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The Retreat Leaders Podcast

The Retreat Leaders Podcast

Von: Shannon Jamail
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 Welcome to your go-to podcast for all things retreat leadership - where the team behind Retreat Ranch shares real talk, expert strategy, and behind-the-scenes stories to help you run a profitable and powerful retreat business. From crafting unforgettable guest experiences to avoiding expensive mistakes, we cover it all with a mix of wisdom, wit, and a little woo. Whether you're a seasoned retreat leader, venue owner, or dreaming of launching your first event, this show is your compass to build, grow, and thrive in the retreat world. Learn more at https://theretreatleadersplaybook.com/ *Formerly the Happy Hour Podcast Management & Leadership Persönliche Entwicklung Persönlicher Erfolg Ökonomie
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  • A Special Edition: A Fireside Chat about The Retreat Industry Forum with Alison, Erin & Shannon

    A Special Edition: A Fireside Chat about The Retreat Industry Forum with Alison, Erin & Shannon
    Feb 18 2026
    In this special fireside chat, Shannon Jamail, Alison, and Erin pull back the curtain on the evolving energy of the Retreat Industry Forum — and why this year's attendee profile looks different than ever before. What started as a vision to elevate the retreat industry is quickly becoming a high-level gathering of experienced retreat leaders, business owners, venue operators, and industry professionals ready to scale smarter and connect strategically. The trio discusses: The shift toward seasoned retreat professionals attending Why the Forum is not a beginner workshop — it's a growth accelerator The power of investing in events (and the real ROI that follows) High-caliber speakers with proven track records The importance of treating retreats like a business Technology, AI, and SEO shaping the future of the industry The synergy and collaboration behind the Forum itself Early planning conversations for 2027 If you're serious about growing your retreat business and surrounding yourself with leaders who are playing at a higher level - this episode will show you why the Retreat Industry Forum is different. Key Takeaways The Retreat Industry Forum is attracting experienced, growth-focused retreat leaders. High-level networking creates exponential business returns. Investing in events often yields significantly higher ROI than expected. Professional standards matter — retreats must operate like businesses. AI, SEO, and technology are shaping the next phase of retreat visibility. Collaboration and in-person relationships accelerate opportunity. The Forum is about elevation — not entry-level learning. The Retreat Leaders Podcast Resources and Links: Learn to Host Retreats Join our private Facebook Group Get your legal docs for retreats Join Shannon in Denver at the Retreat Industry Forum Join our LinkedIn Group Apply to be a guest on our show Get Shannon's newest book : Retreat Business Marketing Thanks for tuning into the Retreat Leaders Podcast. Remember to subscribe for more insightful episodes, and visit our website for additional resources. Let's create a vibrant retreat community together! Subscribe: Apple Podcast | Google Podcast | Spotify ------- TIMESTAMPS Fireside Chat Introduction (00:00:55) Shannon previews the fireside chat with Alison and Aaron about the upcoming Retreat Industry Forum in Denver. Forum Purpose & Audience (00:02:02) Discussion on the Retreat Industry Forum's focus on seasoned retreat professionals and what sets it apart from other events. Shift in Attendees & Market Gap (00:03:35) Noticing a shift toward experienced attendees and identifying the lack of advanced spaces for established retreat leaders. Value of Being an Attendee (00:07:15) Exploring the benefits of attending events as a participant versus as a speaker, including networking and business growth. Investment & Value Proposition (00:12:13) Emphasizing the importance of investing in high-quality events and the return on investment for attendees. Speaker Selection & Event Quality (00:13:05) Explaining the intentional recruitment and payment of expert speakers to ensure high-caliber content and credibility. Opportunities for Future Speakers (00:15:49) Clarifying the process for becoming a future speaker and the importance of first attending and engaging with the forum. Power of In-Person Collaboration (00:17:09) Sharing personal stories of how in-person investments and collaborations led to meaningful partnerships and growth. Commitment & Decision-Making (00:19:09) Discussing the necessity of decisive action and commitment to personal and professional growth through event participation. Synergy & Magic of Collaboration (00:22:12) Reflecting on the unique synergy among the hosts and the "magic" that emerges from curated, high-level gatherings. Diversity in the Retreat Industry (00:24:19) Highlighting the wide range of retreat types and the inclusive, non-gendered, and non-wellness-specific nature of the forum. Technology, AI, and Industry Evolution (00:25:10) Addressing the impact of AI, SEO, and technology on retreat business visibility and the need to adapt to new trends. Business Mindset in Retreats (00:28:59) Advocating for treating retreats as serious businesses, not just passion projects, and integrating standard business practices. Profit, Impact, and Industry Elevation (00:30:53) Encouraging profit as a means to greater impact, and challenging the stigma around making money in the retreat industry. Professionalism & Structure (00:31:55) Describing the forum's professional approach, honoring agreements, and the importance of structure and accountability. Networking & Attendee Caliber (00:33:54) Anticipating high-level networking and the value of relationships formed among experienced, successful attendees. Call to Action & Forum Expansion (00:35:04) Encouraging listeners to join, envisioning business growth, and announcing future forums in Paris and other ...
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    36 Min.
  • EP 258 What I Wish I Had Done Differently When I First Built My Retreat Business

    EP 258 What I Wish I Had Done Differently When I First Built My Retreat Business
    Feb 12 2026
    When I first started building my retreat business, I made mistakes. Not small ones - real ones that cost time, money, energy, and unnecessary stress. In this episode, I'm pulling back the curtain and sharing: What I personally wish I had done differently in the early days The most common mistakes I see retreat hosts still making today And how to avoid burning out, underpricing, or building a retreat that looks good on paper but feels exhausting in real life If you're hosting retreats (or thinking about it), this episode will help you build something that's clear, sustainable, and aligned - not just pretty and stressful. What You'll Learn in This Episode Why unclear audience messaging makes retreats harder to sell How overbuilding your retreat actually weakens the experience Why marketing needs to start earlier than you think The real cost of underpricing and discounting Why doing everything alone hurts both you and your guests The mistakes I see retreat hosts repeat - and how to course-correct The Retreat Leaders Podcast Resources and Links: Learn to Host Retreats Join our private Facebook Group Top 5 Marketing Tools Free Guide Get your legal docs for retreats Join Shannon in Denver at the Retreat Industry Forum Join our LinkedIn Group Apply to be a guest on our show Thanks for tuning into the Retreat Leaders Podcast. Remember to subscribe for more insightful episodes, and visit our website for additional resources. Let's create a vibrant retreat community together! Subscribe: Apple Podcast | Google Podcast | Spotify ------- TIMESTAMPS Request for Reviews & Episode Overview (00:00:59) Shannon asks listeners to leave reviews and previews the episode's focus on mistakes and lessons learned. Learning from Mistakes in Business (00:02:24) Emphasizes the value of learning from mistakes and introduces the main theme: what she wishes she'd done differently. Mistake #1: Lack of Clarity on Ideal Guest (00:03:27) Discusses the importance of defining your ideal retreat guest and the exhaustion from being too broad. Mistake #2: Overbuilding the Retreat Experience (00:06:32) Warns against overpacking retreat agendas, stressing the need for downtime and integration. Mistake #3: Marketing Too Late (00:10:43) Explains why marketing should start before all details are finalized, using her France retreat as an example. Mistake #4: Ineffective Use of Ads (00:13:58) Advises testing content organically before spending on ads to avoid wasting money. Mistake #5: Pricing for Comfort, Not Sustainability (00:14:54) Urges pricing retreats for sustainability, not just to fill spots, and explains the pitfalls of discounting. Mistake #6: Not Asking for Support Early Enough (00:18:50) Shares the importance of hiring help for logistics, food, and guest relations to avoid burnout. Common Mistake #1: Treating Retreats as One-Off Events (00:22:41) Highlights the value of making retreats part of a larger business ecosystem, not just single events. Common Mistake #2: Discounting to Fill Spots (00:23:41) Reiterates the damage discounting does to brand and guest alignment. Common Mistake #3: Weak Boundaries and Vague Policies (00:24:37) Stresses the need for clear boundaries, cancellation policies, and personal space for leaders. Common Mistake #4: Copying Other Retreats (00:27:28) Encourages originality and authenticity instead of copying others' retreat formats. Common Mistake #5: Waiting for Confidence Before Acting (00:28:36) Explains that confidence is built through action, not as a result of success. Final Reflections and Takeaways (00:30:43) Summarizes key lessons: aim for clarity, sustainability, and alignment, and learn from mistakes. Closing and Call to Action (00:31:47) Thanks listeners, encourages sharing, and provides resources for further support.
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    32 Min.
  • EP 257 Belonging Is the New Luxury: Why Retreats Matter More Than Ever with Dan Berger

    EP 257 Belonging Is the New Luxury: Why Retreats Matter More Than Ever with Dan Berger
    Feb 5 2026
    In this episode of The Retreat Leaders Podcast, Shannon sits down with Dan Berger to talk about something the retreat industry doesn't discuss nearly enough: belonging. Dan shares his personal journey—from selling his event-planning software company for $100M, to grappling with his own sense of belonging, to ultimately creating Assemble Boise, a retreat and gathering space intentionally designed for human connection. Together, Shannon and Dan dive into: Why men are facing a serious belonging and mental health crisisHow retreats can act as temporary communities that create lasting impactWhy small, intimate spaces outperform big, flashy experiencesHow retreat leaders can design environments that feel safe, connective, and meaningfulAnd why belonging—not content—is what people are actually paying for This is a grounded, honest conversation about the responsibility retreat leaders hold and the opportunity they have to create spaces that genuinely change lives. What You'll Learn in This Episode Why people aren't craving more content—they're craving connectionHow Dan's "belonging tank" framework applies directly to retreat designThe four belonging personas every retreat leader should understandWhy men's retreats and men's groups are more needed now than everHow intentional hospitality creates trust, safety, and transformationWhat post-COVID human connection really looks like (and why retreats are booming) Notable Concepts Discussed The "Belonging Crisis," especially among menRetreats as containers for community, not just experiencesSmall-group power vs. large-scale eventsEthical considerations around AI and preserving human-made experiencesDesigning spaces that do the emotional work before the programming begins Email Dan to get a free copy of his book, or to book his amazing retreat center and get a 3rd night free: dan@assemblehospitality.com Buy Dan's Book here: https://amzn.to/4qvuyts About Dan Berger Dan J. Berger is the author of The Quest: The Definitive Guide to Finding Belonging, and the CEO of Assemble Hospitality Group. He previously sold his SaaS company, Social Tables, for $100M. He lives in Boise, ID with his wife and daughter. Connect with Dan here: https://assembleboise.com/ The Retreat Leaders Podcast Resources and Links: Learn to Host RetreatsJoin our private Facebook GroupTop 5 Marketing Tools Free GuideGet your legal docs for retreats Join Shannon in Denver at the Retreat Industry Forum Join our LinkedIn Group Apply to be a guest on our show Thanks for tuning into the Retreat Leaders Podcast. Remember to subscribe for more insightful episodes, and visit our website for additional resources. Let's create a vibrant retreat community together! Subscribe: Apple Podcast | Google Podcast | Spotify ------- TIMESTAMPS Dan's Background and Journey (00:01:22) Dan shares his personal history, adoption, move from Israel, hospitality career, and founding a software company. Writing the Book on Belonging (00:02:01) Dan discusses writing his book about belonging and its self-help/academic approach. Importance of Belonging in Retreats (00:03:01) Shannon and Dan explore why belonging is central to retreats and how retreats foster community. Men's Groups and Community Building (00:04:10) Dan describes his men's group, its structure, and how it builds ongoing relationships. Men's Belonging Crisis (00:05:53) Dan addresses the challenges men face with belonging, emotional expression, and the need for safe spaces. Retreats as Solutions for Men (00:08:13) Discussion on how retreats can help men, and Dan's hesitation about hosting men's retreats. Benefits of Extended Retreats (00:09:10) Shannon explains the deeper impact of multi-day retreats versus short meetings. Belonging Frameworks for Retreats (00:09:48) Dan introduces two frameworks from his book: the "belonging tank" and four belonging personas. Book Offer and Belonging Differences (00:12:09) Dan offers a free book to listeners and discusses gender differences in belonging. Motivation for Opening a Retreat Center (00:13:59) Dan explains his shift from corporate retreats to opening a dedicated retreat facility. Design and Features of The Symbol Boise (00:17:25) Dan details the layout, amenities, and unique aspects of his Boise retreat center. Transparency and Marketing for Retreat Leaders (00:18:40) Shannon praises the clarity and marketing of Dan's facility for retreat organizers. Special Offer for Retreat Leaders (00:19:41) Dan shares a booking discount and explains the profitability and versatility of his space. Closing and Resources (00:21:00) Shannon wraps up, shares links to Dan's resources, and thanks him for joining.
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    22 Min.
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