The Retreat Leaders Podcast

Shannon Jamail

Welcome to The Retreat Leaders Podcast, a top 2% global podcast for retreat leaders, venue owners, and entrepreneurs building powerful retreat businesses. Hosted by Shannon Jamail of Retreat Ranch, this show shares real conversations, expert strategy, and behind-the-scenes insights from leaders in the retreat industry. From marketing and pricing to guest experience, operations, and avoiding expensive mistakes, you'll learn what it really takes to host retreats that are both transformational and profitable. Whether you're planning your first retreat or scaling an established retreat business, this podcast will help you lead with confidence and grow with intention. Learn more at https://theretreatleadersplaybook.com/

  1. EP 270 Retreat Insurance: What Every Retreat Leader Must Know with Event Helper

    1D AGO

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

    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 this conversation, Shannon and Myles discuss: Why retreat leaders need event insurance Why venues should require it What can actually go wrong at a retreat The real consequences of not having proper coverage How retreat leaders can protect themselves, their guests, and their business This episode is not fear-based - it's reality-based. If you host retreats, events, or group experiences, this is one of the most important conversations you can listen to.   What You'll Learn in This Episode • Why insurance is essential for retreat leaders • What types of risks exist at retreats and events • Why venues require insurance (and why you should expect it) • What can happen financially and legally without coverage • How insurance protects both the host and the guest experience   Key Takeaways You Are Responsible as the Host When you host a retreat, you are taking on responsibility for: participant safety activities environment logistics Even with the best planning, things can happen.   Insurance Protects More Than You Think Insurance isn't just about worst-case scenarios. It protects: your business your personal assets your reputation your ability to continue hosting retreats   Venues Require It for a Reason Professional venues often require retreat leaders to carry insurance. This protects: the venue the retreat host the guests If a venue doesn't require it, that's something to pay attention to.   Without Insurance, the Risk Is Real Without proper coverage, retreat leaders could face: liability claims legal costs unexpected financial loss And in some cases, it could shut down a retreat business completely.   This Is About Being a Professional Running a retreat is not just about creating a great experience. It's about operating a real business. And real businesses protect themselves.   About Event Helper Event Helper provides event and retreat insurance designed to protect hosts, organizers, and venues. They specialize in offering coverage for a wide range of events, helping business owners operate with confidence and reduce risk. Learn more at: https://www.theeventhelper.com/#retreatleaders    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:  Apple Podcast | Google Podcast | Spotify ------- TIMESTAMPS Myles' Background and Role (00:01:07) Myles explains his role at Event Helper and their focus on event liability insurance. Venue vs. Event Host Insurance (00:02:16) Discussion on the difference between a venue's insurance and an event host's insurance policy. Why Event Hosts Need Insurance (00:03:15) Myles details why event hosts need their own liability insurance and what it covers. Cost and Value of Event Insurance (00:05:08) Shannon and Myles discuss the typical costs and the importance of investing in event insurance. Real-Life Claims and Examples (00:06:08) Myles shares examples of claims, including property damage and injury incidents at events. Legal Defense and Coverage Scope (00:07:51) Explanation of how insurance policies provide legal defense, not just payouts for damages. Participant Injuries and Waivers (00:08:39) Discussion about participant injuries, waivers, and when hosts may or may not be liable. Personal Liability Risks (00:10:34) Shannon warns about personal liability and the financial risks of not having insurance. Coverage Limits and Host Liquor Liability (00:11:42) Myles explains coverage limits, options up to $5 million, and inclusion of host liquor liability. Honesty in Policy Applications (00:12:35) Importance of accurately disclosing retreat activities when applying for insurance. Exclusions and High-Risk Activities (00:12:49) Myles discusses exclusions, higher-risk activities, and how Event Helper handles special cases. Participant Coverage Options (00:14:29) Explanation of liability vs. participant coverage for athletic or sporting retreat components. Event Helper as Preferred Partner (00:15:10) Shannon shares why her venue prefers Event Helper and the ease of working with them. International Event Insurance (00:16:11) Discussion on Event Helper's efforts to help with international event insurance coverage. Challenges of International Coverage (00:17:28) Myles explains the difficulty of finding coverage for events outside the US. How to Apply for Event Helper Insurance (00:18:05) Overview of Event Helper's simple online application process and customer support.

    20 min
  2. EP 269 Why Glamping and Retreats Are the Perfect Pair (And What Retreat Leaders Need to Know) with Sarah Riley

    MAY 7

    EP 269 Why Glamping and Retreats Are the Perfect Pair (And What Retreat Leaders Need to Know) with Sarah Riley

    The retreat industry is evolving - and one of the biggest opportunities right now sits at the intersection of glamping and retreats. In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with Sarah Riley, a UK-based glamping industry expert and co-organizer of The Glamping Show America, to explore how glamping and retreats are becoming one of the most powerful combinations in experiential hospitality. Sarah has been working in the glamping and retreat space since 2010, helping entrepreneurs launch lifestyle businesses and navigate the realities of building glamping sites - from concept to permissions to profitability. Together, Shannon and Sarah break down: Why glamping and retreats naturally complement each other How retreat leaders can use glamping to enhance guest experience and increase revenue The realities of starting a glamping business (and why it's not as "cheap and easy" as people think) Emerging trends in experiential travel and hospitality How AI is driving people toward more authentic, in-person experiences They also discuss Shannon's upcoming participation as a speaker at The Glamping Show America this September, where retreat leaders and venue owners can learn directly from experts in the glamping and hospitality space. If you're a retreat leader, venue owner, or entrepreneur looking to expand your offerings or create more unique guest experiences, this episode will open your eyes to what's possible.   What You'll Learn in This Episode • Why glamping and retreats are a natural and powerful combination • How glamping can increase occupancy and revenue for retreat venues • The real costs and considerations of starting a glamping business • Funding opportunities available for glamping projects (including crowdfunding) • How AI is shifting consumer behavior toward in-person experiences • Trends shaping the future of experiential hospitality   Key Takeaways Glamping and Retreats Are a Natural Fit Glamping enhances the retreat experience by combining: nature comfort uniqueness immersion This creates a more memorable and desirable experience for guests.   Glamping Is Not a "Cheap" Business There's a common misconception that glamping is easy to start. In reality, it requires: proper permissions infrastructure investment planning However, it also opens the door to unique funding opportunities not typically available to traditional accommodations.   Experiential Travel Is Growing Rapidly Travelers are increasingly seeking: unique environments nature-based experiences authentic, in-person connection Glamping and retreats sit directly at the center of this trend.   AI Is Driving a Return to Human Connection As AI continues to reshape the digital world, people are beginning to crave: offline experiences real human interaction trustworthy environments Retreats and glamping experiences provide exactly that.   About Sarah Riley Sarah helps ambitious owners launch and grow their glamping businesses quickly and stand out in an increasingly competitive industry. From setting up your foundations to attracting consistent bookings, she shares the powerful (and often overlooked) strategies that give you a real edge… including hosting retreat events to maximise occupancy, even in the off-season. With over a decade of hands-on experience running a boutique hospitality and retreats business, Sarah doesn't just teach this industry… she's lived it. Today, she's a professionally qualified business coach, marketing visibility specialist, and the founder of The Glamping Academy, helping thousands of entrepreneurs turn their ideas into profitable, lifestyle-led businesses. She's also Co-Conference Director of Glamping Show Americas in Colorado, and a recognised voice in the global glamping space. If you're ready to launch with confidence and momentum… Sarah offers a range of high-impact programmes designed to help you start quickly, attract your ideal guests, and build a business you truly love. Because this isn't just about starting a business… It's about creating a lifestyle.  https://www.glampingshow.us/  and https:glamping.academy  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:  Apple Podcast | Google Podcast | Spotify -------- TIMESTAMPS Sarah Riley's Background & Glamping Show (00:01:11) Sarah shares her background in glamping, hospitality, and organizing the Glamping Show America. Glamping and Retreats: The Perfect Match (00:03:23) Discussion on how glamping and retreats complement each other and enhance guest experiences. Glamping Show Details & Experiential Industry (00:04:12) Information about the Glamping Show in September and the experiential nature of glamping and retreats. Retreat Venue Models & Nature's Role (00:05:32) Exploring retreat venue options, the benefits of glamping, and the importance of nature in retreats. What is Glamping? Definitions & Structures (00:06:35) Sarah defines glamping, describes various structures, and highlights the diversity in the industry. Budget, Myths, and Setting Up Glamping Sites (00:07:30) Addressing misconceptions about glamping costs, permissions, and funding options for new sites. Innovative Glamping Models & Imagination (00:10:10) Discussion on creative glamping models, moveable structures, and the limitless possibilities in the field. Glamping Show Inspiration & Unique Structures (00:10:51) Shannon shares experiences from the Glamping Show, emphasizing the inspiration and unique accommodations available. Nostalgia, Vintage Experiences & Human Connection (00:12:05) Exploring the appeal of vintage experiences, historical structures, and the desire for authentic human connection. Impact of AI & Digital Overload (00:12:44) Sarah discusses how AI and digital technology are driving people to seek real-life experiences and offline events. Generational Shifts & Offline Experiences (00:14:14) Analysis of generational trends, with Gen Alpha and others seeking more in-person, authentic experiences. Pandemic Effects & Glamping Industry Trends (00:18:19) How the pandemic increased demand for nature-based, in-person experiences and affected glamping bookings. Future of Hospitality & AI Entrepreneurs (00:20:01) Tech entrepreneurs investing in experiential hospitality, and the uncertain future of online trust and marketing. Marketing, Visibility & Rapid Change (00:21:04) Challenges of marketing retreats and glamping venues amid rapidly changing digital algorithms and platforms. Entrepreneurs Shifting to Experiential Businesses (00:22:06) Stories of entrepreneurs leaving digital businesses to create glamping and retreat centers focused on connection. Balancing Digital Tools & Authenticity (00:22:51) The need for entrepreneurs to stay visible online while maintaining authenticity and adapting to digital changes. AI as a Disruptor & Essential Tool (00:23:13) AI's dual role as a disruptor and a necessary tool for business owners, especially in hospitality and retreats. Right-Brained Creatives & Data-Driven Marketing (00:24:52) The challenge for creative retreat leaders to embrace data-driven marketing, and how AI can help bridge the gap. AI Adoption & Resistance in the Industry (00:26:07) Encouragement for retreat leaders to adopt AI, comparing its importance to the rise of the internet and social media. Efficiency, Competition & AI in Hospitality (00:27:55) How AI can improve efficiency, reduce computer time, and help businesses stay competitive in hospitality. Glamping Show USA: What to Expect (00:29:33) Sarah describes what attendees can expect at the Glamping Show USA, including exhibits, networking, and learning opportunities.

    32 min
  3. EP 268 The Power of Retreats for Midlife Women: Building Community, Healing & Business with SOL Women

    APR 30

    EP 268 The Power of Retreats for Midlife Women: Building Community, Healing & Business with SOL Women

    There is a powerful shift happening - and it's centered around midlife women. Women who have spent years building careers, raising families, and showing up for everyone else are now asking a different question: What do I want? In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down in person in Austin with the founders of SOL Women to talk about the rise of retreats designed specifically for midlife women - and why these experiences are more needed now than ever. SOL Women creates holistic, supportive retreat experiences that help women reconnect with themselves, prioritize their well-being, and step into a new chapter of life with clarity and confidence. Together, they explore: The unique needs of midlife women The role of retreats in holistic healing and transformation The challenges of building a retreat business from the ground up The unexpected rewards and growth that come from hosting retreats This conversation is honest, grounded, and inspiring - whether you're a retreat leader, thinking about starting a retreat business, or simply someone who believes in the power of community and connection.   What You'll Learn in This Episode • Why midlife women are seeking retreats and community more than ever • How holistic retreats support mental, emotional, and physical well-being • The real challenges of building a retreat business • The unexpected rewards of hosting retreats • How retreats create lasting connection and transformation Key Takeaways Midlife Women Are Seeking Something Deeper This stage of life often brings reflection, transition, and a desire for more alignment. Retreats provide a space for women to pause, reconnect, and redefine what's next.   Retreats Are More Than a Getaway Holistic retreats offer: community connection healing self-discovery They create experiences that go far beyond relaxation.   Building a Retreat Business Isn't Easy - But It's Worth It The founders of SOL Women share the real side of building a retreat business: the challenges the learning curve the unexpected growth And also the rewards that make it all worthwhile.   The Power of Community One of the most impactful aspects of retreats is the connection created between participants. Women leave feeling: seen supported understood And that ripple effect continues long after the retreat ends.   About SOL Women & Lauren & Nandita SOL Women creates holistic retreat experiences designed specifically for midlife women. Their retreats focus on supporting women through life transitions with a blend of wellness practices, community connection, and personal growth. Nandita Mahadevan is a multi-industry business leader, Functional Medicine enthusiast, and Certified Health & Hormone Coach with a deep passion for women's health. ​After two decades climbing the corporate ladder in the health and wellness industry, she found herself burned out—her adrenals depleted, her health suffering. This wake-up call led her on a profound journey of self-discovery, pushing her to rethink wellness beyond just the clinical approach. Her passion for women's health peaked during her own transition into perimenopause when she struggled to find the support she needed. While her background in Functional Medicine helped her understand the physical changes, the emotional and spiritual upheaval was something she had to navigate alone. ​This experience sparked the creation of Sol Women—a space dedicated to guiding women through all stages of womanhood, from hormones and health to emotional and spiritual well-being. Nandita lives in Bee Cave, Austin, with her two children, ages 13 and 8. Lauren Colletti, FNP, is a Nurse Practitioner and Board-Certified Functional Medicine expert with a deep passion for women's health. With nearly 20 years in healthcare, she has helped thousands of women navigate hormonal shifts, thyroid and digestive issues, autoimmunity, fertility, menopause, and more. ​Trained by leading experts in women's health, genomics, peptides, and longevity medicine, Lauren is dedicated to simplifying the health journey and helping women feel confident in their bodies at every stage of life—without the overwhelm. Her personalized, root-cause approach focuses on building a strong foundation while using cutting-edge therapies to create lasting wellness. She believes women deserve more than one-size-fits-all solutions—they deserve to feel heard, understood, and empowered. ​As a wife and mother to three beautiful children—Hazel, Harrison, and Holland—Lauren is continually inspired by her patients and community. She is on her own journey to thrive through every phase of life and is passionate about helping others do the same. Learn more: https://www.solwomen.com Special offer: $200 off our one day medical retreat in Austin - includes a female biomarker panel and lab review with a Functional Medicine provider ($1,200 in value).   Just mention this show!   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:  Apple Podcast | Google Podcast | Spotify ------- TIMESTAMPS Guest Introductions (00:01:38) Lauren Coletti and Nandita introduce themselves, their backgrounds, and their focus on supporting women in midlife. The Gap in Women's Health Support (00:03:38) Discussion about the lack of holistic support for women in midlife and the importance of retreats and mindset. Personal Experiences with Perimenopause (00:04:59) Nandita shares her transition into perimenopause and the need for mindset and community support. The Power of Vulnerability and Connection (00:06:18) How vulnerability and retreats foster deep connections among high-achieving women. Origins of Soul Women on Retreat (00:06:43) Lauren and Nandita recount meeting on a Costa Rica retreat and the birth of their business idea. The Gender Gap in Medical Research (00:07:13) Discussion on how most medical research is based on men and the implications for women's health. Women's Empowerment and Cyclical Strength (00:08:23) Exploring women's hormonal cycles as a superpower and the need for empowerment. Importance of Female Connection (00:10:35) The unique need for women to connect with other women and the impact of retreats. Retreats as Safe Spaces for Vulnerability (00:13:57) How retreats create safe environments for women to open up and accelerate healing. Talking Openly About Midlife Transitions (00:14:38) The importance of discussing perimenopause, menopause, and emotional changes in community. Transformation and Joy Through Letting Go (00:16:12) Letting go of emotional burdens at retreats leads to joy and lightness. Rediscovering Playfulness in Midlife (00:16:26) Embracing a carefree, playful attitude during menopause and setting boundaries. Boundaries and Self-Protection (00:17:27) Learning to set boundaries joyfully and protect personal peace during midlife. Awareness and Support During Change (00:18:18) The need for awareness, support, and new tools as women navigate biological and mental shifts. The Mental and Emotional Side of Menopause (00:19:32) Highlighting the mental challenges of menopause and the value of open discussion. Structure of Soul Women Retreats (00:20:13) Overview of their one-day and three-day retreats, including functional medicine, mindset, and community. The Power of Less Structure (00:21:18) Realization that less programming and more connection time enhances retreat experiences. Deeper Connections in Multi-Day Retreats (00:22:33) Three-day retreats foster deeper bonds and ongoing community among participants. Lasting Impact of Retreat Friendships (00:23:18) Retreats create lifelong friendships and support networks that are hard to quantify. Vulnerability as the Root of Connection (00:24:20) Bonding through shared vulnerability, described as "joy bonding" rather than trauma bonding. Overcoming Barriers to Attending Retreats (00:25:20) Addressing women's hesitations about investing in themselves and sharing vulnerably. Intimacy and Size of Retreats (00:25:41) Smaller, curated retreats (10–15 women) foster deeper, more meaningful connections. Meeting Women Where They Are (00:26:42) Retreats accommodate all comfort levels, allowing women to open up at their own pace. The Need for In-Person Connection (00:27:03) Emphasizing the irreplaceable healing power of in-person gatherings in a digital world. Human Connection and Community (00:28:05) Comparing human need for connection to herd animals and predicting the growing importance of retreats. Upcoming Retreat Dates (00:28:29) Announcement of their next one-day and three-day retreats in Austin, Texas. Unexpected Lessons from Hosting Retreats (00:28:58) Hosts share that less structure and more connection lead to better experiences and stronger bonds. Letting Go of the Agenda (00:29:51) Learning to be present and allow organic connection rather than sticking rigidly to a schedule. Processing Time and Brain Energy (00:31:01) Participants need downtime to process, as retreats are mentally and emotionally intensive. Selling the Feeling, Not the Schedule (00:32:28) Encouragement to market retreats based on outcomes and feelings, not packed agendas. Quality Over Quantity and Pricing Insights (00:33:33) Higher-priced, smaller retreats yield better experiences and conversions than larger, cheaper ones. The Value of Transformation and Investment (00:34:34) Charging appropriately for retreats ensures energetic balance and attracts committed participants.

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

    APR 28

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

    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 and Daesha bring a powerful combination of expertise: Matt specializes in retreat logistics, coordination, and operations Daesha focuses on brand alignment, design, and experience curation Together, they help retreat leaders move from overwhelmed and reactive… to organized, intentional, and elevated. In this conversation, they break down: Why having a retreat coordinator is a game changer How logistics impact guest experience and retention The difference between a good retreat and a professionally run retreat Why seasoned retreat leaders invest in support How operations directly impact repeat business They'll also be diving deeper into these topics at the Retreat Industry Forum in Denver this May, where they'll be leading a panel workshop focused on retreat logistics, operations, and execution. If you want your retreats to run smoothly, feel elevated, and create raving fans - this episode is a must-listen. What You'll Learn in This Episode • Why logistics and operations are critical to retreat success • The role of a retreat coordinator (and when you need one) • How behind-the-scenes execution impacts guest experience • Why seasoned retreat leaders invest in support teams • How to move from reactive to proactive retreat planning Key Takeaways Retreats Are Not Just Experiences - They're Operations A retreat is both: a transformational experience a logistical event And both need to be handled at a high level. A Retreat Coordinator Changes Everything Having someone dedicated to logistics allows you to: stay present as the leader focus on your attendees deliver your transformation Instead of managing problems behind the scenes. Guests Remember How Things Felt Even when issues arise (and they will), what matters is:  how they are handled. Strong operations = calm, professional experiences. Brand + Logistics Must Align It's not just about running smoothly. It's about creating an experience that reflects your brand, your promise, and your audience. Support Leads to Growth The more support you have, the more you can: scale your retreats improve your experience increase repeat bookings About the Retreat Industry Forum The Retreat Industry Forum brings together retreat leaders, venue owners, and industry professionals who are serious about building profitable and sustainable retreat businesses. Hosted by Shannon Jamail, Alison, and Erin, this is a room designed to elevate the entire industry. 📍 Denver, May 🎟️ https://luxuryinbusinessretreats.mykajabi.com/retreat-industry-forum  Or jump on the Paris list: https://luxuryinbusinessretreats.mykajabi.com/retreat-industry-forum-Paris2026    Info about Daesha: https://daeshadonze.com/designing-the-event-that-sells-your-brand Info about Matt: https://www.admin-solutions.co/  ------- TIMESTAMPS Panel Introductions (00:01:08) Shannon introduces her co-hosts and panel presenters: Allison, Aaron, Dasha, and Matt. Forum Excitement & Paris Announcement (00:01:30) Discussion about excitement for the forum, past meetings in France, and upcoming Paris and Denver events. Champagne & Budget Jokes (00:02:23) Lighthearted conversation about celebrating with champagne and the importance of budgeting for events. Panelists' Backgrounds: Matt (00:03:29) Matt shares his experience in event planning, logistics, and his Disney production background. Panelists' Backgrounds: Dasha (00:05:47) Dasha introduces herself, her retreat agency, and her focus on brand experience and personalized retreats. Dasha's Unique Skills (00:06:58) Panelists discuss Dasha's talent for translating a host's brand into the retreat environment. Panelists' Collaboration & Roles (00:08:26) Matt and Dasha explain their complementary logistics and design skills, and how they support retreat leaders. Nuanced Retreat Logistics (00:10:35) Discussion on advanced logistics, moving beyond checklists to high-level details for seasoned retreat leaders. Support Systems for Leaders (00:11:47) Emphasis on the importance of having a support team to hold and guide retreat leaders through challenges. Delegation & Focus on Transformation (00:13:13) How having coordinators allows leaders to focus on guest transformation, not logistics or emergencies. Multiple Coordinators & Scaling (00:16:34) Advice on hiring more than one coordinator as retreats grow, and the importance of local support. Facilitator-to-Attendee Ratios (00:17:36) Rule of thumb: one facilitator per five attendees, and the need for adequate support staff. Group Chat & Communication Tools (00:18:06) Recommendation to use group chats for attendee communication, freeing leaders from logistical distractions. Boundaries & Leader Presence (00:19:31) Leaders should set boundaries, delegate logistics, and focus on delivering the retreat promise. Emotional Impact of Logistics (00:20:12) Carrying logistical stress affects leader presence; most issues should be handled by coordinators. Guest Experience & Repeat Attendance (00:21:17) How excellent logistics and guest care lead to repeat attendees and long-term business growth. Luxury as Feeling Supported (00:22:31) True luxury is guests feeling cared for, not just material comforts, leading to loyalty and return visits. Handling Issues & Teamwork (00:25:18) It's not about perfection; it's about how problems are handled and the value of a strong team. Closing & Forum Invitation (00:26:27) Shannon thanks the guests, expresses excitement for the forum, and invites listeners to future events. Outro & Resources (00:27:17) Podcast outro with reminders to subscribe, leave a review, and access free resources.

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

    APR 23

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

    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 experience in the hospitality industry, working with boutique hotels and retreat centers to help them attract wellness travelers and retreat leaders. Her work focuses on helping venues improve their positioning, marketing, and sales strategies so their spaces can move from empty calendars to thriving retreat businesses. Together, Shannon and Emily explore the rapid growth of the wellness travel sector - projected to become a trillion-dollar industry in the coming years - and what both retreat leaders and venue owners need to understand to take advantage of that growth. They also discuss practical strategies for retreat leaders who are selecting venues for their retreats and the common mistakes that create friction between hosts and properties. If you host retreats, run a retreat center, or are thinking about entering the retreat industry, this episode will give you a deeper understanding of how successful retreat partnerships are built. What You'll Learn in This Episode • Why there is often a disconnect between retreat leaders and retreat venues • How boutique hotels and retreat centers can attract more retreat leaders • The role hospitality strategy plays in filling retreat venues • Why the wellness travel sector is growing so rapidly • What retreat leaders should look for when choosing a venue • Why boutique hotels can be a great starting point for new retreat leaders Key Takeaways The Retreat Industry Has a Partnership Gap Many retreat leaders struggle to find the right venues while many retreat venues struggle to attract retreat leaders. The challenge often comes down to positioning, communication, and expectations. Retreat Centers Often Wear Too Many Hats Many retreat centers operate with small teams that are responsible for: marketing sales operations guest services event management Specialized support can help these venues better position themselves and attract the right retreat leaders. Wellness Travel Is Growing Rapidly The wellness travel sector is projected to become a trillion-dollar industry in the next 5–7 years. Retreat venues and retreat leaders who understand this shift will be better positioned to take advantage of the growing demand. Venue Selection Matters Emily and Shannon also discuss why retreat leaders should carefully consider where they host retreats. They highlight: why boutique hotels can be a great starting point why specialized retreat venues may offer stronger alignment why platforms like Airbnb or VRBO often create legal and insurance challenges for retreats About Emily Johnson Emily Johnson is the founder of Elevate Hospitality Collective, a consultancy that helps boutique hotels and retreat centers attract wellness travelers and retreat leaders. With a background in hospitality strategy, Emily works with venues to improve their positioning, marketing, and sales strategies so they can move from empty calendars to thriving retreat businesses. Her work focuses on bridging the gap between retreat leaders and retreat venues, helping both sides build stronger partnerships and more successful retreat experiences. Learn more at: www.elevatehospitalitycollective.com  or https://elevatehospitalitycollective.substack.com/  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:  Apple Podcast | Google Podcast | Spotify ______ TIMESTAMPS Emily's Background & Hospitality Experience (00:01:20) Emily shares her 20+ years in hospitality, her companies, and her transition into the retreat space. Identifying the Gap: Retreat Leaders vs. Venue Owners (00:01:50) Discussion about the disconnect between retreat leaders seeking venues and venue owners struggling to fill their spaces. How Emily Bridges the Gap (00:03:21) Emily explains her approach to helping venues define their brand, market effectively, and connect with facilitators. Wellness Travel Industry Growth (00:05:28) Shannon highlights the explosive growth of the wellness travel and retreat industry, emphasizing its vastness and opportunities. Matching Venues & Retreat Leaders (00:07:53) Emily discusses the importance of clear branding, storytelling, and ensuring the right fit between venues and retreat leaders. Challenges for Small Venue Owners (00:08:05) Emily describes the struggles of small retreat centers, often run by owners wearing many hats, and the need for commercial strategy. Importance of Proper Venue-Facilitator Match (00:09:03) The risks of mismatched bookings and the need for clear communication and expectations between venues and facilitators. Retreat Industry Forum Promotion (00:10:09) Shannon briefly promotes the upcoming Retreat Industry Forum event in Denver. Contracts, Structure, and First-Time Retreat Leaders (00:11:09) Discussion on the importance of contracts, understanding venue policies, and advice for new retreat leaders. Hotels vs. Retreat Venues for Beginners (00:12:31) Emily explains why hotels can be a good starting point for new retreat leaders due to flexibility and lower risk. Warning Against Using Airbnb/Vrbo for Retreats (00:14:27) Shannon strongly advises against using Airbnb or Vrbo for retreats due to legal and insurance issues. Venue Options & Flexibility (00:15:29) Discussion about different types of venues, buyouts, and the value of expert help in finding the right space. Niche Marketing & Facebook Groups (00:16:02) Emily talks about the importance of niche marketing and the challenges of finding the right venue via Facebook. Corporate Retreats & Experiential Travel Trends (00:17:11) Emily notes the rise of corporate retreats seeking unique, wellness-focused venues and the shift from traditional meeting spaces. How to Connect with Emily (00:19:14) Emily shares where listeners can find her online and her focus on experiential travel and wellness venues. Sales Strategy: Sell Before You Open (00:20:20) Emily and Shannon stress the importance of having a sales plan and booking venues before opening. Episode Wrap-Up & Farewell (00:21:43) Shannon thanks Emily, wraps up the episode, and encourages listeners to subscribe and access resources.

    22 min
  6. EP 266 The Power of Proximity for Retreat Leaders and Entrepreneurs

    APR 16

    EP 266 The Power of Proximity for Retreat Leaders and Entrepreneurs

    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 entrepreneurs. The result? Her business didn't just grow - it exploded. Because the rooms you choose to enter quietly shape: Your thinking Your standards Your opportunities Your results In this episode, Shannon breaks down the power of proximity and why retreat leaders who want to grow must intentionally place themselves in environments that challenge and expand them. If you've ever wondered whether investing in conferences, masterminds, or industry events is worth it, this conversation will change the way you think about it. What You'll Learn in This Episode • Why proximity is one of the most powerful growth accelerators in business • How the rooms you enter shape your thinking and expectations • The hidden opportunities that come from simply being present in the right environments • Why many entrepreneurs avoid high-level rooms • How retreat leaders can intentionally create proximity that fuels their growth Key Takeaways The Rooms You Choose Shape Your Results Who you spend time with influences: the conversations you hear the ideas you're exposed to the standards you adopt the opportunities you encounter Growth accelerates when you intentionally surround yourself with people who think bigger and operate differently. Proximity Changes Your Thinking Most people believe growth comes from: books courses information Those things matter. But often the biggest shifts happen through exposure. When you're in the right room, you start hearing conversations like: "How do we scale this?" "What systems are you using?" "What worked in your last launch?" "What's your revenue goal this year?" Your brain begins calibrating to a different level of thinking. Standards Are Contagious When you're around people operating at a high level, you start noticing things like: professionalism follow-through preparation attention to detail For retreat leaders, this might look like seeing how others: structure their retreats communicate with guests design experiences price their offerings market their events Suddenly you realize: "Oh… this can be done differently." The Hidden Opportunities Proximity Creates Some of the biggest opportunities in business don't come from marketing. They come from conversations. Many collaborations, referrals, and partnerships begin through simple interactions in the right rooms. Examples include: speaking opportunities partnerships referrals introductions collaborations These opportunities happen when people know and trust you. And trust is built through presence. Why Entrepreneurs Avoid These Rooms Many entrepreneurs hesitate to enter high-level environments because of: Fear "What if I'm not ready?" "What if I don't belong there?" "What if I'm the least experienced person in the room?" Money concerns investment in travel conference tickets mastermind memberships Sometimes it's also ego. But the truth is: Being the least experienced person in the room is often exactly where growth happens. If every room you're in feels comfortable, you're probably not stretching enough. Not Every Room Is the Right Room Discernment matters. The best environments include: Leaders who have actually built successful businesses People willing to share real strategies and lessons Collaborative energy rather than competition Participants who take action The right room should expand your thinking and challenge you to grow. Why Retreat Leaders Need Proximity The retreat industry can feel isolating. As a retreat leader you are often: holding space for others leading the experience making all the decisions Being around other retreat leaders helps you: share strategies troubleshoot challenges stay current with industry trends learn what's working right now You don't have to build your retreat business alone. How to Create Intentional Proximity You don't need to attend every event. But you should choose a few strategic rooms each year. Examples include: conferences industry forums mastermind groups retreats workshops Ask yourself: Where are the people who are doing what I want to be doing? Then make a plan to enter those spaces. Even if it feels uncomfortable. Final Takeaway Proximity changes what you believe is possible. When you see someone else building a thriving retreat business, scaling a company, or creating powerful experiences for their audiences, it moves from theoretical to real. Growth isn't just about what you know. It's about who you're around. Choose your rooms carefully. Because the right room can change everything. If you're serious about growing your retreat business, this is exactly why we created the Retreat Industry Forum. Rooms matter. Who you surround yourself with matters. And proximity to the right leaders can accelerate your business like nothing else. Learn more at: retreatindustryforum.com 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:  Apple Podcast | Google Podcast | Spotify _____ TIMESTAMPS The Power of Proximity in Business (00:01:04) Explains why being in the right room and around the right people is crucial for business success. Personal Experience with Masterminds (00:02:10) Shannon shares how joining masterminds and groups transformed her business trajectory. How Proximity Changes Your Thinking (00:03:11) Discusses how exposure to growth-minded groups shifts your mindset and expands your thinking. Raising Your Standards Through Community (00:04:31) Describes how being around high-achievers elevates your personal and professional standards. Hidden Opportunities in the Right Spaces (00:06:52) Explains how in-person networking leads to collaborations, partnerships, and unexpected business opportunities. The Importance of In-Person Presence (00:09:07) Stresses that real relationships and business growth happen through showing up in person, not just online. Retreat Industry Forum Announcement (00:10:43) Brief promo for the upcoming Retreat Industry Forum event in Denver, highlighting its unique value. Why People Avoid Proximity (00:11:41) Explores common fears and excuses that keep entrepreneurs from joining high-level groups and events. The Value of Paying to Be in the Room (00:14:05) Argues that investing money and time in quality events is essential for real business growth. Choosing the Right Room: Good vs. Bad (00:16:08) Shares tips on discerning which events and communities are truly valuable and aligned with your goals. Collaboration Over Competition (00:19:27) Highlights the importance of collaborative energy and networking over competition and ego. Why Retreat Leaders Need Community (00:20:28) Explains why retreat leaders especially need supportive spaces to share strategies and avoid isolation. Final Thoughts & Call to Action (00:22:13) Shannon summarizes her passion for in-person events and encourages listeners to get in the right rooms. Podcast Closing (00:23:19) Outro with reminders to subscribe, review, and access free resources.

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

    APR 14

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

    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 not the first step. They're the amplifier. In this conversation, they cover: Why ads won't fix a broken offer or weak messaging What must be in place before you ever run ads How Facebook and Instagram ads have evolved over time The role of testing, patience, and strategy in ad success Real case studies - including a retreat where 76% of attendees came from ads Jenn also shares what she'll be teaching at the Retreat Industry Forum, where she'll go deeper into how retreat leaders can use ads the right way - without wasting time or money. If you've ever thought, "I'll just run ads to fill my retreat," this episode will shift your perspective fast.   What You'll Learn in This Episode • Why ads should NOT be your first step in marketing • What needs to be in place before running ads • How Facebook and Instagram ads have evolved • Why testing and strategy matter more than ever • How long it actually takes for ads to convert • Real results from successful retreat ad campaigns   Key Takeaways Ads Don't Fix Weak Foundations If your: offer messaging positioning sales process aren't working organically… Ads will only amplify the problem.   Ads Are an Amplifier - Not a Strategy Jenn emphasizes that ads should come after: product-market fit strong messaging proven organic traction   High-Ticket Retreats Require Nurturing Retreats are not impulse buys. They require: trust relationship building consistent touchpoints Ads are just one piece of a longer funnel.   The Algorithm Has Changed Facebook and Instagram now rely heavily on: dynamic creative AI-driven optimization automated testing Meaning… strategy matters more than ever.   Ads Take Time (And Patience) One example shared: 👉 76% of retreat attendees came from ads 👉 But the full conversion cycle took 9 months This is not instant gratification.   About the Retreat Industry Forum The Retreat Industry Forum brings together retreat leaders, venue owners, and industry professionals who are serious about building profitable and sustainable retreat businesses. Hosted by Shannon Jamail, Alison, and Erin, this is a room designed to elevate the entire industry. 📍 Denver, May 🎟️ https://luxuryinbusinessretreats.mykajabi.com/retreat-industry-forum  Or jump on the Paris list: https://luxuryinbusinessretreats.mykajabi.com/retreat-industry-forum-Paris2026    Info about Jenn: https://jennpossick.com/schedule ------ TIMESTAMPS Guest Introductions (00:01:13) Allison, Aaron, and Jen Pasek are introduced as guests and partners for the forum. Jen Pasek's Background and Services (00:01:48) Jen explains her expertise in Facebook/Instagram ads and describes her "done for you" and "done with you" services. Difference Between "Done For You" and "Done With You" Ads (00:02:25) Jen details the differences between her ad management approaches and how she works with clients. Personal Experiences with Ads and Learning Curve (00:03:51) Hosts and guests share their struggles and learning experiences with Facebook ads. Preview of Jen's Forum Presentation (00:04:48) Jen previews her upcoming forum talk, including case studies and strategies for filling retreats with ads. Ad Strategies for High-Ticket vs. Low-Ticket Retreats (00:06:06) Discussion on how ad strategies differ based on retreat price points and the importance of nurturing leads. Importance of Strategy, Messaging, and Brand Before Ads (00:07:06) Shannon and Jen discuss why foundational business elements must be in place before investing in ads. Sales and Funnel Readiness Before Running Ads (00:08:32) Aaron and Jen emphasize the need for sales skills and working funnels before spending on ads. When to Start Using Ads in Your Business (00:09:46) Aaron shares her timeline for incorporating ads after years of organic growth. Clarity on Offer and Results Before Advertising (00:10:14) The group discusses the necessity of knowing your offer and the results you deliver before running ads. Evolution of Facebook/Instagram Ads (00:11:38) Jen explains how ad platforms and strategies have changed since 2015, including new tools and algorithms. Adapting to Meta's New Tools and Features (00:14:23) Discussion on the importance of using new Meta features and how the algorithm may reward early adopters. Strategy and Testing in Ad Campaigns (00:17:00) The hosts discuss the importance of having a strategy, testing, and ongoing adjustments in ad campaigns. Continuous Testing and Ad Fatigue (00:19:06) Jen explains how ads can stop working over time and the need for ongoing creative and audience tweaks. Time and Money Investment in Ads (00:19:28) The group discusses the time and financial investment required for successful ad campaigns and managing expectations. Case Study: Retreat Sales Cycle and Ad Impact (00:21:12) Jen shares a case study about Aaron's retreat business, highlighting the long sales cycle and the impact of Facebook ads. Podcast Outro (00:22:42) Shannon and the outro voice wrap up the episode and invite listeners to subscribe and access free resources.

    23 min
  8. EP 265 The Communication Shift That Can Transform Your Retreats with Joel Weldon

    APR 9

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

    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 10,000 speakers through his Ultimate Speaking System. In this conversation, he shares practical, simple strategies retreat leaders can use to become more confident speakers and more powerful communicators. Because the truth is this: retreat leaders are not just hosts. They are guides, facilitators, teachers, and storytellers. And the more clearly you communicate your message - whether on stage, on social media, or in your marketing - the more your retreats will resonate with the right people. If you want to create deeper connection with your attendees, communicate your message more confidently, and elevate the experience you deliver inside your retreats, this episode is packed with insights you can immediately apply. You'll also hear Shannon and Joel discuss why communication is one of the highest-ROI skills any entrepreneur can develop. As Warren Buffett famously said: "You can improve your value by 50 percent just by learning communication skills and public speaking." For retreat leaders, that improvement can mean fuller retreats, stronger relationships with attendees, and experiences that people talk about long after the retreat ends. What You'll Learn in This Episode • Why speaking skills are one of the most important - and often overlooked - skills for retreat leaders • How confident communication helps fill retreats and build trust with your audience • Simple techniques to feel more comfortable when speaking during retreats • How to create stronger emotional connection with retreat attendees • Small speaking tweaks that dramatically improve social media videos and podcast interviews • Why storytelling and authenticity are key to powerful retreat facilitation • How strong communication builds loyalty, referrals, and repeat retreat guests About Joel Weldon Joel Weldon is a Hall of Fame professional speaker and speaking skills coach who has been paid to speak at more than 3,000 events around the world. He is the creator of the Ultimate Speaking System and has coached more than 10,000 speakers, helping entrepreneurs, executives, and thought leaders communicate with clarity, confidence, and impact. Joel specializes in helping professionals transform presentations into powerful experiences that inspire audiences and drive results. Learn more about Joel here: https://www.ultimatespeaker.com/  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:  Apple Podcast | Google Podcast | Spotify _____ TIMESTAMPS The Power of Communication for Retreat Leaders (00:01:09) Shannon discusses the importance of communication skills for retreat leaders and introduces guest Joel Weldon. Welcoming Joel Weldon & Setting the Stage (00:02:25) Joel is welcomed, and the conversation is set up to use a real retreat as an example. Retreat Leader Mastermind Overview (00:03:24) Shannon describes her upcoming August retreat for retreat leaders and entrepreneurs. First Steps: Inviting People & Opening Tips (00:04:13) Joel explains how to invite people and the importance of not starting with personal pronouns. The "Know, Have, Feel" Opening System (00:06:09) Joel introduces the "know, have, feel" framework for opening presentations and invitations. The Value of Systems in Retreats (00:07:20) Joel emphasizes the need for systems in all aspects of retreat planning and communication. Retreat Industry Forum Announcement (00:08:07) Shannon briefly promotes the upcoming Retreat Industry Forum event in Denver. Emotions vs. Logic in Enrollment (00:09:05) Discussion on how feelings drive retreat enrollment, but logic also plays a role. Speaking is a Learned Skill (00:09:31) Joel shares his journey from being a poor speaker to a professional, emphasizing that speaking can be learned. Making Communication About the Audience (00:10:29) Joel illustrates how to shift communication from "I" to "you" for greater impact. Assignment: Audit Your Emails (00:12:51) Joel gives an assignment to review emails for pronoun usage and practice audience-focused writing. Segmenting Retreat Days & The Green Card Feedback Tool (00:13:54) Joel explains how to structure multi-day retreats and introduces the feedback card system. How to Use Feedback for Real-Time Improvement (00:17:19) Joel and Shannon discuss using feedback cards to adjust and improve the retreat experience as it unfolds. Mistakes, Growth, and Speaking Practice (00:22:29) They discuss learning from mistakes, the importance of practicing speaking, and how communication impacts every retreat aspect. Honesty and Authenticity as a Leader (00:25:18) Shannon and Joel talk about the value of being honest about your experience level with your audience. The 100 Units of Energy Concept (00:26:16) Joel introduces the idea of conserving energy for leaders and the importance of having a support team. The Importance of Team and Delegation (00:28:52) Shannon reinforces the need for a strong team so leaders can focus on presence and speaking. Call to Action & Session Closings (00:31:05) Joel explains how to end sessions with a call to action and why to congratulate, not thank, participants. Visualization and Final Encouragement (00:34:32) Joel guides listeners to visualize their success and encourages them to implement what they've learned. Closing Remarks and Resources (00:36:01) Shannon thanks Joel, promotes his resources, and wraps up the episode. Podcast Outro (00:36:40) Outro with reminders to subscribe, review, and access free resources.

    37 min
4.9
out of 5
85 Ratings

About

Welcome to The Retreat Leaders Podcast, a top 2% global podcast for retreat leaders, venue owners, and entrepreneurs building powerful retreat businesses. Hosted by Shannon Jamail of Retreat Ranch, this show shares real conversations, expert strategy, and behind-the-scenes insights from leaders in the retreat industry. From marketing and pricing to guest experience, operations, and avoiding expensive mistakes, you'll learn what it really takes to host retreats that are both transformational and profitable. Whether you're planning your first retreat or scaling an established retreat business, this podcast will help you lead with confidence and grow with intention. Learn more at https://theretreatleadersplaybook.com/

You Might Also Like