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/

EP 282 Why Live Music and Art Make Retreats More Powerful with Christine Baird 09/03/2026

EP 282 Why Live Music and Art Make Retreats More Powerful with Christine Baird What makes a retreat unforgettable? It is rarely just the itinerary. It is the feeling. The energy in the room. The moments guests did not expect. In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with Austin-based singer, songwriter, and musician Christine Baird to talk about the role of live music, art, and real human connection in creating transformational retreat experiences. Christine has performed at multiple retreats hosted by Shannon, and together they explore why live music brings something to a retreat that a playlist, a screen, or even AI-generated music simply cannot replicate. They discuss how music and art can shift the energy of a room, help guests become more present, create emotional anchors, and turn a good retreat into something people remember long after they leave. The conversation also dives into why live, in-person experiences are becoming even more valuable in a fast-moving AI world. As technology gets better at creating content, music, images, and experiences digitally, the value of real human energymay actually increase. If you are a retreat leader looking for creative retreat activities, ways to improve your guest experience, or ideas that help your retreat stand out, this episode will make you think differently about what belongs on your itinerary. In This Episode You'll Learn Why live music can elevate a retreat experience How art and creativity support deeper connection Why guests remember feelings more than schedules How music can help people become more present The difference between recorded or AI-generated music and a live human performance Why in-person experiences are becoming more valuable in the AI era How retreat leaders can use music and art to create emotional anchors Why creative retreat activities can improve guest satisfaction, referrals, and repeat attendance Key Takeaways Retreats Are Felt, Not Just Attended Your guests may forget the exact order of the workshops. They will remember how the experience made them feel. Live Music Changes the Room There is something different about having a real person creating music in real time. Guests feel the energy, imperfection, emotion, and connection. AI Can Create Music. It Cannot Recreate Human Presence. Technology can create incredibly impressive music. What it cannot reproduce is the shared experience of being in a room with another human being creating something live. Art Creates Emotional Anchors A song, painting, creative workshop, or shared artistic experience can become one of the strongest memories someone takes home from a retreat. Retreat Leaders Should Think Beyond Content You do not need another workshop just because there is an empty hour on the schedule. Sometimes the better choice is music, art, nature, conversation, or simply space to experience the moment. About Christine Baird Christine Baird is a singer, songwriter, and musician whose career has taken her from musical theatre to the Montreux Jazz Festival, from wedding singing in New York City to pursuing her solo career in Austin, Texas. She has performed with Sofar Sounds in New York, Los Angeles, and Austin and was recruited as a contestant for Season 26 of NBC’s The Voice. Christine has opened for acclaimed artists including Morgan James at Austin’s legendary Antone’s Nightclub and Texas artist Red Shahan at Salt Lake City’s Garage on Beck. Her vocals have also been featured on popular EDM tracks that have generated more than 13 million streams. Learn more at Instagram: @christinebairdmusic The Retreat Leaders Podcast Resources and Links: My two favorite social media tools: and 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 (00:00:02) Host Shannon Jamaal introduces the podcast for visionary coaches and healers, welcoming guest Christine Baird to the show. How Shannon Met Christine (00:01:39) Shannon shares how she discovered Christine's magical voice at a winery and was so moved she hired her for retreats. Live Music vs. AI (00:03:35) The conversation explores how live music offers an emotional, human experience that AI-generated music simply cannot replicate. The Effort and Authenticity of Singing (00:04:36) Christine explains that singing is a physical, emotional effort, an instrument from within the body, unlike AI's effortless polish. The Human Brain is Rejecting AI (00:07:43) Shannon and Christine discuss how people are subconsciously starting to recognize and dismiss content created by artificial intelligence. Christine's Musical Journey (00:09:20) Christine shares her background, from musical theater in New York to finding her authentic voice and moving to Austin. The Power of Music at Retreats (00:13:30) Christine discusses how live music's frequency can literally change the biology and energy of a room and its attendees. Creating a Transformative Experience (00:17:40) Shannon praises Christine's ability to engage the crowd, giving them permission to dance, sing, or simply listen and feel. Christine's Long-Term Dreams (00:19:36) Christine shares her vision of connecting with large audiences, aiming to create uplifting experiences rather than just seeking fame. Dealing with Haters and Criticism (00:22:20) The discussion turns to handling online negativity and how life experience builds the strength to stay authentic despite criticism. The Unnatural Nature of Online Comments (00:26:49) Christine shares the perspective that comment sections are unnatural because humans were not designed to hear everyone's unfiltered thoughts. Favorite Music and Original Songs (00:29:48) Christine talks about her love for 70s and 80s music and her process of incorporating her original songs into sets. The Importance of Presence in Performance (00:33:12) Christine explains that staying present and authentic during a performance is key to creating a genuine emotional connection with the audience. /episode/index/show/happyhourpodcast/id/42422860

EP 281 How Retreat Leaders Can Create Lasting Transformation with Lauren Tedeschi 08/27/2026

EP 281 How Retreat Leaders Can Create Lasting Transformation with Lauren Tedeschi What if the most powerful part of your retreat isn't what happens during the retreat-but what happens before and after? In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with author, certified life coach, and wellness mentor Lauren Tedeschi to explore how retreat leaders can create deeper, longer-lasting transformation by embracing Lauren's Still Momentum framework. Inspired by her new book, Still Momentum: How to Heal and Thrive at the Same Time, Lauren shares why stillness isn't about doing less-it's about becoming more intentional. In a world that constantly encourages us to consume more, do more, and move faster, she explains how creating moments of pause can actually help people move forward with greater clarity and purpose. Together, Shannon and Lauren discuss how retreat leaders can weave Still Momentum into every stage of the retreat experience-from preparing guests before they arrive, to creating meaningful moments during the retreat, and continuing the transformation long after everyone goes home. If you're looking for ways to create retreats that leave a lasting impact instead of a temporary emotional high, this conversation is full of practical ideas and inspiration. In This Episode You'll Learn: How to create lasting transformation through your retreats Why retreat experiences should begin before guests arrive Simple ways to support guests after your retreat ends How the Still Momentum framework strengthens the retreat experience Why stillness and progress can exist together How to deepen guest relationships beyond the retreat weekend Why intentional follow-up creates stronger communities and repeat guests Whether you're hosting wellness retreats, leadership retreats, women's retreats, or personal development experiences, this episode will help you design retreats that continue changing lives long after checkout. What You'll Learn How to create transformational retreats Retreat follow-up strategies that build long-term relationships Why pre-retreat preparation matters How to improve the guest experience before, during, and after your retreat Ways to increase retreat guest engagement How retreat leaders can create lasting transformation Why stillness is becoming more valuable in today's AI-driven world Key Takeaways Transformation Doesn't End at Checkout The most impactful retreats continue long after guests return home. Intentional follow-up helps participants integrate what they've learned into everyday life. Stillness Creates Clarity In a world filled with constant notifications, AI, and endless information, stillness has become one of our greatest competitive advantages. Retreats Should Start Before Arrival Preparing guests emotionally and mentally before they arrive creates a more meaningful retreat experience from day one. Retreat Leaders Build Community, Not Just Events The strongest retreat businesses don't end when the retreat ends. They create ongoing relationships that keep guests connected and engaged. Momentum Doesn't Always Mean More Action Sometimes the greatest progress happens when we slow down enough to hear what matters most. About Lauren Tedeschi Lauren Tedeschi is the author of Still Momentum: How to Heal and Thrive at the Same Time, a certified life coach, wellness mentor, and creator of the Still Momentum Experience. With a background in leadership development, professional coaching, and transformational facilitation, Lauren helps individuals and retreat leaders create experiences that inspire meaningful, lasting change. Drawing from both her professional expertise and personal journey, Lauren teaches that stillness and momentum are not opposites - they can exist together. Through her book, speaking engagements, workshops, and immersive experiences, she helps people pause with purpose, reconnect with themselves, and move forward with greater clarity, confidence, and intention. Learn more at Grab your free resource at: The Retreat Leaders Podcast Resources and Links: My two favorite social media tools: and 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 Lauren Tedeschi (00:00:52) The host introduces guest Lauren Tedeschi, author of "Still Momentum," a life coach, and creator of the Still Momentum experience. Lauren's Background and Life (00:02:13) Lauren shares where she's from, her family life, and her current passion for life at age 58. Connecting Through Marathons (00:02:42) The host and guest discuss their shared interest in marathons and how their approach to running has changed with age. What is Still Momentum? (00:04:42) Lauren explains her core concept: embracing pauses and slowing down, realizing stillness is what makes meaningful momentum possible. The Power of Stillness in Practice (00:05:59) The host relates the concept to her own yoga journey, moving from intense "yang" practices to slower "yin" styles. Incorporating Still Momentum into Retreats (00:07:47) Lauren discusses how the concept of stillness, similar to savasana in yoga, can be a powerful tool in retreat experiences. The Origin of Still Momentum (00:09:22) Lauren shares her personal journey from a fast-paced corporate career to discovering the power of slowing down after having children. Personal Health Journey (00:10:52) Lauren details her experiences with cancer and the resulting anxiety and depression, which forced her to embrace stillness and wellness. Finding Peace in Stillness (00:14:45) Lauren recounts her transformative 30-day yoga training in Greece, where she learned to be comfortable as a "student of stillness." Designing In-Person Experiences (00:17:17) Lauren explains how she wrote her book for her younger self and now creates workshops and a retreat framework for women. The Still Momentum Framework for Retreats (00:18:53) Lauren describes her framework, designed to add depth to retreats and provide a common language for participants before, during, and after. How to Work with Lauren (00:21:52) Lauren outlines the three ways retreat leaders can work with her: done-for-you, done-with-you, or training to implement the framework themselves. Transitioning from Host to Mentor (00:26:20) The host and guest discuss their shared transition from leading many retreats to empowering other leaders with their expertise and frameworks. The Business and Humanity of Retreats (00:29:46) A discussion on balancing the need for profitability with the human-centric, healing purpose of hosting transformative retreat experiences. Finding Your Unique Stillness (00:39:22) Lauren shares how her yoga training changed her life and encourages listeners to find their own unique form of stillness. Where to Find Lauren's Work (00:33:57) Lauren provides her website, mentions a free PDF for listeners, and shares that her book is available on Amazon. /episode/index/show/happyhourpodcast/id/42423105

EP 280 The Fastest Way to Build a Profitable Retreat Business with Shari Leid 08/20/2026

EP 280 The Fastest Way to Build a Profitable Retreat Business with Shari Leid What if the fastest way to grow your business wasn't working harder-but learning from someone who's already done it? In this episode of The Retreat Leaders Podcast, Shannon Jamail sits down with Shari Leid, internationally recognized keynote speaker, author, and entrepreneur, for a conversation about one of the most overlooked business skills: knowing when to ask for help. Shari has built an incredible career as a professional speaker, but like many entrepreneurs, she wanted to diversify her business by adding memberships and retreats as recurring revenue streams. Instead of trying to figure it out alone, she invested in learning from someone already doing it. She reached out to Shannon for coaching, attended the Retreat Industry Forum in Denver, and ultimately booked Retreat Ranch for her upcoming retreats. This episode isn't just about retreats. It's about humility. It's about investing in yourself. It's about surrounding yourself with people who have already solved the problems you're trying to solve. If you're an entrepreneur who wants to host retreats profitably, this conversation will encourage you to stop reinventing the wheel and start accelerating your growth. In This Episode You'll Learn: Why successful entrepreneurs ask for help sooner rather than later How to turn retreats into recurring revenue Why adding retreats can strengthen your existing business The value of learning from experienced retreat leaders How coaching and proximity accelerate business growth Why getting in the room matters more than consuming content online The mindset shift that separates successful entrepreneurs from struggling ones Whether you're a coach, speaker, consultant, author, or entrepreneur exploring retreats as a new revenue stream, this episode offers practical wisdom that can save you years of trial and error. What You'll Learn How to make money with retreats How to turn retreats into recurring revenue Why coaching accelerates business growth The power of mentorship and proximity Why entrepreneurs should invest in learning before launching retreats How to avoid common retreat mistakes Why asking for help is a business advantage-not a weakness Key Takeaways The Best Entrepreneurs Don't Go It Alone Successful business owners know they don't need to be the expert in everything. They find people who already are. Retreats Can Become a Powerful Revenue Stream When done strategically, retreats don't just create unforgettable experiences-they can become a profitable extension of your existing business. Learn From Someone Else's Mistakes Experience is valuable. Borrowing someone else's experience is even more valuable. Proximity Accelerates Growth Books, podcasts, and courses are helpful. But getting in the room with experienced entrepreneurs changes everything. Retreats Should Support Your Business-Not Distract From It The best retreat leaders don't create retreats because they're trendy. They create them because they align with their expertise, audience, and long-term business strategy. About Shari Leid Shari Leid is an internationally recognized keynote speaker, author, entrepreneur, and founder dedicated to helping people create meaningful lives and businesses through connection, courage, and intentional growth. As she expands her business to include memberships and transformational retreats, Shari demonstrates exactly what lifelong learning looks like: investing in mentorship, surrounding yourself with experts, and taking action. Learn more at: The Retreat Leaders Podcast Resources and Links: My two favorite social media tools: and 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 Sherry Lead (00:00:52) Host Shannon Jamaal welcomes guest Sherry Lead, an attorney turned author, speaker, and now retreat leader, to the podcast. Sherry's Journey into Retreats (00:02:04) Sherry explains why she sought mentorship to add retreats to her business, aiming for more stable revenue than speaking alone. Adding New Revenue Streams (00:05:06) The discussion highlights the power of adding memberships and in-person experiences like retreats to grow a coaching or speaking business. The Power of a Portfolio Career (00:06:32) Sherry explains how different business avenues like speaking, memberships, and retreats can all support and feed into each other. Learning at The Forum (00:08:44) Sherry shares her experience attending a retreat leader forum, emphasizing the value of learning from experts with different business models. Finding Your Unique Retreat Style (00:10:48) The importance of authenticity is discussed; your retreat should match your personality to attract the right people and feel genuine. The Retreat Leader Mastermind (00:12:14) Shannon announces her upcoming mastermind event, designed to help retreat leaders with marketing, profitability, and building a supportive community. Sherry's Retreats for Women (00:18:09) Sherry describes her women-only retreats, which focus on creating deeper connections to self, career, and community for up to ten women. The "Flip" Framework (00:18:46) Sherry shares her personal story and the "Flip" framework she created to help people establish connection and a sense of belonging. A Gift for the Audience (00:21:51) Sherry offers listeners a free "Flip" app on her website to help them practice and improve their connection skills. /episode/index/show/happyhourpodcast/id/42422625

EP 279 The Difference Between Successful Retreat Leaders and Everyone Else 08/13/2026

EP 279 The Difference Between Successful Retreat Leaders and Everyone Else Why do some retreat leaders build thriving businesses while others give up after one launch? It's usually not because they're better marketers. It's not because they have a bigger audience. And it's rarely because they have the perfect retreat. It's because they keep showing up. In this solo episode, Shannon Jamail shares one of the biggest mindset shifts every retreat leader needs to hear: success doesn't come from avoiding failure-it comes from refusing to quit. Using Thomas Edison's famous light bulb story as a starting point, Shannon explains why silence, slow sales, and objections aren't signs your retreat is failing. They're simply part of building a business. If you're wondering whether your retreat is worth continuing to promote, this episode is your reminder to keep going. In This Episode You'll Learn: Whether you're planning your first retreat or you've been leading retreats for years, this episode will encourage you to keep showing up-even when it feels like no one is watching. Key Takeaways Silence Isn't Failure A quiet week doesn't mean your retreat won't fill. It means your marketing is still working its way through the process. Don't Confuse Feedback With Failure A "no" is information. A slow launch is information. Use it to improve-not to quit. The Best Retreat Leaders Stay Visible People rarely book after seeing your retreat once. Consistency builds familiarity, trust, and eventually bookings. Success Belongs to Those Who Keep Going Every successful retreat leader has experienced objections, slow sales, and moments of doubt. The difference is they kept showing up. Your Future Guests Can't Book a Retreat They Never See Visibility isn't a one-time event. It's a habit. Subscribe: | | --------- TIMESTAMPS The Real Reason You're Losing Money (00:00:55) Shannon reveals the biggest mistake retreat leaders make: they stop showing up and promoting their offerings too soon. The Thomas Edison Analogy (00:01:09) Using Thomas Edison's persistence, Shannon illustrates the importance of viewing "no's" and objections as data, not failure. Handling Rejection and Feedback (00:02:17) Shannon discusses why retreat leaders spiral after rejection and encourages them to see feedback as data points for improvement. Refining Your Message (00:03:23) Instead of giving up, leaders should analyze feedback to refine their messaging and better communicate their retreat's core transformation. Silence is Not a Verdict (00:04:43) Shannon emphasizes that a lack of sign-ups isn't a reason to quit, but a signal to analyze your messaging. The Power of Desire Over Objections (00:06:02) When a potential client truly desires the transformation you offer, objections like price or time become irrelevant. A Personal Story of Persistence (00:07:05) Shannon shares her personal story of overcoming financial and time objections to attend a retreat in France she truly valued. The Dangers of a Scarcity Mindset (00:09:04) Operating from a place of fear and scarcity will sabotage your efforts and be felt by your potential clients. The Key to Success: Show Up (00:10:01) Shannon reiterates that consistently showing up with belief in your offering is what leads to registrations and a successful business. Common Visibility Mistakes (00:11:04) Many leaders fail because their retreat is hard to find online and their messaging isn't clear to their ideal client. Borrowing Belief from Others (00:11:55) Shannon advises getting into rooms with successful peers to borrow their belief and strengthen your own resolve to succeed. /episode/index/show/happyhourpodcast/id/42301400

EP 278 Welcome to a New Season of The Retreat Leaders Podcast 08/06/2026

EP 278 Welcome to a New Season of The Retreat Leaders Podcast Welcome to a brand-new season of The Retreat Leaders Podcast. This episode is a little different. Instead of diving into retreat marketing strategies or interviewing a guest, Shannon shares exciting updates about the future of the podcast, reflects on the incredible community that has helped grow the show into the top 2% of podcasts globally, and gives listeners a preview of what's ahead. The biggest change? The podcast is leveling up. Going forward, most interviews will be recorded in person from Shannon's new podcast studio in Austin, Texas. The goal is to create deeper conversations, stronger connections, and even more valuable content for retreat leaders and entrepreneurs. If you have expertise that can help retreat leaders build better retreats or more profitable businesses, Shannon would love to hear from you. Guests are welcome to apply if they're willing to travel to Austin. There will also be a limited number of special on-location episodes featuring unique retreat venues, extraordinary retreat experiences, and innovative concepts that can inspire retreat leaders around the world. Most importantly, this episode is a heartfelt thank-you to every listener who has shared an episode, left a review, attended a mastermind, or simply kept coming back each week. The next goal? The top 1%. And Shannon hopes you'll be part of the journey. In This Episode You'll Learn Why The Retreat Leaders Podcast is moving to mostly in-person interviews What listeners can expect from the new season How to apply to be a guest on the podcast What makes a great podcast guest for retreat leaders Why in-person conversations create a better listening experience How the podcast will continue helping retreat leaders build profitable retreat businesses What You'll Learn The future of The Retreat Leaders Podcast Why in-person interviews create more engaging conversations How to apply as a podcast guest What topics the show is looking for How the podcast continues supporting retreat leaders and entrepreneurs Key Takeaways This Community Built the Podcast Reaching the top 2% didn't happen because of one episode. It happened because thousands of retreat leaders chose to listen, share, and support the show. Better Conversations Start Face-to-Face Recording in person creates a different kind of energy, allowing for richer conversations, stronger storytelling, and more practical takeaways. The Goal Is Always More Value Every change being made is designed to bring retreat leaders more actionable ideas, more expert insights, and more opportunities to grow their businesses. The Journey Continues The podcast has reached the top 2%. Now it's time to see how far this community can go together. 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 Welcome to a New Season (00:00:02) Shannon introduces a new season of the podcast, thanking listeners and sharing what to expect in the upcoming episodes. The Value of Trust and Time (00:01:18) Shannon expresses gratitude for listeners' trust and time, emphasizing that time is our most valuable, non-renewable resource. Focusing on Live Experiences (00:02:12) The podcast will shift to in-person sessions recorded in an Austin studio, minimizing virtual interviews to capture live energy. Taking the Show on the Road (00:03:15) A new, limited opportunity for the podcast to be recorded on-location at unique venues or retreats is announced. The Importance of Growth and Taking Risks (00:04:17) Shannon encourages listeners to avoid stagnation by trying new things and taking risks in their business to ensure growth. Up-leveling All Projects (00:05:18) The host discusses her focus on improving her main projects, including the podcast and her annual retreat leader mastermind. Avoiding Negativity and Complaining (00:06:23) Shannon advises listeners to avoid people who complain, as negativity drains energy and hinders success and business growth. A Call to Action (00:08:31) Listeners are encouraged to take action, show up for live experiences, and engage more deeply to advance their businesses. Gratitude to the Listeners (00:09:28) Shannon offers a heartfelt thank you to her audience for their support, trust, and for making the podcast successful. /episode/index/show/happyhourpodcast/id/42300055

Throwback Thursday: The Real Reasons Your Retreat Isn't Selling Out 07/30/2026

Throwback Thursday: The Real Reasons Your Retreat Isn't Selling Out Why isn't your retreat filling? It's one of the questions I get asked more than any other. And while marketing has changed dramatically since this episode first aired-with AI, SEO, and new ways people discover retreats-the core reasons retreats don't fill are surprisingly the same. That's why I'm bringing back this Throwback Thursday episode. In this conversation, I break down the most common reasons retreat leaders struggle to enroll guests and, more importantly, what you can do about it. We cover everything from mindset and messaging to marketing, pricing, and positioning because filling a retreat is never just about posting more on social media. In this episode, you'll learn: Why your belief in your retreat matters more than you think How niching down helps you attract the right guests The importance of writing copy that speaks directly to your ideal attendee Common marketing mistakes that prevent retreats from filling Why lead time matters How pricing, timing, and perceived value all work together If you've ever launched a retreat and heard nothing but crickets, this episode will help you identify where things may be breaking down. The strategies may be timeless- but they still work. What You'll Learn in This Episode Why retreat marketing starts with mindset How to identify and attract your ideal retreat guest Common retreat marketing mistakes Why your messaging may not be connecting The importance of retreat pricing and positioning How to create a stronger retreat value proposition Why visibility takes time Key Takeaways Belief Comes Before Bookings If you don't believe your retreat is worth attending, your audience will feel that. Stop Marketing to Everyone The more specific your audience, the stronger your marketing becomes. Your Copy Matters People don't buy itineraries. They buy outcomes and transformation. Marketing Takes Time One of the biggest mistakes retreat leaders make is starting their marketing too late. Visibility compounds over time. There Is Never Just One Reason Pricing, messaging, timing, audience, marketing, and mindset all work together. Improving just one area may not be enough. 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 Importance of Belief and Mindset (00:02:21) The host's belief in their retreat is the most crucial factor for success, as doubt can subconsciously sabotage marketing efforts. The Retreat Leader's Playbook (00:04:34) An advertisement for a guide designed to help retreat leaders create, market, and sell out their transformational retreat experiences. Niching Down Your Audience (00:05:43) Trying to appeal to everyone is a mistake; focusing on a specific niche makes your retreat more relevant and appealing. Crafting Compelling Copy (00:06:49) Your marketing message must resonate with your niche's specific pain points and aspirations to convert interest into actual bookings. Common Marketing Failures (00:07:59) This section covers marketing mistakes like insufficient lead time, lack of audience research, and underutilizing multiple marketing channels. Pricing, Timing, and Value Proposition (00:11:03) Discusses how incorrect pricing (too high or low), poor timing, and a weak value proposition can deter potential attendees. Logistical Challenges (00:13:10) How logistical issues, like a difficult location or mismatched accommodation styles, can negatively impact retreat signups if they don't fit the audience. Conclusion and Final Advice (00:14:12) A summary of the key areas to address—mindset, niche, marketing, and logistics—to increase the chances of selling out retreats. /episode/index/show/happyhourpodcast/id/42119595

Throwback Thursday: The Retreat Hosting Lessons That Never Go Out of Style 07/23/2026

Throwback Thursday: The Retreat Hosting Lessons That Never Go Out of Style Some retreat lessons never go out of style. In this Throwback Thursday episode of The Retreat Leaders Podcast, Shannon Jamail revisits one of her favorite conversations with Chelle Swierz, founder of Topia Boutique Retreat Center in Baja California Sur, Mexico. While marketing trends, AI, and visibility strategies continue to evolve, the core principles of creating exceptional retreat experiences remain the same. In this conversation, Chelle shares the common mistakes she sees retreat leaders make—and many of them are still happening today. From poor guest preparation and choosing the wrong retreat dates to relying too heavily on social media instead of building genuine relationships, this episode is packed with timeless wisdom for retreat leaders. Shannon and Chelle also discuss: The importance of over-communicating with retreat guests Why trust is built long before a retreat begins How venue partnerships can elevate the guest experience Common planning mistakes that impact retreat success The power of personal connection over social media marketing Creating memorable and transformational retreat experiences If you're planning a retreat, struggling to fill one, or simply want to improve the experience you create for your guests, this episode is as relevant today as it was when it first aired. What You'll Learn in This Episode Common retreat hosting mistakes Why guest preparation matters How to choose better retreat dates The importance of clear communication Why relationships still outperform algorithms How retreat venues can support retreat leaders Creating an exceptional retreat guest experience Key Takeaways Retreat Success Starts Before Guests Arrive The guest experience begins long before check-in. Communication, preparation, and expectation-setting matter. Social Media Isn't Enough People may discover you online. But trust is built through relationships and conversations. Over-Communication Is a Good Thing Guests appreciate clarity. The more prepared they feel, the better their experience. Venue Partnerships Matter The right venue partner can dramatically improve the retreat experience for both leaders and guests. Authenticity Always Wins Clear, honest communication about what guests can expect leads to better experiences and stronger reviews. About Chelle Swierz Chelle Swierz is a longtime yoga instructor and founder of Topia Boutique Retreat Center in Baja California Sur, Mexico. Topia was created to support retreat leaders through every stage of the retreat process, helping them create meaningful experiences while building strong community connections. 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 Welcome to the Retreat Leaders Podcast (00:01:25) The host, Shannon, welcomes listeners and introduces the guest, Shelly, a fellow retreat venue owner from Baja, Mexico. About Topia Boutique Retreat Center (00:02:22) Shelly describes her full-service retreat center, Topia, which she co-owns with her husband, and its mission to support leaders. Different Levels of Venue Service (00:03:19) Shannon and Shelly discuss the spectrum of venue services, from 100% self-service to fully supported, all-inclusive models like Topia. Biggest Mistake: Not Knowing Your Community (00:05:20) Shelly explains the most common mistake is not knowing if you have a community that is willing and able to travel. Social Media Following vs. Real Community (00:08:16) A large social media following doesn't guarantee retreat sign-ups; genuine, personal relationships and trust are what fill retreats. The Importance of Strategic Planning (00:12:23) Discussion on giving yourself enough time to market, building community, and the benefits of partnering with another leader. Mistake #2: Choosing Dates Unwisely (00:14:35) Shelly warns against scheduling local retreats before international ones, as it can cannibalize sign-ups for the bigger trip. Considering Demographics, Weather, and Holidays (00:17:54) The importance of considering your audience's schedule, holidays, and the location's weather when selecting retreat dates is discussed. Best Practice: Over-Communicate with Guests (00:20:50) Shelly highlights the importance of preparing guests thoroughly through emails, Zoom calls, and clear itineraries to ensure a smooth experience. The Power of One-on-One Calls (00:23:40) Shannon emphasizes having quick one-on-one calls with each guest to review details and answer personal questions before the retreat. More About Topia Retreat Center (00:26:30) Shelly describes Topia's beautiful location in Baja California Sur and its focus on caring for and supporting retreat leaders. /episode/index/show/happyhourpodcast/id/41936480

Throwback Thursday: The Retreat Pricing Mistake That's Costing You Thousands with Erin Haag 07/16/2026

Throwback Thursday: The Retreat Pricing Mistake That's Costing You Thousands with Erin Haag This week's Throwback Thursday episode tackles one of the biggest challenges facing retreat leaders today: Pricing. Because let's be honest... Most retreat leaders aren't struggling because they don't know how to host a great retreat. They're struggling because they're underpricing their expertise, their experiences, and the transformation they provide. In this popular episode, Shannon Jamail sits down with retreat pricing expert Erin Haag to discuss the difference between attracting price shoppers and attracting value-driven buyers. Together they explore why so many retreat leaders: charge too little work too hard take on too much risk and end up making far less profit than they should You'll learn why pricing isn't just about covering costs—it's about creating a sustainable business that allows you to serve your guests at the highest level. Shannon and Erin also discuss: Why low pricing often attracts the wrong buyers The difference between price-sensitive and value-focused guests Why premium retreats often perform better during economic uncertainty The hidden costs of underpricing How to communicate transformation rather than features Why retreat leaders need to stop charging based on fear Whether you're hosting your first retreat or your fiftieth, this episode will challenge how you think about pricing and profitability. Because transformational experiences deserve transformational pricing. What You'll Learn in This Episode The difference between price shoppers and value shoppers Why underpricing hurts both you and your guests How to price retreats for profit and sustainability Why premium retreats can be more resilient during economic shifts The importance of communicating value over cost Common pricing mistakes retreat leaders make How pricing impacts the type of guests you attract Key Takeaways Price Determines Who You Attract The guests attracted to a $2,000 retreat often have different buying motivations than those investing $7,000 or more. Underpricing Creates Problems Many retreat leaders think lower prices mean more bookings. Often, the opposite is true. Retreats Are Not Vacations You're not selling a hotel room. You're selling transformation, growth, support, community, and results. Profitability Matters A retreat that breaks even isn't necessarily successful. Retreat businesses must be profitable to remain sustainable. Value-Based Buyers Think Differently When guests understand the value of the experience, price becomes only one part of the decision. 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 Throwback Thursday Introduction (00:00:00) Shannon introduces this archived episode with Erin Haag and explains why the conversation around retreat pricing is still so relevant today. Why Pricing Matters in the Retreat Industry (00:00:17) Shannon shares why pricing remains one of the biggest challenges retreat leaders face, especially when they are delivering transformational experiences but not making enough profit. A Retreat Is Not Just a Vacation (00:01:09) Shannon reminds retreat leaders that retreats are experiences that create change, and believing in the value of the offer is essential. Welcoming Erin Haag Back to the Show (00:01:55) Shannon welcomes Erin Haag back to the podcast and shares why they are aligned on the topic of retreat pricing, even though their pricing models are different. The Problem With Underpricing Retreats (00:02:20) Shannon and Erin discuss why retreat leaders often get stuck in their heads around pricing and how undercharging can hurt both the host and the industry. Retreats Are a Business (00:03:19) Erin explains that retreats must be profitable if they are being run as a business, not a nonprofit or hobby. The Facebook Pricing Debate (00:04:10) Erin shares the story of a Facebook post where a retreat leader asked for advice after raising her retreat price to $6,000. Higher Priced Retreats Are Easier to Sell (00:05:02) Erin explains why higher priced retreats can be easier to sell because they attract value-based buyers instead of price shoppers. Tiffany’s Buyers vs. Claire’s Buyers (00:05:25) Erin uses the comparison of Tiffany’s and Claire’s shoppers to explain how price impacts the type of buyer a retreat attracts. The Economy and High-Ticket Retreat Buyers (00:08:10) Shannon and Erin discuss why lower-ticket buyers may be more affected by the economy, while value-based buyers are still willing to invest in premium retreats. Matching Price With Value (00:09:18) Shannon and Erin clarify that higher prices must be supported by higher value, luxury experiences, and a clear transformation. Building Profit Into Retreat Pricing (00:10:31) Erin shares how she recommends retreat leaders build in a minimum profit goal and aim for healthy profit margins when pricing their retreats. Don’t Shortchange Yourself or the Industry (00:11:23) Shannon encourages retreat leaders to stop underpricing and instead use their profit to support themselves, hire others, give back, or create scholarships. Why Underpricing Hurts the Market (00:12:00) Erin explains how underpriced retreats condition buyers to expect unrealistic pricing and make it harder for professionals in the industry to earn sustainably. Income Can Match Impact (00:12:49) Erin talks about why women in the retreat industry need to make money and how that money often gets reinvested into families and communities. Selling the Transformation, Not the Thing (00:15:05) Shannon explains that retreat leaders are not just selling rooms, meals, or activities. They are selling the full experience and transformation. Why Women Struggle More With Pricing (00:15:36) Shannon shares what she has noticed as a venue owner: men often charge more confidently for retreats, while women tend to struggle with pricing. Money Mindset and Limiting Beliefs (00:16:19) Erin and Shannon discuss how women have often been conditioned to see money conversations as taboo, which can impact pricing confidence. How to Shift From Low Pricing to Higher Value (00:17:43) Shannon asks Erin how retreat leaders who have been underpricing can begin to make the switch to more profitable pricing. Start With the Math (00:17:57) Erin recommends looking at past retreat numbers, cancellations, profit, hours worked, and actual earnings to make pricing decisions from data instead of emotion. Calculating Your True Hourly Rate (00:19:05) Erin explains how retreat leaders can calculate what they really earned for their time and why many would never accept that rate in another job. Bake in the Value of Transformation (00:20:32) Erin explains that many retreat leaders forget to price in the transformation their retreat provides, not just the logistics of the trip. Price Shoppers Nitpick Every Detail (00:21:05) Erin shares how price shoppers often compare retreats to what they could book on their own, missing the deeper value of the retreat experience. Attracting Value-Based Retreat Guests (00:22:24) Erin explains that higher priced retreats help position the transformation and unique experience as part of the value. How to Work With Erin (00:24:00) Shannon asks Erin how retreat leaders can connect with her and learn more about profitable retreat pricing. Erin’s Free Retreat Pricing Resource (00:24:12) Erin shares her free guide with top tips for hosting profitable retreats and explains where listeners can find it. Final Thoughts on Pricing and Profitability (00:25:05) Shannon closes the conversation by emphasizing the importance of guidance, self-belief, and profitable pricing in helping the retreat industry grow in a healthy way. /episode/index/show/happyhourpodcast/id/41807650

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

The Retreat Leaders Podcast

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