of The Retreat Leaders Podcast, Shannon sits down with Brent McCann, founder of the True North Retreat, to talk about the rising tide of men’s retreats—and what it takes to make them successful and sustainable. Brent shares how he transitioned from corporate HR into the retreat space, the lessons learned from his first Sedona retreat (including the power of trusting the process), and how he’s now crafting a profitable, aligned retreat business. They dive into: Why men book differently than women—and how to speak directly to them Pricing strategies that work (and how Brent raised his profit margin from 1% to 30%) How to design high-impact experiences that create transformation and build community What it looks like to scale retreats with intention, alignment, and purpose Brent's upcoming True North Men's Retreat in Austin (Oct 23–26) is designed for men at a crossroads—ready to step out of the noise, zip-line into clarity, and walk away reconnected to purpose.    Connect with Brent: https://t

Retreat not filling up? You’re not alone—and it’s probably not your price. In this power-packed episode, Shannon Jamail is joined by pricing and profit strategist Erin Haag to break down the real reasons most retreats fail to sell out—and exactly how to fix it. From outdated marketing approaches to misaligned pricing strategies, they unpack the blind spots that hold retreat leaders back from profitability. Erin shares her proven formula for pricing retreats using math over emotion—and the key profit margins every retreat business should aim for. Shannon and Erin also talk about why transformation sells more than price, the importance of daily sales activity, and why being in the right rooms with high-achieving peers can change everything. PLUS: Erin shares a free resource for retreat leaders—her Top 5 Tips for Hosting Profitable Retreats. Erins Top Five Tips: https://luxuryinbusinessretreats.mykajabi.com/top-5-tips-1 The Retreat Leaders Podcast Resources and Links: Learn to Host Retreats Join our private Fac

Most retreat leaders aren’t just undercharging… they’re under-profiting. In this powerhouse episode of The Retreat Leaders Podcast, Shannon Jamail is joined by Leni Cavazos—event strategist, loyalty marketing expert, and former Ritz-Carlton powerhouse turned retreat business mentor. Together, they unpack why up to 90% of retreats aren’t actually profitable—and how to shift that. You’ll learn: Why retreat leaders must treat their business like a business (not a hobby) What loyalty marketing actually is (and how to start it from day one) The biggest pricing mistake even experienced leaders make Why your transformation container is worth way more than a fancy vacation How alumni can become your secret sales team This episode is a must-listen for retreat leaders ready to stop surviving and start scaling.

Hey retreat boss—it’s time for a heart-to-heart. In this solo episode, Shannon Jamail gets real about a truth that most retreat leaders avoid:

In this episode of The Retreat Leaders Podcast, Shannon Jamail is joined by Alessia Tenebruso—founder of One Girl Travel, retreat content creator, and social media strategist—for a juicy convo on how to create social media that actually converts. Alessia shares the importance of having a dedicated content creator or social correspondent at your retreats to capture authentic, behind-the-scenes moments that build trust and spark FOMO (the good kind). They dive into how retreat leaders can stay visible and aligned online without burning out, plus tips on using platforms like Instagram, Facebook, and TikTok strategically. Whether you're documenting a retreat or planning your next one, this episode is your blueprint for scroll-stopping, story-driven content that fills spots and builds your brand.

In this heartfelt and empowering episode of The Retreat Leaders Podcast, host Shannon Jamail sits down with Kelley Hartman to explore the transformative power of joy in retreat leadership. Kelley shares how a life-changing diversity retreat in her twenties sparked her passion for holding space and eventually led her to create her own retreats focused on joy, self-care, and aligned leadership. Together, Shannon and Kelley dive deep into why joy is not just a nice-to-have, but a non-negotiable for any retreat leader who wants to avoid burnout and truly support others. They get candid about energy management, setting boundaries, and honoring your nervous system—especially when life throws challenges your way. Whether you're a seasoned retreat host or dreaming of starting your first one, this episode reminds you that when you prioritize your own joy and well-being, you elevate the experience for everyone you serve.   Offerings from Kelley: Free 4 Step Outline to reset into joy: https://kelley-hartman.mykajabi.co

In this candid episode of the Retreat Leaders Podcast, Shannon Jamail sits down with Pilates studio owner and retreat host Misty Chambers to unpack the highs and lows of her first-ever retreat. From a surprise challenge with a sick guest to navigating meal budgets in the Champagne region of France, Misty shares everything she wishes she had known—and what she’ll absolutely do differently next time. They talk about the importance of having personal space as a retreat leader, hiring a retreat coordinator, setting realistic expectations around meals, and most importantly: why retreat leaders must sell, not just market, their experiences. This is an honest, refreshing conversation that every retreat leader—especially those in their early retreat-hosting days—will deeply relate to.   Connect with Misty: www.breatheriveroaks.com   The Retreat Leaders Podcast Resources and Links: Learn to Host Retreats Join our private Facebook Group Top 5 Marketing Tools Free Guide Free Top 11 Tips for Building an Email List  Get

In this episode of The Retreat Leaders Podcast, Shannon Jamail is joined by social media strategist and author Robin Nathaniel (@robbinmarx) to dig into what it really takes to build a retreat brand that thrives online—without having to chase every trend. Robin brings two decades of experience in social media and shares how to focus on authentic, audience-focused content that stands out in an AI-driven world. From aligning your content with your brand's voice to Robin's powerful SYNC framework (Simple, Yield, Natural, Change), this episode is packed with gems for retreat leaders who want to grow their impact without burning out online. They also discuss: The myth of “going viral” and why it’s overrated How to identify your content bandwidth and platform sweet spot Why “100% human-made” content is gaining new value The power of speaking directly to your audience like a best friend A sneak peek into Robin’s Social Media Sync Bundle, made just for you! Grab your free Social Media Sync Bundle from Robin: landth

In this fiery solo episode, Shannon Jamail gets real about a truth many retreat leaders need to hear: the biggest block in your retreat business isn’t the economy—it’s you. If you’ve ever said, “People just aren’t spending right now,” or felt tempted to lower your prices just to fill spots—this one’s for you. Shannon breaks down the mindset shift that will transform the way you sell your retreats and communicate their true value. She’ll show you how to stop apologizing for your prices, own your worth, and confidently sell your retreat as the life-changing investment it is. Whether you’re hosting your first retreat or scaling your next, this episode is your invitation to stop shrinking and start standing in your power. Tune in and get ready to ditch the discount mindset and step fully into the role of transformational leader.   Episode Highlights: Why the economy isn’t the problem (and what is) How perceived value impacts retreat sales What it means to “sell the transformation, not the features” The #1 thing

In this solo episode, host Shannon Jamail gets fired up and shares exactly what it means to level up as a retreat leader—and why it goes way beyond fancy goodie bags or extra plush pillows in your yurt. Fresh off a transformative retreat teaching experience in France and actively learning from high-level masterminds like Genius Network, Shannon lays out how growth happens through mentorship, aligned community, and being in the right rooms. She also gets real about the flood of new "retreat coaches" in the industry—and why it’s more important than ever to vet your mentors and follow leaders with lived experience, not just big promises. If you’re ready to stop playing small and start treating your retreats like a real business (with profit, purpose, and power)—this episode is your loving wake-up call.   What You’ll Learn: What “leveling up” really means in the retreat world Why who you surround yourself with determines your growth How Shannon’s trip to France & Genius Network shifted her leadership A no-fl

In this powerful solo episode, Shannon Jamail gets real about something every retreat leader will face: objections. Especially the most common one—“It’s too expensive.” But before you spiral into discounting or self-doubt, Shannon shares a refreshing and aligned way to navigate objections with confidence, compassion, and curiosity. This episode is your permission slip to stop taking objections personally and start using them as powerful conversations rooted in leadership.   What You’ll Learn: Why “it’s too expensive” usually isn’t about money The #1 thing NOT to do when someone hesitates to book Shannon’s 3-part method to handle objections without losing your power: A Soft Place to Land A Point of Agreement Get Curious How to hold space for transformation (not fear) Why objections are opportunities in disguise   Favorite Quote: “Objections aren’t stop signs. They’re starting points.” — Shannon Jamail Read our full blog here: https://theretreatleadersplaybook.com/dealing-with-objections-as-a-retreat-leade

In this bold and enlightening episode of the Retreat Leaders Podcast, Shannon Jamail sits down with Dora Rankin, a business growth coach and sales strategist who isn’t afraid to tell retreat leaders the hard truth: you’re likely spending way too much time on marketing and not enough on sales. Dora breaks down the key differences between sales and marketing (hint: they are NOT the same thing!) and explains why retreat leaders should be spending at least 70% of their business-building time focused on actual sales activities. From connecting directly with potential guests to having powerful discovery calls, Dora shows us how marketing is just the invitation—sales is where the transformation (and the bookings) happen. She also dives into the 4 core styles of sales and how to identify which one fits your personality and business model best. Whether you’re a seasoned retreat host or new to the game, this episode will flip your mindset, get you out of hiding behind pretty Instagram posts, and into real, aligned acti

In this powerhouse episode of The Retreat Leaders Podcast, host Shannon Jamail sits down with luxury retreat designer and director Daesha Donze to talk all things logistics, style, and sanity-saving support for retreat hosts. If you’ve ever felt overwhelmed trying to juggle planning, hosting, and actually enjoying your own retreat—this episode is your permission slip to hand over the clipboard and reclaim your energy.  Episode Highlights: Why hiring a retreat planner or coordinator is a total game-changer (Spoiler: so you can finally enjoy your own retreat) How Daesha tailors each event to the host’s brand, vibe, and clientele The difference between hosting and directing—and why you shouldn’t do both A quick dive into Seller of Travel laws and how Daesha can legally book and sell travel worldwide Her high-touch services: VIP Planning Sessions, Done-for-You Planning, On-Site Coordination, and VIP Weekends Whether you’re planning your first retreat or looking to level up your next luxury mastermind, Daesha’s

In this powerful episode of the Retreat Leaders Podcast, host Shannon Jamail welcomes trauma therapist and retreat coach Lesley Martin for a raw and insightful conversation about the emotional resilience and energetic boundaries required to lead transformational retreats. Lesley and Shannon dive deep into the often overlooked emotional toll retreat leaders face, especially when carrying their own unhealed trauma or managing the weight of participants’ needs. They discuss how coaching and self-reflection can help retreat leaders grow beyond the therapy room, create healthier emotional boundaries, and avoid the path to burnout. You’ll also get an inside look at Lesley’s upcoming Morocco retreat for burned-out entrepreneurs, designed to help participants reset through cultural immersion, desert meditation, and intentional stillness in the Sahara. Episode Highlights: Why retreat leaders must address their own trauma to serve powerfully Energetic boundaries and grounding practices to prevent burnout Behind the sc

In this inspiring episode of the Retreat Leaders Podcast, host Shannon Jamail sits down with journalist-turned-content-marketer and storytelling coach, Renee Frojo, to explore how powerful storytelling can transform your retreat business from “meh” to sold out. Renee shares her journey from the newsroom to coaching B2B and B2C entrepreneurs on connecting with their audience in the most human way possible—through story. After selling out her very first international retreat in Costa Rica using just stories and intention (not a massive follower count), she’s now hosting her second retreat in Mexico City, and trust us—you’ll want in on what she’s teaching.

In this powerful episode of the Retreat Leaders Podcast, Shannon Jamail welcomes executive coach and consultant Adrian Koehler, a leadership expert with a bold approach rooted in emotional intelligence and unapologetic honesty. From "hugging the cactus" to "riding the elephant," Adrian shares what it really takes to lead high-impact retreats and teams—spoiler: it’s not all good vibes and holding space. Episode Highlights: Leadership Beyond the Feel-Good: Adrian and Shannon break down why retreat leaders need more than intuition and good intentions—they need structure, clarity, and accountability. The Real Work of Alignment: Learn how to get your support team fully aligned with your retreat's vision, values, and promises so every attendee gets what they came for. Handling Conflict Like a Pro: Adrian shares his frameworks for navigating difficult conversations with empathy and precision—so you can be “hard on the problem, soft on the person.” Preventing the Parade of Horribles: Discover how addressing small is

Episode Summary: Join us on the Retreat Leaders Podcast as we dive deep into the art of selling with Jacob Hicks, a seasoned success coach with a decade of sales experience. In this enlightening episode titled "Mastering Sales as a Retreat Leader: Techniques and Insights with Jacob Hicks," Jacob unpacks the essential skills every retreat leader needs to thrive in the competitive world of retreats and personal development. Episode Highlights: Sales Mindset for Success: Jacob stresses the importance of adopting a sales mindset, explaining that everyone in business, regardless of their role, is essentially in sales. He shares insights on how retreat leaders can benefit from embracing this perspective to enhance their business success. The Power of Follow-Up: Learn why following up is crucial in sales and networking, with Jacob noting that a significant portion of business comes from persistent follow-ups. Discover strategies to improve your follow-up game and why it's critical not to give up after the first or