The Retreat Leaders Podcast

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/

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

Throwback Thursday: What If Your Retreat Could Be Worth $55,000? A Conversation on Confidence, Conviction & Premium Retreats with Kyera Kacey This week's Throwback Thursday episode is one that will challenge your thinking. And that's exactly why I'm bringing it back. In this powerful conversation, Shannon Jamail sits down with Kyera Kacey, a bold entrepreneur, speaker, and retreat leader known for helping people break through limitations around money, confidence, and self-worth. Love her approach or disagree with parts of it, one thing is certain: Kyera challenges retreat leaders to think bigger. Much bigger. In this episode, Kyera shares how she launched and sold out her first retreat in Ireland, then went on to host luxury experiences priced from $17,000 to $55,000 per attendee. The conversation explores: The role of self-belief in sales Why conviction matters more than tactics Premium retreat pricing The relationship between money and service Creating transformational retreat experiences Breaking through limitations around worth and visibility This episode isn't really about charging $55,000. It's about the beliefs that either expand or limit what's possible in your retreat business. Whether you're pricing a retreat at $2,000, $5,000, or $20,000+, this conversation will challenge you to examine the stories you're telling yourself about value, money, and what people are willing to invest in. What You'll Learn in This Episode The connection between self-belief and retreat sales Why confidence impacts retreat pricing How conviction influences enrollment The mindset behind premium retreat experiences Why transformational experiences command higher prices How to stop letting fear dictate pricing decisions What luxury retreat guests are actually buying Key Takeaways Your Pricing Reflects Your Beliefs Many retreat leaders don't have a pricing problem. They have a confidence problem. Conviction Sells Guests often respond more to your certainty than your sales page. Premium Pricing Requires Premium Thinking Higher pricing isn't about charging more. It's about creating exceptional value and owning it. Transformation Is Worth More Than Information People invest in outcomes, breakthroughs, and experiences. Not schedules and itineraries. Self-Belief Is a Business Skill The way you think about yourself impacts everything from marketing to sales to pricing. About Kyera Kacey Kyera Kacey is a personal development leader, entrepreneur, speaker, and retreat host known for her bold approach to transformation, abundance, and self-worth. Her work challenges individuals to break through limitations, expand their thinking, and create extraordinary results in life and business. Learn more at: The Retreat Leaders Podcast Resources and Links: 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 Welcoming Kyra Casey (00:01:55) Shannon welcomes guest Kyra Casey to the show and they briefly discuss her background in personal development since age 17. Kyra's First Unconventional Retreat (00:03:02) Kyra shares how she spontaneously planned her first international retreat in Ireland for $17,000, selling the first spot within an hour. The Power of Belief and Conviction (00:04:52) Kyra explains her "Always Be Convinced" methodology, emphasizing that self-belief is more crucial for success than following conventional rules. Unconventional High-Ticket Pricing (00:07:46) Kyra discusses her high-end pricing strategy, starting her first retreat at $17,000 and valuing her extensive experience and transformation. Consciousness Around Money and Pricing (00:09:54) The conversation covers how judgment around pricing reflects a person's consciousness and why Kyra doesn't take others' opinions personally. A Client Who Paid More (00:10:54) Kyra shares a story of a client who chose to pay $77,000 for a retreat instead of the offered $55,000. Handling Discount Requests (00:13:16) Kyra explains her policy of not offering discounts and instead guiding people to other options if her pricing isn't a fit. Kyra's Recent Tulum Retreat (00:15:38) Kyra talks about her recently concluded retreat in Tulum for eight women, focused on creating change and having fun. Who Attends Kyra's Retreats (00:16:18) Kyra describes her ideal clients as people seeking change, tough love, and self-expression in their personal and professional lives. Other Services Offered (00:17:24) Kyra briefly mentions her other offerings, including private mentorship, a mastermind, and a low-ticket membership for her community. Best Practices for Retreat Leaders (00:18:48) Kyra advises leaders to create retreats from a place of pure desire to make a difference, not just to make money. Following Your Own Path (00:19:22) Shannon and Kyra discuss the importance of putting on blinders and following your own passion, rather than comparing yourself to others. /episode/index/show/happyhourpodcast/id/41690915

EP 277 Why Being in the Room Changes Everything: Lessons from the Retreat Industry Forum 07/02/2026

EP 277 Why Being in the Room Changes Everything: Lessons from the Retreat Industry Forum The Retreat Industry Forum is over... And I'm still getting messages. Every week, retreat leaders, venue owners, and wellness entrepreneurs are reaching out asking: "When is the next one?" "How do I get on the waitlist?" "I heard it was incredible. Are you doing it again?" But here's what's interesting: Most people aren't asking about the presentations. They're talking about the conversations. The connections. The collaborations. The feeling of being surrounded by people who understand this industry and are actively building something meaningful. In this episode of The Retreat Leaders Podcast, Shannon Jamail recaps the Retreat Industry Forum and shares what made the event so impactful—from the expert speakers and business strategies to the networking, partnerships, and unexpected opportunities that emerged between sessions. She also discusses why information alone isn't enough anymore and why proximity remains one of the most powerful accelerators for business growth. Finally, Shannon shares details about the upcoming Retreat Leader Mastermind, a smaller and more intimate experience designed for retreat leaders who are ready for personalized strategy, implementation, visibility, and growth. If you've been wondering how to take your retreat business to the next level, this episode is for you. Join me at the forum: What You'll Learn in This Episode What made the Retreat Industry Forum so impactful Why proximity accelerates business growth The collaborations and partnerships formed at the Forum Why information isn't enough without implementation The value of surrounding yourself with experienced retreat leaders What makes the Retreat Leader Mastermind different Why personalized feedback can accelerate your success Key Takeaways The Best Conversations Happen Between Sessions Some of the most valuable moments at the Forum didn't happen on stage. They happened over coffee, lunch, cocktails, and hallway conversations. Information Is Everywhere. Proximity Is Rare. Most retreat leaders don't need more information. They need: support accountability perspective connection Your Environment Shapes Your Results The rooms you choose determine: your standards your thinking your opportunities your growth Retreat Businesses Grow Faster Through Collaboration Many of the most valuable connections at the Forum led to: partnerships referrals speaking opportunities collaborations friendships The Mastermind Is Built for Deeper Growth Unlike a larger conference, the Retreat Leader Mastermind focuses on: personalized strategy direct feedback implementation visibility accountability Mentioned in This Episode Retreat Leader Mastermind An intimate, high-level experience for retreat leaders ready to grow their businesses with strategy, accountability, and expert support. Includes: Personalized business coaching Retreat pricing and profitability guidance from Erin B. Haag Legal insights from Sarah from Destination Legal Professional headshots and branding photos Visibility and marketing support Strategic networking and collaboration Direct feedback on your retreat business The Retreat Leaders Podcast Resources and Links: 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 Power of "Being in the Room" (00:02:16) The real magic of the forum wasn't just the content, but the connections, collaborations, and support that happened in person. Information vs. Implementation (00:05:35) Information is easily accessible online, but real growth comes from implementation, confidence, and seeing others succeed in person. Collaboration Over Competition (00:06:43) The retreat industry grows stronger through connection and collaboration, not gatekeeping, which was a key outcome of the forum. Introducing the Retreat Leader Mastermind (00:07:48) Shannon introduces her upcoming smaller, intimate mastermind event designed for personalized, hands-on support for individual retreat businesses. Mastermind Guest Experts and Features (00:09:09) The mastermind will feature experts on pricing and legal matters, surprise speakers, and professional headshots for all attendees. Why In-Person Events Accelerate Growth (00:10:24) Growth rarely happens in isolation. Being in the right room challenges your thinking, raises your standards, and fuels action. /episode/index/show/happyhourpodcast/id/41649860

EP 276 The Secret Retreat Venue You've Been Sleeping On - Cinnamon Shore, Texas 06/25/2026

EP 276 The Secret Retreat Venue You've Been Sleeping On - Cinnamon Shore, Texas What if your next retreat venue was a walkable, luxury beach community on the Texas Coast — fully furnished, photographer-ready, and designed to make your attendees feel like they're living in a neighborhood instead of checking into a hotel? In this episode, Shannon sits down with Lee Ann Peters, the powerhouse behind Cinnamon Shore — a New Urbanist luxury beach community on the Texas Coast that has become one of Southern Living's Top 10 Beach Towns in the United States. Lee Ann left a successful Atlanta real estate career in the middle of the Great Recession to build something most people said couldn't be done. 700+ residences later, she's still building — and retreat leaders are starting to take notice. Shannon shares her own experience hosting a sold-out (and oversold!) retreat at Cinnamon Shore — and breaks down exactly why this community works so well for retreat business planning. From scalable home rentals and built-in community amenities to a luxury aesthetic that elevates your retreat brand without the resort price tag, this episode is packed with practical inspiration for retreat leaders ready to think differently about venue selection. In this episode: Why Cinnamon Shore is an underrated goldmine for retreat leaders How to scale your retreat from intimate to large by renting multiple adjacent homes The New Urbanist design philosophy that creates a built-in retreat environment Why a Texas beach retreat is a surprisingly powerful niche with massive market reach How the right venue elevates your retreat brand and drives word-of-mouth The support system at Cinnamon Shore that makes hosting effortless for retreat leaders Lee Ann's story of building a legacy community from the ground up — and what retreat leaders can learn from her vision If you've been searching for a venue that does the heavy lifting for your retreat experience, this episode is your sign. Learn more at The Retreat Leaders Podcast Resources and Links: 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 Story of Cinnamon Shore (00:01:13) Leanne Peters' journey of building the Cinnamon Shore community on the Texas coast, starting in 2007 during the recession. A Personal Connection (00:01:53) Shannon shares her personal history with Cinnamon Shore and the success of her first retreat hosted at the location. Building a Community (00:02:22) Leanne discusses the team effort and vision behind Cinnamon Shore, aiming to replicate the popular 30A Florida experience in Texas. Cinnamon Shore vs. 30A (00:04:42) A comparison between Cinnamon Shore and Florida's 30A, highlighting Cinnamon Shore's strong community feel and accessibility for Texans. On-Site Amenities (00:07:17) Discussion of the numerous amenities available, including restaurants, pools, fitness centers, live music, and a new on-site market. A Perfect Retreat Location (00:11:34) Shannon explains why Cinnamon Shore is ideal for retreats, citing its aesthetic, diverse activities, and broad appeal beyond Texas. Hosting Events at Cinnamon Shore (00:13:19) Leanne describes a successful owners-only women's event, showcasing the community's capacity for hosting organized group activities and events. Versatile Accommodations for Retreats (00:14:10) The variety of luxury rental homes available, from small condos to large houses, accommodating different retreat sizes and needs. Exceptional Guest Support (00:16:39) Praise for the helpful and responsive on-site team that assists with logistics, recommendations, and any issues that may arise. Building Relationships (00:19:58) The ability for guests and retreat leaders to build a relationship with specific homes and the staff, ensuring consistent experiences. Prestigious Show Homes (00:22:03) Leanne highlights Cinnamon Shore's history with Southern Living, Coastal Living, and Texas Monthly show homes, elevating the community's profile. Accessibility and Travel (00:27:31) The ease of getting to Cinnamon Shore via nearby airports in Corpus Christi, San Antonio, and Austin, including private options. Future Developments (00:28:27) An overview of upcoming developments in both Cinnamon Shore North and South, including new restaurants and a town square. Invaluable Resources for Hosts (00:30:25) The benefit of using the staff's vetted recommendations for services like private chefs, photographers, and other local vendors. A Desirable Family Destination (00:32:46) Shannon shares how her own family now prefers vacationing at Cinnamon Shore over other popular destinations like Disney cruises. /episode/index/show/happyhourpodcast/id/41283680

EP 275 Retreat Leaders vs Venue Owners: The Disconnect Costing You Money 06/18/2026

EP 275 Retreat Leaders vs Venue Owners: The Disconnect Costing You Money If you’re building a retreat business, this episode is required listening. In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with Catherine Kontos, founder of RetreatBoss, RetreatMatch, and RetreatBoss Magazine, to talk about what it actually takes to build a sustainable and profitable retreat business. With over 14 years in the industry-and a background acquiring and selling over 100 businesses and properties-Catherine brings a level of real business strategy that most of this industry is missing. This conversation about the realities of running retreats as a business. They dive into: The biggest mistakes retreat leaders make Why Airbnb and VRBO are NOT designed for retreat businesses The legal and insurance risks most people ignore What makes a venue truly “retreat ready” Why venue owners carry more risk than most people realize The importance of contracts, vetting, and site visits Why both retreat leaders and venue owners need training and strategy If you’ve ever felt like the retreat industry lacks structure, standards, or clarity-this episode will explain why. And more importantly, what to do about it. What You’ll Learn in This Episode • How to build a sustainable retreat business • Why Airbnb and VRBO are risky for retreats • What “retreat ready” actually means for venues • The importance of contracts and legal protection • How to properly vet retreat venues • The biggest disconnect between retreat leaders and venue owners Key Takeaways Retreats Are a Business-Not an Event And they need structure, strategy, and protection. Airbnb Is Not Built for Retreats Using it for business events can create: legal issues cancellations insurance gaps Venue Vetting Is Critical Not all venues are equipped to host retreats-even if they look good online. Contracts Matter More Than You Think Most people: don’t read them properly don’t negotiate don’t understand the risks Venue Owners Carry Massive Responsibility From liability to operations, hosting retreats is not simple-and requires planning. Training Is Not Optional Both retreat leaders AND venue owners need: coaching strategy professional development About Catherine Catherine Kontos is a strategist, business builder, and ecosystem founder shaping the future of the retreat and human experience industry. As the founder of RetreatBoss, RetreatMatch, and RetreatBoss Magazine, she brings more than 14 years of experience to the space. With a track record that includes acquiring and selling over 100 businesses and properties, including retreat venues, Catherine brings a rare blend of transformational experience design and serious commercial acumen. Through certification, consulting, media, and international collaborative partnerships, she helps retreat leaders, venues, and experience-based brands build offerings that are not only meaningful, but strategically positioned for visibility, profitability, and lasting legacy. Learn more at: The Retreat Leaders Podcast Resources and Links: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! 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 Introducing Catherine Kontos (00:01:26) Guest Catherine Kontos introduces herself and her company, Retreat Boss, which matches venues with professionals and includes a magazine. Pivoting During the Pandemic (00:02:28) Shannon and Catherine discuss the challenges of running a retreat business during COVID-19 and the importance of entrepreneurial pivoting. Common Mistakes: Venue Sourcing (00:04:41) The discussion shifts to common mistakes retreat leaders make, specifically focusing on the risks of booking venues like Airbnb. The Dangers of Booking on Airbnb (00:05:06) Shannon and Catherine detail the legal, insurance, and cancellation risks of using vacation rental platforms for business retreats. The Importance of Contracts (00:08:11) Catherine emphasizes the necessity of reading contracts thoroughly, understanding what's included, and negotiating terms with venues. Why Direct Booking is Better (00:12:08) Booking directly with a venue is often cheaper and more secure than using third-party platforms like Airbnb. About the Retreat Boss Platform (00:12:55) Catherine explains her platform, which only lists vetted, "retreat-ready" venues to ensure a high-quality experience for leaders. What "Retreat Ready" Means for Venues (00:15:36) Catherine outlines the criteria for a venue to be considered "retreat ready," including equipment, setup, niche focus, and staff training. Coaching for Venue Owners (00:18:32) Catherine describes her training programs that help new and existing venue owners prepare their properties and staff for hosting retreats. Mistakes Venue Owners Make (00:20:19) The conversation covers the significant work and liability involved in owning a venue and the need for a solid business plan. Advice for Retreat Leaders (00:21:57) Catherine advises retreat leaders to get proper training and treat their work as a serious business, not a hobby. Episode Wrap-Up (00:23:08) Shannon thanks Catherine for her insights, promotes her magazine and website, and concludes the episode with a call to action. /episode/index/show/happyhourpodcast/id/41219995

EP 274 Why Your Retreat Isn’t Filling (Even Though You’re Posting Every Day) 06/11/2026

EP 274 Why Your Retreat Isn’t Filling (Even Though You’re Posting Every Day) If you’re posting every day and your retreat still isn’t filling…You’re not alone. But you are likely focusing on the wrong thing. In this episode of The Retreat Leaders Podcast, Shannon Jamail breaks down the real reasons your retreat isn’t filling-even when you feel like you’re “doing all the things” on social media. Posting is not a strategy Visibility takes time to build And most retreat leaders don’t give it enough time Shannon walks through the biggest mistakes retreat leaders make when it comes to marketing and visibility-and what to do instead if you actually want bookings. You’ll learn: Why posting daily isn’t enough to fill your retreat The difference between posting and real marketing Why visibility is built over time (not overnight) What’s actually missing from your strategy How to start getting in front of NEW people She also shares a simple path forward using AI + SEO strategies to help you get found beyond social media. What You’ll Learn in This Episode • Why posting ≠ marketing • The real reason your retreat isn’t filling • Why visibility takes longer than you think • How to start getting in front of new audiences • The foundational pieces most retreat leaders are missing Key Takeaways Posting Is Not the Problem You don’t need more content-you need better strategy. You’re Likely Not Reaching New People If your audience isn’t growing, your bookings won’t either. Visibility Takes Time Most retreat leaders quit or pivot before their visibility efforts actually start working. You Need More Than Social Media SEO, blogs, Pinterest, and AI visibility are where long-term growth happens. You Must Give Your Marketing Time to Work You cannot expect: consistent bookings growing awareness strong demand …if you’re constantly starting over. Mentioned in This Episode If you’re ready to actually build visibility (without guessing what to do next): Grab Shannon’s AI + SEO Mini Course for Retreat Leaders Only $17 This course walks you through exactly how to start getting found online using AI and SEO-so your retreats don’t rely only on social media. The Retreat Leaders Podcast Resources and Links: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! 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 Why Your Retreat Isn't Filling (00:01:06) Shannon addresses the common struggle of retreat leaders whose retreats don't fill despite posting on social media every day. Visibility is the Real Strategy (00:02:46) The speaker explains that filling retreats requires a comprehensive visibility strategy, not just social media marketing, including ads, SEO, and AI. Effective Calls to Action (CTAs) (00:04:02) Shannon discusses the importance of using clear CTAs in social media posts, like asking for engagement or offering lead magnets. Using Lead Magnets (00:05:20) An explanation of how to use lead magnets, like a free video or PDF, to capture email addresses and nurture leads. The Power of Blogging (00:07:20) Shannon emphasizes that blogging with a keyword strategy and FAQs is crucial for improving SEO and AI search rankings. Leveraging Pinterest for Visibility (00:10:25) Pinterest is highlighted as a visual search platform, not just social media, perfect for reaching people planning travel and self-improvement. Strategic Collaborations (00:12:33) Advice on collaborating with partners who have a warm, engaged audience that matches your ideal guest demographic for increased visibility. The Importance of Email Growth (00:13:53) The speaker stresses that growing an email list is essential, as it's a more effective sales tool than social media. Creating a Long Warm-Up Period (00:14:28) Shannon explains the necessity of a long warm-up period, sometimes up to two years, to build trust and excitement. A Successful Warm-Up Example (00:15:43) Shannon shares her personal success story of selling out a 2027 France retreat by using a long, strategic warm-up. Common Mistakes in Retreat Timing (00:17:35) The host points out the mistake of launching a retreat only a few months in advance, which is often unrealistic. The Investment of Hosting Retreats (00:20:00) Hosting profitable retreats requires an investment of time and money, and a comprehensive visibility strategy beyond just posting and praying. AI and SEO Mini-Course Offer (00:20:56) Shannon offers a special $17 mini-course on AI and SEO strategy, with prompts and videos, for podcast listeners. /episode/index/show/happyhourpodcast/id/41219875

EP 273 How Venue Networks & Influencers Are Changing the Industry with Anna VanAgtmael 06/04/2026

EP 273 How Venue Networks & Influencers Are Changing the Industry with Anna VanAgtmael If you’ve ever felt like hosting a retreat is way more complicated than it should be… You’re not wrong. In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with returning guest Anna VanAgtmael to talk about what’s broken in the retreat industry-and what she’s building to fix it. Because right now: 👉 Retreat leaders have the audience but not the logistics 👉 Venues have the space but can’t fill it consistently 👉 And everyone is trying to figure it out on their own Anna shares her new venture-a curated retreat center directory and collaboration with Tiny Habitat-designed to bring retreat leaders, venues, and influencers together into one aligned ecosystem. This model is built to: • Simplify retreat planning • Reduce overwhelm for retreat leaders • Help venues fill off-season dates • Create better guest experiences • Support local communities They also get into: Why hosting too many retreats leads to burnout Why most retreat leaders struggle with logistics What makes a venue actually “retreat ready” The power of specialization vs trying to serve everyone Why honest marketing matters more than ever If you’re a retreat leader OR a venue owner trying to connect the dots—this conversation will give you a much clearer path forward. What You’ll Learn in This Episode • A new model for running a retreat business • How venue networks can simplify retreat planning • Why influencers are becoming part of the retreat ecosystem • The biggest disconnect between retreat leaders and venues • How to create better alignment and profitability • Why specialization is key for both leaders and venues Key Takeaways The Industry Is Disconnected Retreat leaders, venues, and audiences are not aligned-and it’s costing everyone time and money. A New Model Is Emerging Venue networks + curated partnerships + influencer alignment = smarter retreats. Burnout Is Real Hosting too many retreats is not the goal. Sustainable models win. Logistics Is the Biggest Gap Most leaders don’t struggle with ideas-they struggle with execution. Specialization Wins Trying to serve everyone = diluted experience and harder marketing. Honest Marketing Matters Overpromising kills trust. Clear positioning builds it. About Anna Anna VanAgtmael is the founder of Wandering Roots. She hosts adventure retreats for women all over the world and helps entrepreneurs plan and host their own profitable retreats. Learn more: Contact Anna at Listen to the previous episode with Anna: The Retreat Leaders Podcast Resources and Links: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! 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 Introduction to Anna (00:00:50) Host Shannon Jamaal welcomes two-time guest Anna to the show and discusses their upcoming in-person meeting at a retreat forum. Anna's New Venture (02:05) Anna explains her transition from hosting her own retreats to planning them for others, seeking more freedom and flexibility. The Evolution of a Retreat Host (03:20) Shannon and Anna discuss the natural evolution of hosting retreats full-time, moving from many events per year to just one or two. Solving a Problem for Wellness Influencers (04:54) Anna introduces her collaboration with Tiny Habitat, a company that helps wellness influencers host retreats by providing vetted venues and staff. Benefits for All Parties (08:03) The discussion covers how this new model benefits retreat leaders, venue owners, and Anna's role in creating the experience. Filling Off-Season Bookings (09:10) Anna explains how her model helps venues fill their calendars during slower seasons, creating a symbiotic relationship with hosts. Venue Expectations (12:02) Anna details the criteria for venues in her directory, emphasizing nature-based, secluded locations with connections to local vendors. The Importance of Picking a Niche (14:30) Shannon and Anna discuss why it's crucial for retreat venues to "pick a lane" and not try to be everything to everyone. Managing Expectations (17:23) The conversation highlights the importance of accurately representing a venue's offerings to attract the right guests and avoid disappointment. How to Connect with Anna (19:44) Anna shares how listeners, both venue owners and retreat leaders, can get in touch with her to learn more. /episode/index/show/happyhourpodcast/id/41219710

EP 272 Reinvention Isn’t Optional: The Inner Work Behind Building the Life (and Retreat Business) You Actually Want with Dr. Kim Dang 05/28/2026

EP 272 Reinvention Isn’t Optional: The Inner Work Behind Building the Life (and Retreat Business) You Actually Want with Dr. Kim Dang If you’ve ever felt like: your dreams are “too big” you’re “too much” or you know you’re capable of more… but you’re not living it yet This episode is for you. In this in-studio episode of The Retreat Leaders Podcast, Shannon Jamail sits down with Dr. Kim Dang, a mathematician, reinvention strategist, and founder who has rebuilt her life and career multiple times-from Yale professor to entrepreneur in the retreat and knowledge space. Dr. Kim flew in from New York to record this conversation live in Austin-and it goes deep. This isn’t just about retreats. This is about the inner work required to build the life and business you say you want. They dive into: Why high-achievers get stuck despite their potential The identity shifts required for reinvention The “too much” narrative and how it holds people back The comparison trap and how to break it Dr. Kim’s 8-point framework used in her retreats and coaching Why clarity and belief systems are the foundation for everything Dr. Kim’s work through The Deep Reset retreats is designed for leaders, creatives, and entrepreneurs who are ready to stop circling the same patterns and start building something bigger. This episode is wide, deep, and real. If you have a dream in your heart and you’re not living it yet—this is your conversation. What You’ll Learn in This Episode • Why high-performing entrepreneurs still feel stuck • The role of identity in building a retreat business and life • How belief systems shape your results • How to break out of the comparison trap • The foundation of Dr. Kim’s 8-point reinvention framework • Why clarity is the first step to actualizing your goals Key Takeaways Reinvention Starts With Identity Not strategy. Not tactics. Identity. “Too Much” Is Often Untapped Potential What you’ve been told to suppress… might be your edge. Clarity Is Step One You can’t build what you can’t clearly define. Belief Systems Drive Everything If you don’t change how you think, nothing else changes. Comparison Kills Momentum The more you compare, the less you create. Structure Creates Transformation Reinvention isn’t random—there is a process. About Dr. Kim Dang Dr. Kim Dang is a mathematician, reinvention strategist, and founder who has transitioned from academia at Yale to entrepreneurship in the retreat and knowledge industry. Through her Deep Reset retreats and coaching, she helps high-performing creatives and entrepreneurs step into the next version of themselves using a structured, identity-based framework. Learn more: The Retreat Leaders Podcast Resources and Links: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! 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 Introducing Dr. Kim Dang (00:01:04) Shannon introduces her guest, Dr. Kim Dang, a mathematician and reinvention strategist who transitioned from a Yale professorship. Dr. Kim's Unique Retreats (00:03:50) Dr. Dang describes her intense, four-day retreats designed to help attendees become the "2.0 version" of themselves. The Pain of Reinvention (00:05:43) Dr. Dang discusses the personal pain and external pushback she faced when shifting her identity and career multiple times. The Feeling of Disconnect (00:08:11) The conversation explores how feeling disconnected from one's passion or career path is a primary driver for reinvention. Embodying Your Future Self (00:09:11) Dr. Dang explains the importance of embodying the feeling of your future goal to ensure it's what you truly want. Who Attends the Retreats (00:12:56) Dr. Dang clarifies her retreats are for ambitious people with big goals who have often been told they are "too much." Creating a Retreat for Yourself (00:15:06) Shannon and Dr. Dang discuss the power of creating a retreat that you yourself would want and need to attend. Motivation Fueled by Pain vs. Love (00:15:47) Dr. Dang shares how her math career was born from pain and the realization that true success comes from love. External Validation vs. Internal Goals (00:19:05) The speakers discuss the pitfalls of pursuing goals for external validation versus finding fulfillment through internal desires and joy. Truth as the Highest Frequency (00:20:28) Dr. Dang explains that authenticity and truth, even in difficult emotions, are the highest vibrational states for personal power. Rupture and Repair (00:22:51) The concept of having the courage to rupture relationships or processes and then repair yourself is explored as essential work. The 8-Step Reinvention Framework (00:25:56) Dr. Dang outlines her eight-step framework for reinvention, covering clarity, beliefs, fuel, action, surrender, and identity shift. The Importance of Embodiment (00:30:54) The discussion highlights how physical practices like yoga and massage are crucial for integrating deep mindset and identity shifts. The Paradox of Surrender (00:33:20) Dr. Dang explains that true success and manifestation often arrive in moments of relaxation and surrender, not forceful pushing. Holding Steady in Your Vision (00:35:37) Mental strength is defined as the ability to hold onto your end goal, even when the path looks uncertain. Is Ambition for Everyone? (00:38:16) Dr. Dang argues that everyone has an inner urge for more and that pursuing dreams reduces judgment and comparison. The Necessity of Inner Work (00:40:05) The conversation concludes that doing the inner work is essential to overcome fear and self-sabotage on the path to success. How to Connect with Dr. Kim Dang (00:42:35) Dr. Dang shares her website and social media handles for listeners who want to learn more about her work. /episode/index/show/happyhourpodcast/id/41219680

EP 271 From Zero to 70 Leads in 24 Hours: Unlocking Meta Ads for Retreat Leaders with Jaymie Tarshis 05/21/2026

EP 271 From Zero to 70 Leads in 24 Hours: Unlocking Meta Ads for Retreat Leaders with Jaymie Tarshis What if one focused day could completely change how you market your retreat business? In this episode, Shannon sits down with Jaymie Tarshis - aka The Ad Expert - a digital marketing strategist with over a decade of experience helping businesses scale using Facebook and Meta ads. Jaymie flew from San Diego to Retreat Ranch for a VIP day with Shannon's team, and the results were jaw-dropping: over 70 new leads in less than 24 hours. Shannon and Jaymie pull back the curtain on exactly what happened during that VIP day - from building a custom ad strategy from scratch, to crafting compelling media and copy, to setting up the tech and tracking to make it all work. Whether you're a retreat leader who has never run an ad or someone who's tried and felt frustrated, this episode will shift your perspective. They cover the real deal on ad budgets (it doesn't have to break the bank), the biggest misconceptions retreat leaders have about paid ads, and why strategy has to come before you ever spend a dollar. If you're ready to grow your retreat business and fill your programs with more ease, this is your episode. Key Takeaways: What a Meta ads VIP day actually looks like from strategy to launch The truth about how much budget you really need to start Common misconceptions about ads that are keeping retreat leaders stuck How to generate leads fast - without guessing Why tracking and tech setup is the secret weapon most people skip About Jaymie Jaymie Tarshis is a highly-sought after Facebook Ads Strategist + Consultant that’s been featured in Yahoo! News, Medium, Thrive Global, and Yahoo! Finance as one of the 10 Ad Experts To Watch. Her passion is helping impact-driven coaches, course creators, and service providers leverage the power of ads to attract leads & sales on autopilot so they don’t have to post every day, create more content, or show up online 24/7 in order to grow and scale their businesses. Since 2018, Jaymie has taught thousands of business owners through her programs and services and has helped clients generate over $10 million in revenue to date. Learn more: The Retreat Leaders Podcast Resources and Links: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! 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 Introducing Jamie (00:01:13) Jamie introduces herself as a marketing and Facebook ads strategist who helps businesses generate leads and sales on autopilot. What is a VIP Day? (00:02:06) Jamie explains her VIP day offering, where she helps clients build and launch their entire ad strategy in one day. The Power of In-House Ad Management (00:03:24) Shannon and Jamie discuss the benefits of learning to manage your own ads versus outsourcing, highlighting control and empowerment. When to Start Using Ads (00:06:23) The importance of having a proven, organically successful offer before investing money into advertising is discussed. The Importance of Strategy (00:07:56) Shannon praises Jamie's strategy-first approach, which customizes the plan to the business before touching any technical ad setup. Immediate Results and Ongoing Support (00:09:35) Shannon shares she received 20 leads within 24 hours and discusses the support Jamie provides after the VIP day. Why Ads Fail (01:10:49) Jamie explains that when ads don't work, it's rarely the ad itself but rather the underlying strategy and customer journey. Marketing as an Experiment (01:12:54) Treating marketing and ad tweaking as a fun experiment can lead to better long-term results and business growth. The Fun of Ad Management (01:14:40) Shannon describes how Jamie's process made ad management feel creative and fun, rather than intimidating and technical. The Evolution of Facebook Ads (01:16:48) Shannon reflects on how Facebook ads have become more complex over time, reinforcing the need for expert guidance. Empowerment in Action (01:18:37) Shannon shares how she and her team successfully launched a new ad campaign on their own after the VIP day. Jamie's Other Offerings (01:20:56) Jamie outlines her other services, including digital products for DIYers, one-off consulting, and limited monthly management for larger accounts. Who Should Use Which Service (01:23:11) Shannon breaks down which of Jamie's offerings is best for entrepreneurs at different stages and budget levels. The ROI of a VIP Day (01:24:55) Jamie notes that most VIP day clients see a return on their investment within the first 30 to 60 days. The Limits of Organic Reach (01:26:08) The conversation covers how ads overcome the limitations of organic social media, where posts reach less than 1% of followers. How Much to Spend on Ads (01:29:01) Jamie explains that ad spend should be based on specific business goals, not a generic number, and introduces her budget calculator. Using Ads for Your Existing Audience (01:32:49) Jamie highlights the powerful and cost-effective strategy of running ads to your warm audience who already know and trust you. The Most Common Ad Mistake (01:34:30) The biggest mistake is skipping strategy and focusing only on the ad creative. Messaging is now more important than targeting. How to Connect with Jamie (01:36:40) Jamie shares her Instagram handle, @theadexpert, as the best place for listeners to connect with her. /episode/index/show/happyhourpodcast/id/41219210

Special Release | From Dream to Dirt - How We Built Retreat Ranch From Scratch 05/20/2026

Special Release | From Dream to Dirt - How We Built Retreat Ranch From Scratch What does it actually take to build a retreat center from scratch? The land, the structures, the permits, the parking, the storage, the vision - and the marriage that has to survive all of it? In this episode, Shannon sits down with her husband Nathan Jamail - world-renowned leadership and sales keynote speaker, and co-owner of Retreat Ranch - to pull back the curtain on the real journey of building one of Texas Hill Country's most unique retreat destinations. This is not a highlight reel. This is the honest, practical, sometimes hard-won story of what it takes to go from a dream to a fully operating retreat center. And this episode is especially meaningful because it’s releasing on the five-year anniversary of opening Retreat Ranch’s doors for the very first retreat - hosted by Kim DeMoss with Project Mindful Movement. Five years later, what started as a vision has grown into a thriving retreat destination that has welcomed countless guests, retreat leaders, and transformational experiences. Retreat Ranch is a 46-acre, nature-forward glamping retreat and event space in the Texas Hill Country, sleeping up to 32 guests, featuring horses, goats, hens, a sauna, dipping pools, aerial yoga, and a heart-centered team that lives and breathes hospitality. But it didn't start that way - and this episode is all about the road to get here. In this episode: Why you must start with the long-term vision before you break ground on anything The "not sexy" things that will make or break your retreat center - storage, parking, infrastructure Why building too small for your vision is one of the most expensive mistakes you can make How to take a big vision and execute it in strategic, bite-sized phases What it's really like to build a business with your spouse - the wins, the hard conversations, and the non-negotiables The business decisions behind Retreat Ranch that every aspiring retreat center owner needs to hear What Nathan - a global leadership expert - learned about building a team and a culture at the ranch If you've ever dreamed of owning a retreat center, or if you're already in the process of building one, this episode will save you time, money, and a lot of headaches. Learn about Retreat Ranch: Learn about Nathan: Learn about Project Mindful Movement: The Retreat Leaders Podcast Resources and Links: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! 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 Building a Retreat Venue (00:01:54) Shannon and Nathan introduce the episode's topic: the journey, successes, and mistakes of building their retreat venue, Retreat Ranch. Choosing Texas Over California (00:03:12) They discuss the initial plan to build in California and the logistical and business reasons that led them to Texas instead. Finding and Developing Raw Land (00:04:37) The story of finding the 46-acre property, which was undeveloped with no roads, water, or power, and their intentional clearing process. The Importance of Infrastructure (00:10:02) Discussion on the necessity of planning for infrastructure like plumbing and electricity, and the "Shannon pipe" for future expansion. Mistake: Not Planning Big Enough (00:11:25) They share their biggest mistake: not planning for their maximum capacity from the start, leading to spaces like the dining hall being too small. Elevating the Guest Experience (00:13:45) The importance of details, like high-quality robes and linens, to create an elevated, "bougie" experience for guests. Knowing Your Niche (00:17:08) They emphasize building the venue for a specific audience (retreats) rather than trying to cater to everyone, which ensures high standards. Starting Small and Evolving (00:19:07) How the ranch started with minimal accommodations and has grown over five years, adding more features and bathrooms along the way. Marketing to a Specific Audience (00:23:04) The strategy of marketing exclusively to retreats, which has led to being booked a year or more in advance. Planning for Future Growth (00:27:16) Discussing their annual business planning, including adding an office, podcast studio, and expanding the horse barn to keep the venue fresh. The Vision for a Multi-Use Space (00:30:01) Plans for a future indoor/outdoor multi-use space to serve as a backup for bad weather and for corporate meetings. Vision vs. Execution (00:31:43) Shannon's role as the visionary and Nathan's role in execution, using the evolution of the pool area as an example. Key Advice for Venue Builders (00:35:15) Advice for aspiring venue owners: plan for non-sexy things like storage and parking, and understand what a retreat group needs. What Makes Retreat Ranch Unique (00:38:39) They discuss their key differentiators, including free-ranging horses, exceptional attention to detail, and a high-serving team. The Power of a Great Team (00:42:56) A special shout-out to their on-site manager, Josh, and the entire team for creating a loving and supportive environment. Final Thoughts and Encouragement (00:45:01) Reflecting on their seven-year journey and encouraging others interested in the booming retreat industry to pursue their vision. /episode/index/show/happyhourpodcast/id/41283260

EP 270 Retreat Insurance: What Every Retreat Leader Must Know with Event Helper 05/14/2026

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: The Retreat Leaders Podcast Resources and Links: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! 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 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. /episode/index/show/happyhourpodcast/id/40888455

EP 269 Why Glamping and Retreats Are the Perfect Pair (And What Retreat Leaders Need to Know) with Sarah Riley 05/07/2026

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. and https:glamping.academy The Retreat Leaders Podcast Resources and Links: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! 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 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. /episode/index/show/happyhourpodcast/id/40888375

EP 268 The Power of Retreats for Midlife Women: Building Community, Healing & Business with SOL Women 04/30/2026

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: 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: 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 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. ROI of Retreats and Lifelong Impact (00:37:06) Focusing on the return on investment for participants—transformation, longevity, and ongoing support. Lifelong Relationships and Support (00:38:10) Retreats are the catalyst for long-term partnerships and ongoing personal growth. Closing and Contact Information (00:40:13) Host thanks guests, shares where to find more information, and closes the episode. /episode/index/show/happyhourpodcast/id/40802555

Behind the Scenes of the Retreat Industry Forum: Why Logistics & Operations Make or Break Your Retreat 04/28/2026

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. Info about Daesha: Info about Matt: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! ------- 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. /episode/index/show/happyhourpodcast/id/40802450

EP 267 The Retreat Venue Gap: Why Retreat Leaders and Venues Struggle to Find Each Other with Emily Johnson 04/23/2026

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: or The Retreat Leaders Podcast Resources and Links: 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 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. /episode/index/show/happyhourpodcast/id/40447630

EP 266 The Power of Proximity for Retreat Leaders and Entrepreneurs 04/16/2026

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. JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! The Retreat Leaders Podcast Resources and Links: 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 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. /episode/index/show/happyhourpodcast/id/40447150

Special Edition: Stop Wasting Money on Ads: What Retreat Leaders Need Before Running Facebook & Instagram Ads with Jenn Possick 04/14/2026

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. JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! Info about Jenn: ------ 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. /episode/index/show/happyhourpodcast/id/40765820

EP 265 The Communication Shift That Can Transform Your Retreats with Joel Weldon 04/09/2026

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: The Retreat Leaders Podcast Resources and Links: JOIN OUR MASTERMIND IN AUSTIN IN AUGUST! 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 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. /episode/index/show/happyhourpodcast/id/40446985

The Future of the Retreat Industry: Why We Need Standards, Community & Leadership with Holly Porter 04/08/2026

The Future of the Retreat Industry: Why We Need Standards, Community & Leadership with Holly Porter 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 companies while raising a family to a life-altering 70-day hospital stay during COVID that led to a deeper calling to create something meaningful for the retreat industry. That calling became the International Retreat Association. Together, they dive into: Why the retreat industry has lacked structure and standards The need for a global association to support growth and professionalism How the Retreat Industry Forum, platforms like WeTravel, and associations are creating a full ecosystem Why collaboration - not competition - is the future of this industry What Holly is building with her membership model and long-term vision This episode also marks an exciting milestone as Holly and the International Retreat Association officially join the Retreat Industry Forum as a sponsor, further strengthening the movement to elevate the industry. This is not just a conversation about retreats. This is a conversation about where the entire industry is headed. What You’ll Learn in This Episode • Why the retreat industry has lacked a central governing or support structure • The role of associations in building credibility and standards • How the Retreat Industry Forum fits into the larger ecosystem • Why collaboration is key to industry growth • What the International Retreat Association is building for retreat leaders Key Takeaways The Retreat Industry Has Been Fragmented Until now, there has been: no central hub no global standards no unified ecosystem This has created inconsistency across the industry. A New Ecosystem Is Emerging The combination of: events (Retreat Industry Forum) platforms (like WeTravel) associations (International Retreat Association) creates a more complete, connected industry. This Is About Growth - Not Policing Holly makes it clear: This is not about controlling the industry. It’s about: elevating standards supporting leaders creating connection building credibility Community Will Define the Future The retreat industry is built on: connection transformation human experience And now it’s building a foundation to support that at scale. Leadership Is Required As the industry grows, leaders who step up, collaborate, and operate at a higher level will shape its future. About International Retreat Association The International Retreat Association is led by a 17x best-selling author, international speaker, host of the All Things Retreat Podcast, and founder of 12 startup companies with a track record of building purpose-driven businesses. After surviving a 70-day hospital stay with COVID that included time on a ventilator, her perspective on life, impact, and legacy shifted in a profound way. That experience became the catalyst for creating a global movement within the retreat industry. The Association was founded to bring together retreat leaders, venues, and aligned professionals into one collaborative ecosystem focused on growth, integrity, and shared standards. With a vision to elevate the entire industry, it provides connection, education, and strategic opportunities for those shaping the future of retreats worldwide. Learn more: 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 🎟️ Or jump on the Paris list: The Retreat Leaders Podcast Resources and Links: 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 Introducing Co-Hosts and Special Guest (00:01:15) Shannon introduces Aaron and Allison, and Aaron announces Holly Porter as the special guest. Holly Porter’s Background and Inspiration (00:02:03) Holly shares her entrepreneurial journey, family, and the near-death experience that inspired the International Retreat Association. Mission and Purpose of the Association (00:03:37) Holly explains the association’s mission: collaboration, trust, global standards, and professionalism in the retreat industry. Need for a Governing Body and Industry Gathering (00:04:21) Aaron and Holly discuss the lack of a governing body and the importance of an annual industry event. Events, Platforms, and Associations Explained (00:05:30) Holly distinguishes between events, platforms, and associations in supporting the retreat industry. Value of Professional Associations (00:06:13) Allison shares the benefits of professional associations from her health and fitness background. Vision for a Collaborative, Evolving Association (00:07:01) Holly emphasizes community-building, flexibility, and co-creating the association’s future. Membership Launch and Structure (00:07:43) Holly details the upcoming essential and founding memberships, pricing, and the leadership council. Membership Benefits and Toolbox (00:08:39) Holly describes member benefits: badges, a resource toolbox, opt-in opportunities, and master classes. Inclusivity and Growth Mindset (00:10:14) Holly discusses being open to change, learning from feedback, and growing the association together. Diversity of Retreat Types (00:10:59) Aaron highlights the wide range of retreat types and the need for an inclusive association. Retreats as Universal Business Tools (00:12:00) Allison notes retreats’ relevance across industries and the growing demand for human connection. Alignment Between Forum and Association (00:12:32) Aaron asks Holly why she chose to sponsor the forum; Holly explains their aligned visions. Educating on Association Value (00:13:07) Holly discusses the need to educate industry professionals on the benefits of joining associations. Collaboration Over Competition (00:14:04) Holly advocates for industry unity, more events, and supporting each other rather than competing. Ethics and Standards in the Industry (00:15:02) Aaron and Holly discuss the importance of ethics, efficacy, and setting industry standards. Industry Growth and Need for Standards (00:16:03) Shannon addresses the industry’s rapid growth, rise in fraud, and the need for basic standards. Closing and Thank Yous (00:17:07) Shannon thanks Holly, shares where to find more information, and wraps up the episode. Podcast Outro and Resources (00:17:39) Outro voice encourages subscribing, reviewing, and accessing free resources. /episode/index/show/happyhourpodcast/id/40764490

EP 264 Building Momentum: Staying the Course When Results Feel Slow 04/02/2026

EP 264 Building Momentum: Staying the Course When Results Feel Slow 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 soon. She also shares practical tools to help retreat leaders stay focused, track the right metrics, and build systems that create sustainable momentum. If you’ve ever questioned whether your retreat marketing is working, this episode will help you stay the course and keep building. What You’ll Learn Why the “launch and crickets” phase is normal How retreat leaders sabotage their own momentum The difference between outcome metrics and activity metrics The 90-day focus rule for marketing Tools to maintain energy, discipline, and consistency Key Takeaways Most retreat leaders quit right before traction begins. Early signs of success are often small signals, not bookings. Consistency compounds over time. Systems reduce the emotional rollercoaster of entrepreneurship. Momentum comes from focused action sustained long enough to work. Episode Breakdown Why Retreat Leaders Stall Many retreat leaders experience the “launch and crickets” moment and assume their strategy isn’t working. Often the real issue isn’t the strategy — it’s abandoning it too soon. Common traps include: Shiny object syndrome Constant pivoting Comparing your beginning to someone else’s middle The truth is that many leaders quit right before momentum begins. Redefining What “Working” Looks Like Most leaders focus only on bookings. But bookings are the final step in a longer chain of signals. Early indicators that your marketing is working include: Direct messages Profile visits Email opens Questions from potential guests Conversations starting Instead of only tracking bookings, create a simple weekly effort scorecard and measure activity. The 90-Day Focus Rule One of the biggest mistakes retreat leaders make is constantly switching strategies. Instead, commit to one primary marketing channel for 90 days before evaluating results. Choose the platform where your ideal guest already spends time. Then give the strategy enough time to compound. A helpful tool is scheduling a weekly CEO Hour where you review progress without reacting emotionally to short-term results. Protecting Your Energy & Mindset Discouragement happens to every entrepreneur. The key is learning how to use it as information rather than letting it derail your progress. Create a momentum anchor — a list of past wins you can revisit when doubt creeps in. Another helpful tool is an evidence file. Save screenshots of: Kind messages Testimonials Bookings Positive feedback These reminders reinforce that progress is happening. Systems That Create Consistency Consistency becomes easier when systems are in place. Some simple examples include: Batch creating content so you’re not starting from scratch every day Automating follow-up emails and reminders Creating simple marketing workflows Remember: a consistent B+ effort will outperform sporadic A+ bursts every time. Accountability Structures That Actually Work Entrepreneurship can feel isolating. Accountability structures help maintain momentum. One simple format is a weekly check-in with an accountability partner: What did I commit to? What did I actually do? What is my one focus next week? Tools like Notion, Trello, or even a simple notebook can support this system. The best tool is the one you will actually use. Final Takeaway Momentum is not created by doing more. It comes from doing the right things consistently - long enough to see them work. If you stay the course, traction will come. The Retreat Leaders Podcast Resources and Links: 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 Host’s Studio Update & Listener Request (00:00:54) Shannon shares about her new studio setup and asks listeners to subscribe and review the show. Understanding Business Cycles & Common Challenges (00:02:10) Discussion of natural business cycles, shiny object syndrome, and comparison traps that retreat leaders face. Dangers of Shiny Object Syndrome & Comparison (00:03:09) Explains how distraction and comparing to others can derail progress; urges focus on personal strategies. Shutting Out the Noise & Social Media Boundaries (00:04:20) Advice on muting distractions, limiting social media, and focusing on your own business lane. Shifting Metrics: Activity vs. Outcome (00:05:19) Recommends focusing on activity metrics (conversations, content) instead of bookings to maintain motivation. Implementing a 90-Day Focused Marketing Plan (00:07:16) Suggests committing to one or two marketing channels for 90 days, targeting where your ideal clients are. Protecting Mindset and Energy (00:09:23) Stresses the importance of guarding your mindset and energy from negativity, news, and discouraging influences. Using Positive Evidence to Combat Discouragement (00:11:21) Encourages collecting positive feedback and reminders of past successes to counter self-doubt. Consistency, Systems, and Batching Content (00:12:15) Tips on batching content, automating follow-ups, and creating systems to maintain consistency. The Power of Accountability (00:13:15) Highlights the value of accountability, especially paid coaching or mentorship, to reduce loneliness and boost results. Closing Thoughts & Event Invitation (00:15:15) Shannon summarizes key points, guarantees results with consistency, and invites listeners to an upcoming event. Outro & Call to Action (00:16:03) Podcast outro with reminders to subscribe, review, and access free resources. /episode/index/show/happyhourpodcast/id/40446330

EP 263 Trust Leaks in Retreat Businesses: The 5 Places Retreat Leaders Lose Credibility with Debbie Simmons 03/26/2026

EP 263 Trust Leaks in Retreat Businesses: The 5 Places Retreat Leaders Lose Credibility with Debbie Simmons 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 down - from marketing promises to post-retreat follow-up - and how retreat leaders can strengthen their businesses with clearer communication, better boundaries, and stronger operational standards. If you want your retreat guests to return, refer others, and rave about their experience, this episode will help you protect the most valuable asset in your business: trust. Key Takeaways The five most common places trust breaks down in retreat businesses How marketing promises can accidentally set retreat leaders up for failure Why unclear boundaries create confusion and resentment The operational gaps that quietly damage guest experiences The importance of post-retreat follow-up for long-term loyalty About Debbie: Debbie Simmons is a keynote speaker, author, leadership strategist, and CEO of Anchor Point, known as The Legacy Architect who guides high-capacity leaders from success into significance and lives of lasting impact. Her work is built on the Architecture of Trust, the principle that where you place your trust determines both your success and the legacy you build. Through her proprietary framework, The Obedience Engine, Debbie equips executives and entrepreneurs to align identity, leadership, and decision-making so clarity and momentum replace pressure and burnout. She is the author of The Heart of Legacy and the creator of the Vision Day experience, a private leadership environment where leaders reset their trajectory and architect their next chapter. Debbie’s message is simple: you were not designed to merely pursue success, you were created to leave a legacy worth living and leaving. Learn more about Debbie here: Grab her free book here: The Retreat Leaders Podcast Resources and Links: 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 Debbie’s Background & “Legacy Architect” (00:01:25) Debbie shares her personal and professional background, explaining her role as the “Legacy Architect.” The Architecture of Trust Explained (00:03:50) Debbie introduces the concept of “architecture of trust” and its importance in retreat businesses. Five Areas of Trust Leaks (00:04:20) Overview of the five critical areas where trust can break down: marketing, promises, boundaries, delivery/operations, and follow-up. Marketing Promises & Clarity (00:05:54) Discussion on the importance of clear, specific marketing promises and avoiding overpromising. Guest Fit & Scarcity Mindset (00:08:23) Why not every guest is a fit, the dangers of a scarcity mindset, and the value of specificity. Setting Boundaries & Screening Guests (00:15:23) The necessity of boundaries, guest screening, and clear behavior expectations to create a safe retreat environment. Communication & Assumptions (00:20:30) The pitfalls of assuming guests understand expectations and the importance of explicit communication. Follow-Up & Integration After Retreats (00:21:47) Strategies for post-retreat follow-up and integration to maintain trust and encourage repeat business. Learning from Experience & Continuous Improvement (00:27:15) Advice on incremental improvements, learning from mistakes, and building better systems over time. Debbie’s Book & How to Connect (00:28:29) Debbie shares how listeners can work with her and offers a free book as a resource. Closing & Podcast Outro (00:29:16) Shannon thanks Debbie, wraps up the episode, and shares where to find more resources. /episode/index/show/happyhourpodcast/id/40446150

EP 262 Culture Building: How to Create a Retreat Experience That People Come Back To with Nathan Jamail 03/19/2026

EP 262 Culture Building: How to Create a Retreat Experience That People Come Back To with Nathan Jamail 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 - and others don’t If you want recurring revenue, repeat guests, and long-term brand equity, this episode will shift how you think about your retreat business. Recorded in our new studio space in Austin - and available on YouTube as well. What You’ll Learn Why itinerary doesn’t equal experience The role leadership energy plays in culture How to design belonging - not just activities How to turn one-time guests into long-term community The operational standards behind unforgettable retreats Key Takeaways Culture is what people feel, not what’s printed on the schedule. Loyalty is built intentionally, not accidentally. Clear standards create consistency and trust. Raving fans are the result of alignment and leadership - not luck. Retreat businesses that scale focus on community, not just events. Watch on YouTube This episode was recorded in our new Austin studio space. You can now watch the full conversation on YouTube. Subscribe: Learn more about Nathan: Join Nathan and Shannon at the Forum: The Retreat Leaders Podcast Resources and Links: 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 Defining Culture in Organizations (00:02:04) Nathan explains what culture means, using energy, attitudes, beliefs, and the thermostat analogy. Mandating Culture & Event Laws (00:03:00) Discussion on the importance of setting clear cultural expectations and event “laws” for retreats. Authenticity & Alignment in Retreats (00:04:43) Shannon and Nathan discuss the need for alignment between retreat leaders and attendees, especially for international retreats. The Dangers of Misalignment (00:05:47) Exploring how misaligned guests can negatively impact the retreat atmosphere and culture. Marketing to the Right People (00:07:13) Emphasizing the importance of targeted marketing and being clear about who the retreat is and isn’t for. Gratitude and Team Culture (00:08:25) Lighthearted discussion about gratitude within their team, referencing team members Josh, Lily, and Sharon. The Cost of Keeping Misaligned People (00:09:12) Nathan explains why keeping misaligned people (for fear of loss) damages culture in both business and retreats. Quality Over Quantity: Pricing & Numbers (00:10:21) Debate on charging more for fewer, better-aligned attendees versus filling retreats with anyone. Hiring & Team Alignment (00:15:04) Common mistakes in hiring misaligned team members and the impact on guest experience. The Airport Test & Culture Fit (00:13:57) Nathan introduces the “airport test” as a way to assess cultural fit among team members and guests. Sacrificing Culture in Tough Decisions (00:14:33) How leaders often sacrifice culture first when making difficult choices, and the consequences. Setting the Tone: Messaging & Boundaries (00:18:09) Shannon shares practical ways to set cultural expectations from marketing to the retreat’s opening night. The Ted Lasso Theory: Be Curious, Not Judgmental (00:20:03) Nathan references Ted Lasso to illustrate the value of curiosity and non-judgment in building culture. Energy as a Differentiator (00:21:37) Discussion on how the energy and culture you create is more memorable than content or location. Closing & Invitation to Future Events (00:22:18) Shannon and Nathan wrap up, reflect on past recordings, and invite listeners to join their upcoming event. Outro & Call to Action (00:23:54) Podcast outro with reminders to subscribe, review, and access free resources. /episode/index/show/happyhourpodcast/id/40372295

EP 261 The Truth About Confidence: Why Some Retreat Leaders Struggle to Fill Their Events with Nathan Jamail 03/12/2026

EP 261 The Truth About Confidence: Why Some Retreat Leaders Struggle to Fill Their Events with Nathan Jamail 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 messaging actually sounds like How to build real, earned business confidence They also share that this episode was recorded in their new studio space in Austin - and you can now watch the full conversation on YouTube. If you’ve ever doubted yourself while launching a retreat, this episode will challenge and strengthen you. What You’ll Learn Why confidence directly impacts conversions The hidden cost of underpricing How retreat leaders accidentally repel buyers The difference between loud marketing and confident leadership The discipline required to build real business confidence Key Takeaways Imposter syndrome doesn’t disappear - it’s managed through action. Underpricing signals insecurity to your audience. Overexplaining weakens authority. Confident leaders make clear decisions and stand by them. Confidence is built through preparation, skill, and repetition - not affirmations alone. Watch on YouTube This episode was recorded in our new studio space in Austin - go watch the full conversation on YouTube. Learn more about Nathan Jamail: Join Nathan and Shannon at the Forum: Subscribe here: The Retreat Leaders Podcast Resources and Links: 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 Podcast Introduction and Studio Setup (00:00:02) Shannon introduces the podcast, new studio setup, and her guest, Nathan, her husband. The Importance of Confidence for Retreat Leaders (00:02:09) Shannon highlights Nathan’s confidence and introduces confidence as a key topic for retreat leaders. Confidence vs. Arrogance and Childhood Story (00:03:22) Nathan shares a story about their daughter and explains the difference between confidence and arrogance. Imposter Syndrome and Taking Action Afraid (00:05:33) Discussion about imposter syndrome, acting confident, and the importance of taking action despite fear. How Confidence Impacts Marketing and Messaging (00:06:31) Shannon explains how confidence (or lack thereof) affects marketing, pricing, and messaging for retreat leaders. Belief in Yourself and Authenticity (00:07:01) Nathan and Shannon discuss the need to believe in yourself first and the role of authenticity in confidence. Stage Fright and “Doing It Anyway” (00:09:18) Nathan admits to still feeling nervous before speaking, and Shannon encourages action despite nerves. Personal Example: London Workshop Doubts (00:10:14) Shannon shares her experience with self-doubt before hosting an international workshop and how she overcame it. Hospitality, Impact, and the Human Touch (00:11:55) Nathan discusses the difference between service and hospitality, and the unique impact of human connection. AI, Connection, and the Future of Retreats (00:12:52) They discuss how AI can’t replace human connection, making retreats more valuable in the digital age. Example: AI Dating at Bars and the Need for Real Connection (00:16:07) Shannon and Nathan talk about people dating AI at bars, emphasizing the growing need for real-life connection. Projecting Confidence and Sales Conversations (00:17:13) They discuss how lack of confidence is projected in sales and the importance of confidently presenting value. Vulnerability, Mistakes, and Being Confidently Wrong (00:18:18) Nathan explains that vulnerability increases confidence and that it’s okay to be wrong—just be confidently wrong. Learning from Mistakes and Seeking Knowledge (00:19:42) Shannon and Nathan discuss learning from mistakes, attending events, and the value of learning from others. The Power of Learning, Confidence, and Motivation (00:23:44) Nathan shares a formula: learning increases confidence, which boosts motivation, using events and yoga as examples. Closing and Call to Action (00:25:01) Shannon wraps up, encourages listeners to attend events, and thanks Nathan for joining the episode. /episode/index/show/happyhourpodcast/id/40372050

A Special Edition: Announcing WeTravel as a Sponsor of the Retreat Industry Forum + Why Their Platform Is Built for Retreat Leaders 03/10/2026

A Special Edition: Announcing WeTravel as a Sponsor of the Retreat Industry Forum + Why Their Platform Is Built for Retreat Leaders Running a retreat business requires more than just creating transformational experiences. Behind every successful retreat is a system that manages payments, bookings, logistics, guest communication, and operations. In this special episode of The Retreat Leaders Podcast, Shannon Jamail is joined by Erin and Alison, co-hosts of the Retreat Industry Forum, along with Mariana from WeTravel, to officially announce WeTravel as a sponsor of the upcoming forum. During the conversation, Mariana from WeTravel shares how their platform was specifically designed to support retreat leaders, tour operators, and experience-based businesses by simplifying the operational side of running retreats. From building professional booking pages and collecting payments to managing logistics and participant information, WeTravel helps retreat leaders streamline their systems so they can focus on what they do best - delivering incredible experiences. Shannon, Erin, and Alison also discuss why operational tools like WeTravel are essential for retreat leaders who want to move beyond spreadsheets and manual systems and build retreats that are both transformational and professionally run. If you host retreats or are planning to start, this episode will give you a behind-the-scenes look at one of the most widely used platforms in the retreat industry. What You’ll Learn in This Episode • Why WeTravel has become a leading platform for retreat leaders and tour operators • How retreat leaders can simplify payments, logistics, and guest management • The benefits of using professional booking and payment systems • Why operational systems are critical for scaling a retreat business • How WeTravel supports retreat leaders globally Key Takeaways Running retreats is both an experience business and an operations business. Successful retreat leaders need systems that support: payment collection booking management guest communication logistics and documentation Platforms like WeTravel help retreat leaders streamline these processes, create professional booking pages, and manage their retreats with greater efficiency and clarity. About the Retreat Industry Forum The Retreat Industry Forum is a gathering for retreat leaders, venue owners, and retreat industry professionals focused on elevating the business side of retreats. Hosted by Shannon, Erin, and Alison along with other industry experts, the forum brings together experienced retreat leaders who want to grow profitable and sustainable retreat businesses. Learn more about the upcoming forum at: About WeTravel WeTravel is a booking and payment platform designed for multi-day and group travel businesses, including retreats, tours, and experiential programs. The platform allows retreat leaders to: create professional booking pages collect payments and deposits offer payment plans manage participant information track retreat logistics WeTravel helps retreat leaders streamline operations so they can focus on delivering exceptional retreat experiences. Learn more at: The Retreat Leaders Podcast Resources and Links: 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 Panel Introduction & Special Announcement (00:01:09) Shannon introduces Allison, Aaron, and Mariana; Erin announces WeTravel as a main sponsor for the Retreat Industry Forum. WeTravel Origins & Mission (00:02:29) Mariana shares WeTravel’s founding story, its purpose, and how it was created to solve retreat admin challenges. Why WeTravel Benefits Retreat Leaders (00:04:00) Discussion on how WeTravel is uniquely designed for retreat leaders, covering all aspects from sales to logistics. Comprehensive Features of WeTravel (00:05:10) Panelists highlight WeTravel’s all-in-one capabilities, including bookings, payments, waivers, and logistics. Challenges of Piecemeal Retreat Management (00:06:23) Shannon discusses common issues with using multiple tools and the legal risks of not having an integrated system. Peace of Mind for Retreat Leaders (00:07:32) Panelists discuss how WeTravel provides security and organization for retreat leaders, ensuring nothing falls through the cracks. Why Partner with the Retreat Industry Forum? (00:08:11) Mariana explains why WeTravel chose to sponsor the forum and their commitment to supporting the retreat industry. Alignment of Missions: Elevating the Industry (00:09:40) Discussion on the shared mission to professionalize and elevate standards in the retreat industry. WeTravel Beyond Wellness (00:10:43) Clarification that WeTravel serves all types of retreats, not just wellness-focused ones. Defining WeTravel as an Operating System (00:11:43) Mariana and Shannon agree on calling WeTravel an “operating system” for retreat management. Retreats Across All Industries (00:12:06) Panelists discuss how retreats can be valuable in any industry, not just wellness. Sales Strategy & Authentic Outreach (00:13:15) Aaron and Allison share their positive experiences with WeTravel’s genuine outbound sales approach. Professionalism & Trust in Retreats (00:14:57) Mariana discusses how using a professional system like WeTravel builds trust and credibility for retreat businesses. WeTravel’s Broad Clientele (00:16:41) Mariana emphasizes WeTravel’s wide range of clients and retreat types, not limited to wellness. Forum Attendance & Final Thoughts (00:18:48) Mariana confirms she’ll attend the forum; panelists express excitement and encourage listeners to join. Podcast Outro (00:20:00) Closing voiceover thanks listeners, encourages subscriptions, and promotes free resources. /episode/index/show/happyhourpodcast/id/40371310

EP 260 Not All Events Are Equal: How to Discern Real Value in a Noisy Event Space with Dora Rankin 03/05/2026

EP 260 Not All Events Are Equal: How to Discern Real Value in a Noisy Event Space with Dora Rankin In today’s entrepreneurial world, there is no shortage of conferences, summits, masterminds, and learning forums. But here’s the real question: How do you know which ones are actually worth your time, energy, and money? In this episode, Shannon sits down with Dora Rankin to talk about discernment in business spaces - especially in a post-COVID world where the coaching and event industry has exploded with noise, hype, and inflated promises. They dive into: Why entrepreneurs are more discerning than ever The rise of “smoke and mirrors” marketing How to vet event hosts and speakers properly What to look for beyond viral posts and flashy branding Why collaboration over competition is the future How to choose rooms that stretch you without compromising your values The importance of structured sales systems alongside marketing If you’ve ever invested in a room that felt fluffy, performative, or misaligned — this episode will help you make smarter decisions moving forward. Key Takeaways Not all entrepreneurial events are built on substance — discernment matters. Post-COVID attendees expect measurable ROI, not hype. Viral marketing does not equal proven expertise. Testimonials, references, and tangible results matter more than aesthetics. Alignment with leadership style and values is critical. Growth rooms should challenge you — not manipulate you. Collaboration expands credibility and industry standards. Structured sales systems are as important as marketing strategies. About Dora: Dora Rankin is a powerhouse business coach, sales strategist, and author of USA Today bestselling book, The Heart Sell, dedicated to empowering women entrepreneurs to scale their businesses and unlock their highest earning potential. Host of The Heart Sell Signature Summit, Camp Heart Sell Club & Retreats as well as mentor for entrepreneurial organizations like NASDAQ and Tory Burch, Dora is intentional about rolling up her sleeves to build roadmaps to revenue through relationship building strategies. Whether you're a startup or scaling past a million, her Heart Sell methodology produces purpose driven successful businesses for women. Join Dora at the Heart Sell Summit: Learn more about Dora here: The Retreat Leaders Podcast Resources and Links: 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 Setting the Scene & Topic Introduction (00:01:07) Hosts discuss their locations, previous meeting, and introduce the main topic: discernment in entrepreneurial events. Explosion of Coaching & Retreat Industry (00:02:24) Dora shares her perspective on the noisy, crowded event space and the need for discernment. Proving Value & ROI in Events (00:03:29) Discussion on the necessity for event leaders to show real credentials and tangible results. Industry Growth Post-COVID (00:04:20) Shannon explains how COVID-19 led to a surge in new entrepreneurs and coaches, increasing competition and skepticism. Smoke and Mirrors in the Industry (00:05:37) Concerns about inexperienced leaders making big promises without real experience or results. Attendee Disillusionment & Need for Proof (00:05:55) Dora shares that many clients come after spending heavily on ineffective programs, seeking real, proven guidance. Facade of Success & Authenticity (00:07:21) Hosts discuss the disconnect between online personas and actual business success among some industry leaders. Discernment Tips: Testimonials & References (00:08:26) Advice for attendees to ask for proof, testimonials, and references before trusting event leaders. Collaboration Over Competition (00:09:26) Shannon and Dora emphasize the importance of collaboration in the industry, not competition. Risks of Inexperienced Leaders (00:10:39) Discussion on the dangers of unqualified leaders hosting events, leading to negative attendee experiences. Impact of Lived Experience (00:12:25) Dora highlights the importance of real, lived experience in providing valuable learning environments. Discernment Checklist for Attendees (00:14:02) Shannon outlines what attendees should look for: experience, testimonials, references, and alignment. Personality & Teaching Style Alignment (00:15:32) Advice to ensure the leader’s style and values align with the attendee’s needs, while being open to healthy challenge. Accessibility vs. Vanity Metrics (00:16:54) Dora warns against choosing events based on fame; stresses the importance of leader accessibility. Entertainment vs. Actionable Value (00:17:43) Distinguishing between motivational/entertainment events and those offering actionable business strategies. Integrity in Event Fit & Leader Recommendations (00:19:10) Shannon and Dora discuss the importance of leaders being honest about event fit and referring attendees elsewhere if needed. Sales Cycle & Long-Term Relationships (00:21:42) Dora explains the value of long-term relationships over single ticket sales in the retreat industry. Dora’s Heart Sell Summit Overview (00:22:37) Dora introduces her upcoming Cleveland summit, focused on practical sales training for women entrepreneurs. Shannon’s Testimonial for Dora’s Methods (00:24:23) Shannon shares her personal success using Dora’s sales techniques, endorsing the summit. Sales vs. Marketing: Key Differences (00:25:55) Dora explains the difference between sales and marketing, and the need for both in business growth. Wrap-Up & Final Thoughts (00:28:05) Closing remarks, gratitude, and encouragement to connect further with resources and future events. /episode/index/show/happyhourpodcast/id/40303530

EP 259 Should You Have a Co-Host in Your Retreat Business? 02/26/2026

EP 259 Should You Have a Co-Host in Your Retreat Business? Partnerships can be powerful… and they can also quietly wreck your retreat business. In this episode, Shannon Jamail breaks down one of the most common questions retreat leaders ask: Should you have a co-host? After being asked this question during a keynote in LA, Shannon’s immediate answer-“Don’t.”-got a laugh… and opened the door to a real conversation retreat leaders need to hear. Shannon shares the good, the bad, and the expensive lessons she learned from early partnerships, including a situation involving copied content and the painful reality that trust is not a strategy. She explains why many retreat leaders pursue co-hosts for the wrong reasons, how “fine” partnerships still create unnecessary complexity, and the exact 3-step vetting system she now uses before partnering with anyone. If you’ve ever considered a co-host because you’re nervous, overwhelmed, or hoping it will make marketing easier-this episode will save you time, money, and headaches. Key Takeaways A co-host is shared leadership-not an assistant, not emotional support, and not a shortcut to sales. Partnerships multiply everything, including tension, misalignment, and risk. “Trust” alone is not a strategy-especially when your reputation is tied to someone else’s integrity. You need a real vetting process before partnering, not just good vibes on Zoom. If roles, money, ownership, and exit plans aren’t in writing, you’re building a future mess. Many retreat leaders need support systems (contractors/team), not a co-host. Build your retreat business solo first when possible-partner from strength, not dependence. Shannon’s 3-Step Vetting System (Quick List for Skimmers) Step 1: Know their full history Proof, testimonials, real work, integrity, originality. Step 2: Meet in person Stress reveals everything. Watch how they handle pressure. Step 3: Get crystal clear in writing Roles, money, decision-making, list ownership, IP, exit plan. The Retreat Leaders Podcast Resources and Links: 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: First Partnership Mistake (00:01:24) Shannon shares her first negative partnership experience, including issues of trust and intellectual property theft. Common Early Partnership Pitfalls (00:02:28) Discussion of new retreat leaders teaching prematurely and the risks of partnering with inexperienced people. Red Flags & Consequences (00:03:24) Details on noticing odd behaviors, content theft, and fraudulent activity by a partner. The Importance of Trust & Reputation (00:05:14) Emphasizes how a partner’s integrity affects your business and reputation. Eroding Partnerships & Complexity (00:06:11) Describes partnerships that fade due to misalignment and how “fine” isn’t good enough in retreat businesses. When Not to Co-Host (00:07:19) Advice on reasons not to seek a co-host, such as fear or seeking shortcuts. Retreat Industry Forum Announcement (00:08:30) Brief promotion of the upcoming Retreat Industry Forum event. Shared Leadership & Vetting System Introduction (00:09:32) Explains the need for structure in partnerships and introduces her three-step vetting system. Step 1: Verify History & Credibility (00:10:32) Importance of knowing a potential partner’s full history and verifying their claims. Step 2: Meet in Person (00:11:36) Stresses the necessity of in-person meetings to assess real compatibility and leadership under pressure. Step 3: Clear Roles & Contracts (00:13:28) Outlines the need for crystal-clear roles, responsibilities, and written contracts in partnerships. When Partnerships Make Sense (00:16:31) Describes scenarios where co-hosting is beneficial and when hiring contractors is preferable. Solo First, Partner from Strength (00:17:34) Encourages building a solo retreat business before partnering, to ensure strength and independence. Closing Thoughts & Invitation (00:18:56) Final advice on protecting your business and invitation to the Retreat Industry Forum. Outro & Resources (00:19:17) Instructions to subscribe, leave a review, and access free resources. /episode/index/show/happyhourpodcast/id/40206045

A Special Edition: A Fireside Chat about The Retreat Industry Forum with Alison, Erin & Shannon 02/18/2026

A Special Edition: A Fireside Chat about The Retreat Industry Forum with Alison, Erin & Shannon 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 — it’s a growth accelerator The power of investing in events (and the real ROI that follows) High-caliber speakers with proven track records The importance of treating retreats like a business Technology, AI, and SEO shaping the future of the industry The synergy and collaboration behind the Forum itself Early planning conversations for 2027 If you’re serious about growing your retreat business and surrounding yourself with leaders who are playing at a higher level - this episode will show you why the Retreat Industry Forum is different. Key Takeaways The Retreat Industry Forum is attracting experienced, growth-focused retreat leaders. High-level networking creates exponential business returns. Investing in events often yields significantly higher ROI than expected. Professional standards matter — retreats must operate like businesses. AI, SEO, and technology are shaping the next phase of retreat visibility. Collaboration and in-person relationships accelerate opportunity. The Forum is about elevation — not entry-level learning. The Retreat Leaders Podcast Resources and Links: : Retreat Business Marketing 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 Fireside Chat Introduction (00:00:55) Shannon previews the fireside chat with Alison and Aaron about the upcoming Retreat Industry Forum in Denver. Forum Purpose & Audience (00:02:02) Discussion on the Retreat Industry Forum’s focus on seasoned retreat professionals and what sets it apart from other events. Shift in Attendees & Market Gap (00:03:35) Noticing a shift toward experienced attendees and identifying the lack of advanced spaces for established retreat leaders. Value of Being an Attendee (00:07:15) Exploring the benefits of attending events as a participant versus as a speaker, including networking and business growth. Investment & Value Proposition (00:12:13) Emphasizing the importance of investing in high-quality events and the return on investment for attendees. Speaker Selection & Event Quality (00:13:05) Explaining the intentional recruitment and payment of expert speakers to ensure high-caliber content and credibility. Opportunities for Future Speakers (00:15:49) Clarifying the process for becoming a future speaker and the importance of first attending and engaging with the forum. Power of In-Person Collaboration (00:17:09) Sharing personal stories of how in-person investments and collaborations led to meaningful partnerships and growth. Commitment & Decision-Making (00:19:09) Discussing the necessity of decisive action and commitment to personal and professional growth through event participation. Synergy & Magic of Collaboration (00:22:12) Reflecting on the unique synergy among the hosts and the “magic” that emerges from curated, high-level gatherings. Diversity in the Retreat Industry (00:24:19) Highlighting the wide range of retreat types and the inclusive, non-gendered, and non-wellness-specific nature of the forum. Technology, AI, and Industry Evolution (00:25:10) Addressing the impact of AI, SEO, and technology on retreat business visibility and the need to adapt to new trends. Business Mindset in Retreats (00:28:59) Advocating for treating retreats as serious businesses, not just passion projects, and integrating standard business practices. Profit, Impact, and Industry Elevation (00:30:53) Encouraging profit as a means to greater impact, and challenging the stigma around making money in the retreat industry. Professionalism & Structure (00:31:55) Describing the forum’s professional approach, honoring agreements, and the importance of structure and accountability. Networking & Attendee Caliber (00:33:54) Anticipating high-level networking and the value of relationships formed among experienced, successful attendees. Call to Action & Forum Expansion (00:35:04) Encouraging listeners to join, envisioning business growth, and announcing future forums in Paris and other locations. Podcast Closing (00:35:54) Shannon wraps up, inviting listeners to subscribe, review, and access free resources for retreat leaders. /episode/index/show/happyhourpodcast/id/40128525

EP 258 What I Wish I Had Done Differently When I First Built My Retreat Business 02/12/2026

EP 258 What I Wish I Had Done Differently When I First Built My Retreat Business 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, sustainable, and aligned - not just pretty and stressful. What You’ll Learn in This Episode Why unclear audience messaging makes retreats harder to sell How overbuilding your retreat actually weakens the experience Why marketing needs to start earlier than you think The real cost of underpricing and discounting Why doing everything alone hurts both you and your guests The mistakes I see retreat hosts repeat - and how to course-correct The Retreat Leaders Podcast Resources and Links: 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 Request for Reviews & Episode Overview (00:00:59) Shannon asks listeners to leave reviews and previews the episode’s focus on mistakes and lessons learned. Learning from Mistakes in Business (00:02:24) Emphasizes the value of learning from mistakes and introduces the main theme: what she wishes she’d done differently. Mistake #1: Lack of Clarity on Ideal Guest (00:03:27) Discusses the importance of defining your ideal retreat guest and the exhaustion from being too broad. Mistake #2: Overbuilding the Retreat Experience (00:06:32) Warns against overpacking retreat agendas, stressing the need for downtime and integration. Mistake #3: Marketing Too Late (00:10:43) Explains why marketing should start before all details are finalized, using her France retreat as an example. Mistake #4: Ineffective Use of Ads (00:13:58) Advises testing content organically before spending on ads to avoid wasting money. Mistake #5: Pricing for Comfort, Not Sustainability (00:14:54) Urges pricing retreats for sustainability, not just to fill spots, and explains the pitfalls of discounting. Mistake #6: Not Asking for Support Early Enough (00:18:50) Shares the importance of hiring help for logistics, food, and guest relations to avoid burnout. Common Mistake #1: Treating Retreats as One-Off Events (00:22:41) Highlights the value of making retreats part of a larger business ecosystem, not just single events. Common Mistake #2: Discounting to Fill Spots (00:23:41) Reiterates the damage discounting does to brand and guest alignment. Common Mistake #3: Weak Boundaries and Vague Policies (00:24:37) Stresses the need for clear boundaries, cancellation policies, and personal space for leaders. Common Mistake #4: Copying Other Retreats (00:27:28) Encourages originality and authenticity instead of copying others’ retreat formats. Common Mistake #5: Waiting for Confidence Before Acting (00:28:36) Explains that confidence is built through action, not as a result of success. Final Reflections and Takeaways (00:30:43) Summarizes key lessons: aim for clarity, sustainability, and alignment, and learn from mistakes. Closing and Call to Action (00:31:47) Thanks listeners, encourages sharing, and provides resources for further support. /episode/index/show/happyhourpodcast/id/39899890

EP 257 Belonging Is the New Luxury: Why Retreats Matter More Than Ever with Dan Berger 02/05/2026

EP 257 Belonging Is the New Luxury: Why Retreats Matter More Than Ever with Dan Berger 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 Why small, intimate spaces outperform big, flashy experiences How retreat leaders can design environments that feel safe, connective, and meaningful And why belonging—not content—is what people are actually paying for This is a grounded, honest conversation about the responsibility retreat leaders hold and the opportunity they have to create spaces that genuinely change lives. What You’ll Learn in This Episode Why people aren’t craving more content—they’re craving connection How Dan’s “belonging tank” framework applies directly to retreat design The four belonging personas every retreat leader should understand Why men’s retreats and men’s groups are more needed now than ever How intentional hospitality creates trust, safety, and transformation What post-COVID human connection really looks like (and why retreats are booming) Notable Concepts Discussed The “Belonging Crisis,” especially among men Retreats as containers for community, not just experiences Small-group power vs. large-scale events Ethical considerations around AI and preserving human-made experiences Designing spaces that do the emotional work before the programming begins Email Dan to get a free copy of his book, or to book his amazing retreat center and get a 3rd night free: Buy Dan’s Book here: About Dan Berger Dan J. Berger is the author of The Quest: The Definitive Guide to Finding Belonging, and the CEO of Assemble Hospitality Group. He previously sold his SaaS company, Social Tables, for $100M. He lives in Boise, ID with his wife and daughter. Connect with Dan here: The Retreat Leaders Podcast Resources and Links: 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 Dan’s Background and Journey (00:01:22) Dan shares his personal history, adoption, move from Israel, hospitality career, and founding a software company. Writing the Book on Belonging (00:02:01) Dan discusses writing his book about belonging and its self-help/academic approach. Importance of Belonging in Retreats (00:03:01) Shannon and Dan explore why belonging is central to retreats and how retreats foster community. Men’s Groups and Community Building (00:04:10) Dan describes his men’s group, its structure, and how it builds ongoing relationships. Men’s Belonging Crisis (00:05:53) Dan addresses the challenges men face with belonging, emotional expression, and the need for safe spaces. Retreats as Solutions for Men (00:08:13) Discussion on how retreats can help men, and Dan’s hesitation about hosting men’s retreats. Benefits of Extended Retreats (00:09:10) Shannon explains the deeper impact of multi-day retreats versus short meetings. Belonging Frameworks for Retreats (00:09:48) Dan introduces two frameworks from his book: the “belonging tank” and four belonging personas. Book Offer and Belonging Differences (00:12:09) Dan offers a free book to listeners and discusses gender differences in belonging. Motivation for Opening a Retreat Center (00:13:59) Dan explains his shift from corporate retreats to opening a dedicated retreat facility. Design and Features of The Symbol Boise (00:17:25) Dan details the layout, amenities, and unique aspects of his Boise retreat center. Transparency and Marketing for Retreat Leaders (00:18:40) Shannon praises the clarity and marketing of Dan’s facility for retreat organizers. Special Offer for Retreat Leaders (00:19:41) Dan shares a booking discount and explains the profitability and versatility of his space. Closing and Resources (00:21:00) Shannon wraps up, shares links to Dan’s resources, and thanks him for joining. /episode/index/show/happyhourpodcast/id/39827145

EP 256 Building Pilates Retreats in Europe: Creativity, Logistics, and Expansion with Bessie Refalo 01/29/2026

EP 256 Building Pilates Retreats in Europe: Creativity, Logistics, and Expansion with Bessie Refalo 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 persistence, adaptability, and thinking beyond traditional retreat models. Shannon and Bessie also discuss the rapid growth of the wellness retreat industry, the realities of hosting retreats in Europe, and why networking, flexibility, and on-the-ground familiarity are essential for successful international retreats. This episode is a must-listen for retreat leaders who want to expand internationally, host niche retreats, or navigate complex logistics without giving up on their vision. Key Takeaways Niche retreats (like reformer Pilates) require creativity, persistence, and flexibility. Hosting retreats with specialized equipment presents challenges - but solutions exist. Europe offers strong appeal for US-based retreat guests due to accessibility and travel interest. Building relationships with local studios and partners is key to international retreat success. Logistics, cultural differences, and local business hours matter more than most hosts expect. Networking and in-person learning accelerate retreat growth and confidence. Fully booked retreats are built through clarity, demand, and aligned offerings - not shortcuts. About Bessie Refalo Bessie Refalo is a yoga and Pilates instructor and retreat leader specializing in wellness retreats that combine movement, travel, and intentional experiences. Known for her innovative approach to reformer Pilates retreats, Bessie creates immersive international retreats that prioritize high-quality instruction, thoughtful locations, and meaningful connection. Connect with Bessie here: The Retreat Leaders Podcast Resources and Links: 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 Bessy’s Background and Journey (00:01:36) Bessy shares her background, the Bessy Raffaello Method, and her entry into retreats. Launching Retreats with Limited Resources (00:02:21) Discussion on starting retreats without a clear blueprint or abundant resources. Personal Motivation and Reformer Retreat Challenges (00:03:04) Bessy describes her inspiration and the unique challenges of hosting reformer Pilates retreats. Finding Venues and Logistics of Reformers (00:04:03) Exploring the difficulty of finding venues with reformer machines and the logistics involved. Pilates Reformer Popularity and Industry Growth (00:06:15) Conversation about the booming Pilates and wellness industry and its opportunities. Venue Search and Forming Partnerships (00:07:36) Bessy details her search for venues, challenges with unresponsive owners, and finding her business partner in Portugal. First Retreat Execution and Overcoming Obstacles (00:09:12) How Bessy and her partner transported reformers and handled unexpected issues during their first retreat. Expanding to Italy and Other Locations (00:10:00) Bessy discusses finding a unique venue in Italy and her desire to expand to more locations. Retreat Industry Forum Announcement (00:11:36) Shannon announces the upcoming Retreat Industry Forum event in Denver. Venue Owner Mindset and Cultural Differences (00:13:27) Discussion about the challenges of working with European venues and cultural differences in business practices. Importance of Site Visits and Local Culture (00:15:19) Advice on visiting retreat locations and understanding local customs and schedules. Budgeting and Financial Realities (00:17:14) Bessy shares lessons on budgeting, accounting for lost income, and the importance of honest financial planning. Retreat Agenda Planning and Avoiding Over-Scheduling (00:19:21) Tips on not overpacking retreat agendas and allowing space for rest and integration. Group Energy and Audience Fit (00:21:32) The importance of group dynamics, attracting the right participants, and managing energy drains. Attracting and Repelling the Right Clients (00:23:27) Shannon and Bessy discuss the value of attracting ideal clients and repelling those who aren’t a good fit. Investing in Training and Community (00:24:21) Bessy reflects on the value of attending workshops, investing in herself, and connecting with like-minded leaders. Upcoming Retreats and Availability (00:28:20) Bessy shares details about her upcoming Portugal and Italy retreats, including availability and unique features. Closing and Contact Information (00:31:16) Shannon and Bessy wrap up, discuss future collaborations, and share how listeners can connect. /episode/index/show/happyhourpodcast/id/39509015

EP 255 Building a Soul-Led Retreat Business While Working Full-Time with Amy Jaggers 01/22/2026

EP 255 Building a Soul-Led Retreat Business While Working Full-Time with Amy Jaggers 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 discuss long-term vision, retreat center dreams, the power of visualization, and why retreat leaders must invest in their own development before leading others. This episode is especially powerful for retreat leaders who are still in a full-time job but feel deeply called to build something meaningful and sustainable on the side. Key Takeaways You can build a retreat business while working full-time — with structure and boundaries. Integrating wellbeing and mindfulness into your day job can strengthen both worlds. Visual planning, time blocking, and templated systems are essential for sustainability. Soul-led work doesn’t require quitting your job overnight — small, consistent steps matter. Investing in your own training and leadership development is non-negotiable as a retreat host. Long-term visions (like owning a retreat center) are built through patience and intention. Familiarity with your retreat location is a key marker of responsible leadership. About Amy Jaggers Amy Jaggers is a coach and facilitator who helps professionals turn awareness into meaningful action through coaching, meditation, retreats, and facilitated circles. Her work creates intentional space for individuals to pause, reconnect, and step off autopilot, supporting greater balance, clarity, and purpose. Amy’s approach is grounded in building resilience and helping people live and lead with greater intention in both their personal and professional lives. Connect with Amy here: and check out her retreat here: The Retreat Leaders Podcast Resources and Links: 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 Amy’s Background & Soul Work (00:01:17) Amy shares her professional background, her focus on mindfulness, and her retreat and wellbeing circles. Balancing Full-Time Work & Retreat Business (00:02:09) Discussion on juggling a full-time job with building a retreat business, and integrating soul work into her career. Wellbeing Circles at Work (00:03:13) Amy explains hosting wellbeing circles for colleagues and how it supports both her job and retreat business. Challenges & Boundaries (00:04:41) Amy discusses the importance of schedules, boundaries, and processes to balance both roles. Finding Fulfillment in Both Roles (00:05:06) Amy reflects on the fulfillment she gets from both her day job and her retreat business. Target Audience & Their Needs (00:06:25) Amy describes her colleagues’ challenges and the need for wellbeing practices. Scheduling & Time Management Practices (00:08:29) Amy shares her practical strategies for managing time and tasks for her soul business. Retreat Industry Forum Announcement (00:10:00) Shannon promotes the upcoming Retreat Industry Forum event in Denver. Long-Term Goals & Vision (00:11:33) Amy outlines her goal to own a retreat venue and her vision for the future. Visualization & Vision Boards (00:12:33) Shannon and Amy discuss the power of vision boards, drawing out goals, and visual manifestation. Hospitality Background & Inspiration (00:14:08) Amy talks about her hospitality experience and how it informs her retreat vision. Vision Board Workshop & Manifestation (00:14:38) Amy mentions her upcoming vision board workshop and the importance of seeing goals regularly. Visualization Practices for Success (00:15:33) Shannon shares techniques for visualizing and feeling future success. Building the Soul Business Step by Step (00:17:06) Amy and Shannon discuss the importance of incremental progress and baby steps. Investing in Education & Training (00:18:16) Amy emphasizes the value of professional training and investing in oneself as a retreat leader. Networking & Community in Retreat Leadership (00:19:51) Amy highlights the benefits of networking and community from attending workshops and trainings. Professionalism & Industry Standards (00:21:38) Amy calls for higher standards and more rigor in retreat leadership training. Upcoming Retreat Details (00:23:14) Amy shares details about her next retreat in Menorca, its focus, and why she chose the location. Choosing a Safe & Familiar Retreat Location (00:25:55) Shannon and Amy discuss the importance of hosting retreats in places that feel safe and familiar, especially for first international events. Episode Wrap-Up & Contact Info (00:27:47) Shannon thanks Amy, provides info for listeners, and closes the episode. /episode/index/show/happyhourpodcast/id/39508790

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