The Retreat Leaders Podcast

Shannon Jamail
  • 4.9 (82)
  • ENTREPRENEURSHIP
  • UPDATED DAILY

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

  1. EP 261 The Truth About Confidence: Why Some Retreat Leaders Struggle to Fill Their Events with Nathan Jamail

    3D AGO

    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: https://nathanjamail.com/ Join Nathan and Shannon at the Forum: https://luxuryinbusinessretreats.mykajabi.com/retreat-industry-forum  Subscribe here:  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 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.

    26 min
  2. You Might Also Like: Las Culturistas with Matt Rogers and Bowen Yang

    3D AGO · BONUS

    You Might Also Like: Las Culturistas with Matt Rogers and Bowen Yang

    Introducing "Shivery Delicious" (w/ Nicole Kidman) from Las Culturistas with Matt Rogers and Bowen Yang. Follow the show: Las Culturistas with Matt Rogers and Bowen Yang Readers, Kayteighs, Publicists, Finalists, and Kyles — what better way to celebrate the 10th anniversary of CULTURE with the one and only Nicole Kidman! From penguins in Antarctica to “Heartbreak feels good in a place like this” — the three get into IT. Matt and Bowen chat with Nicole on yearning, her favorite collaborators like Baz Luhrmann, the MET Gala, cruise love, her most iconic roles, including her iconic Chanel No. 5 ad. Get into it HONEY on this episode of Las Culturistas! See omnystudio.com/listener for privacy information. DISCLAIMER: Please note, this is an independent podcast episode not affiliated with, endorsed by, or produced in conjunction with the host podcast feed or any of its media entities. The views and opinions expressed in this episode are solely those of the creators and guests. For any concerns, please reach out to team@podroll.fm.

  3. A Special Edition: Announcing WeTravel as a Sponsor of the Retreat Industry Forum + Why Their Platform Is Built for Retreat Leaders

    5D AGO

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

    Running a retreat business requires more than just creating transformational experiences. Behind every successful retreat is a system that manages payments, bookings, logistics, guest communication, and operations. In this special episode of The Retreat Leaders Podcast, Shannon Jamail is joined by Erin and Alison, co-hosts of the Retreat Industry Forum, along with Mariana from WeTravel, to officially announce WeTravel as a sponsor of the upcoming forum. During the conversation, Mariana from WeTravel shares how their platform was specifically designed to support retreat leaders, tour operators, and experience-based businesses by simplifying the operational side of running retreats. From building professional booking pages and collecting payments to managing logistics and participant information, WeTravel helps retreat leaders streamline their systems so they can focus on what they do best - delivering incredible experiences. Shannon, Erin, and Alison also discuss why operational tools like WeTravel are essential for retreat leaders who want to move beyond spreadsheets and manual systems and build retreats that are both transformational and professionally run. If you host retreats or are planning to start, this episode will give you a behind-the-scenes look at one of the most widely used platforms in the retreat industry. What You'll Learn in This Episode • Why WeTravel has become a leading platform for retreat leaders and tour operators • How retreat leaders can simplify payments, logistics, and guest management • The benefits of using professional booking and payment systems • Why operational systems are critical for scaling a retreat business • How WeTravel supports retreat leaders globally Key Takeaways Running retreats is both an experience business and an operations business. Successful retreat leaders need systems that support: payment collection booking management guest communication logistics and documentation Platforms like WeTravel help retreat leaders streamline these processes, create professional booking pages, and manage their retreats with greater efficiency and clarity. About the Retreat Industry Forum The Retreat Industry Forum is a gathering for retreat leaders, venue owners, and retreat industry professionals focused on elevating the business side of retreats. Hosted by Shannon, Erin, and Alison along with other industry experts, the forum brings together experienced retreat leaders who want to grow profitable and sustainable retreat businesses. Learn more about the upcoming forum at: https://luxuryinbusinessretreats.mykajabi.com/retreat-industry-forum About WeTravel WeTravel is a booking and payment platform designed for multi-day and group travel businesses, including retreats, tours, and experiential programs. The platform allows retreat leaders to: create professional booking pages collect payments and deposits offer payment plans manage participant information track retreat logistics WeTravel helps retreat leaders streamline operations so they can focus on delivering exceptional retreat experiences. Learn more at: https://www.wetravel.com/ The Retreat Leaders Podcast Resources and Links: Learn to Host Retreats Join our private Facebook Group Top 5 Marketing Tools Free Guide Get your legal docs for retreats Join Shannon in Denver at the Retreat Industry Forum  Join our LinkedIn Group Apply to be a guest on our show   Thanks for tuning into the Retreat Leaders Podcast. Remember to subscribe for more insightful episodes, and visit our website for additional resources. Let's create a vibrant retreat community together!   Subscribe:  Apple Podcast | Google Podcast | Spotify _______ TIMESTAMPS Panel Introduction & Special Announcement (00:01:09) Shannon introduces Allison, Aaron, and Mariana; Erin announces WeTravel as a main sponsor for the Retreat Industry Forum. WeTravel Origins & Mission (00:02:29) Mariana shares WeTravel's founding story, its purpose, and how it was created to solve retreat admin challenges. Why WeTravel Benefits Retreat Leaders (00:04:00) Discussion on how WeTravel is uniquely designed for retreat leaders, covering all aspects from sales to logistics. Comprehensive Features of WeTravel (00:05:10) Panelists highlight WeTravel's all-in-one capabilities, including bookings, payments, waivers, and logistics. Challenges of Piecemeal Retreat Management (00:06:23) Shannon discusses common issues with using multiple tools and the legal risks of not having an integrated system. Peace of Mind for Retreat Leaders (00:07:32) Panelists discuss how WeTravel provides security and organization for retreat leaders, ensuring nothing falls through the cracks. Why Partner with the Retreat Industry Forum? (00:08:11) Mariana explains why WeTravel chose to sponsor the forum and their commitment to supporting the retreat industry. Alignment of Missions: Elevating the Industry (00:09:40) Discussion on the shared mission to professionalize and elevate standards in the retreat industry. WeTravel Beyond Wellness (00:10:43) Clarification that WeTravel serves all types of retreats, not just wellness-focused ones. Defining WeTravel as an Operating System (00:11:43) Mariana and Shannon agree on calling WeTravel an "operating system" for retreat management. Retreats Across All Industries (00:12:06) Panelists discuss how retreats can be valuable in any industry, not just wellness. Sales Strategy & Authentic Outreach (00:13:15) Aaron and Allison share their positive experiences with WeTravel's genuine outbound sales approach. Professionalism & Trust in Retreats (00:14:57) Mariana discusses how using a professional system like WeTravel builds trust and credibility for retreat businesses. WeTravel's Broad Clientele (00:16:41) Mariana emphasizes WeTravel's wide range of clients and retreat types, not limited to wellness. Forum Attendance & Final Thoughts (00:18:48) Mariana confirms she'll attend the forum; panelists express excitement and encourage listeners to join. Podcast Outro (00:20:00) Closing voiceover thanks listeners, encourages subscriptions, and promotes free resources.

    20 min
  4. EP 260 Not All Events Are Equal: How to Discern Real Value in a Noisy Event Space with Dora Rankin

    MAR 5

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

    In today's entrepreneurial world, there is no shortage of conferences, summits, masterminds, and learning forums. But here's the real question: How do you know which ones are actually worth your time, energy, and money? In this episode, Shannon sits down with Dora Rankin to talk about discernment in business spaces - especially in a post-COVID world where the coaching and event industry has exploded with noise, hype, and inflated promises. They dive into: Why entrepreneurs are more discerning than ever The rise of "smoke and mirrors" marketing How to vet event hosts and speakers properly What to look for beyond viral posts and flashy branding Why collaboration over competition is the future How to choose rooms that stretch you without compromising your values The importance of structured sales systems alongside marketing If you've ever invested in a room that felt fluffy, performative, or misaligned — this episode will help you make smarter decisions moving forward. Key Takeaways Not all entrepreneurial events are built on substance — discernment matters. Post-COVID attendees expect measurable ROI, not hype. Viral marketing does not equal proven expertise. Testimonials, references, and tangible results matter more than aesthetics. Alignment with leadership style and values is critical. Growth rooms should challenge you — not manipulate you. Collaboration expands credibility and industry standards. Structured sales systems are as important as marketing strategies. About Dora: Dora Rankin is a powerhouse business coach, sales strategist, and author of USA Today bestselling book, The Heart Sell, dedicated to empowering women entrepreneurs to scale their businesses and unlock their highest earning potential. Host of The Heart Sell Signature Summit, Camp Heart Sell Club & Retreats as well as mentor for entrepreneurial organizations like NASDAQ and Tory Burch, Dora is intentional about rolling up her sleeves to build roadmaps to revenue through relationship building strategies. Whether you're a startup or scaling past a million, her Heart Sell methodology produces purpose driven successful businesses for women.    Join Dora at the Heart Sell Summit: https://dorarankin.com/thsss2026    Learn more about Dora here: dorarankin.com    The Retreat Leaders Podcast Resources and Links: Learn to Host Retreats Join our private Facebook Group Top 5 Marketing Tools Free Guide Get your legal docs for retreats Join Shannon in Denver at the Retreat Industry Forum  Join our LinkedIn Group Apply to be a guest on our show Thanks for tuning into the Retreat Leaders Podcast. Remember to subscribe for more insightful episodes, and visit our website for additional resources. Let's create a vibrant retreat community together!   Subscribe:  Apple Podcast | Google Podcast | Spotify ---------- TIMESTAMPS Setting the Scene & Topic Introduction (00:01:07) Hosts discuss their locations, previous meeting, and introduce the main topic: discernment in entrepreneurial events. Explosion of Coaching & Retreat Industry (00:02:24) Dora shares her perspective on the noisy, crowded event space and the need for discernment. Proving Value & ROI in Events (00:03:29) Discussion on the necessity for event leaders to show real credentials and tangible results. Industry Growth Post-COVID (00:04:20) Shannon explains how COVID-19 led to a surge in new entrepreneurs and coaches, increasing competition and skepticism. Smoke and Mirrors in the Industry (00:05:37) Concerns about inexperienced leaders making big promises without real experience or results. Attendee Disillusionment & Need for Proof (00:05:55) Dora shares that many clients come after spending heavily on ineffective programs, seeking real, proven guidance. Facade of Success & Authenticity (00:07:21) Hosts discuss the disconnect between online personas and actual business success among some industry leaders. Discernment Tips: Testimonials & References (00:08:26) Advice for attendees to ask for proof, testimonials, and references before trusting event leaders. Collaboration Over Competition (00:09:26) Shannon and Dora emphasize the importance of collaboration in the industry, not competition. Risks of Inexperienced Leaders (00:10:39) Discussion on the dangers of unqualified leaders hosting events, leading to negative attendee experiences. Impact of Lived Experience (00:12:25) Dora highlights the importance of real, lived experience in providing valuable learning environments. Discernment Checklist for Attendees (00:14:02) Shannon outlines what attendees should look for: experience, testimonials, references, and alignment. Personality & Teaching Style Alignment (00:15:32) Advice to ensure the leader's style and values align with the attendee's needs, while being open to healthy challenge. Accessibility vs. Vanity Metrics (00:16:54) Dora warns against choosing events based on fame; stresses the importance of leader accessibility. Entertainment vs. Actionable Value (00:17:43) Distinguishing between motivational/entertainment events and those offering actionable business strategies. Integrity in Event Fit & Leader Recommendations (00:19:10) Shannon and Dora discuss the importance of leaders being honest about event fit and referring attendees elsewhere if needed. Sales Cycle & Long-Term Relationships (00:21:42) Dora explains the value of long-term relationships over single ticket sales in the retreat industry. Dora's Heart Sell Summit Overview (00:22:37) Dora introduces her upcoming Cleveland summit, focused on practical sales training for women entrepreneurs. Shannon's Testimonial for Dora's Methods (00:24:23) Shannon shares her personal success using Dora's sales techniques, endorsing the summit. Sales vs. Marketing: Key Differences (00:25:55) Dora explains the difference between sales and marketing, and the need for both in business growth. Wrap-Up & Final Thoughts (00:28:05) Closing remarks, gratitude, and encouragement to connect further with resources and future events.

    29 min
  5. EP 259 Should You Have a Co-Host in Your Retreat Business?

    FEB 26

    EP 259 Should You Have a Co-Host in Your Retreat Business?

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

    20 min
  6. A Special Edition: A Fireside Chat about The Retreat Industry Forum with Alison, Erin & Shannon

    FEB 18

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

    In this special fireside chat, Shannon Jamail, Alison, and Erin pull back the curtain on the evolving energy of the Retreat Industry Forum — and why this year's attendee profile looks different than ever before. What started as a vision to elevate the retreat industry is quickly becoming a high-level gathering of experienced retreat leaders, business owners, venue operators, and industry professionals ready to scale smarter and connect strategically. The trio discusses: The shift toward seasoned retreat professionals attending Why the Forum is not a beginner workshop — it's a growth accelerator The power of investing in events (and the real ROI that follows) High-caliber speakers with proven track records The importance of treating retreats like a business Technology, AI, and SEO shaping the future of the industry The synergy and collaboration behind the Forum itself Early planning conversations for 2027 If you're serious about growing your retreat business and surrounding yourself with leaders who are playing at a higher level - this episode will show you why the Retreat Industry Forum is different. Key Takeaways The Retreat Industry Forum is attracting experienced, growth-focused retreat leaders. High-level networking creates exponential business returns. Investing in events often yields significantly higher ROI than expected. Professional standards matter — retreats must operate like businesses. AI, SEO, and technology are shaping the next phase of retreat visibility. Collaboration and in-person relationships accelerate opportunity. The Forum is about elevation — not entry-level learning.   The Retreat Leaders Podcast Resources and Links: 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 locations. Podcast Closing (00:35:54) Shannon wraps up, inviting listeners to subscribe, review, and access free resources for retreat leaders.

    36 min
  7. EP 258 What I Wish I Had Done Differently When I First Built My Retreat Business

    FEB 12

    EP 258 What I Wish I Had Done Differently When I First Built My Retreat Business

    When I first started building my retreat business, I made mistakes. Not small ones - real ones that cost time, money, energy, and unnecessary stress. In this episode, I'm pulling back the curtain and sharing: What I personally wish I had done differently in the early days The most common mistakes I see retreat hosts still making today And how to avoid burning out, underpricing, or building a retreat that looks good on paper but feels exhausting in real life If you're hosting retreats (or thinking about it), this episode will help you build something that's clear, sustainable, and aligned - not just pretty and stressful. What You'll Learn in This Episode Why unclear audience messaging makes retreats harder to sell How overbuilding your retreat actually weakens the experience Why marketing needs to start earlier than you think The real cost of underpricing and discounting Why doing everything alone hurts both you and your guests The mistakes I see retreat hosts repeat - and how to course-correct The Retreat Leaders Podcast Resources and Links: 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.

    32 min
  8. EP 257 Belonging Is the New Luxury: Why Retreats Matter More Than Ever with Dan Berger

    FEB 5

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

    In this episode of The Retreat Leaders Podcast, Shannon sits down with Dan Berger to talk about something the retreat industry doesn't discuss nearly enough: belonging. Dan shares his personal journey—from selling his event-planning software company for $100M, to grappling with his own sense of belonging, to ultimately creating Assemble Boise, a retreat and gathering space intentionally designed for human connection. Together, Shannon and Dan dive into: Why men are facing a serious belonging and mental health crisis How retreats can act as temporary communities that create lasting impact Why small, intimate spaces outperform big, flashy experiences How retreat leaders can design environments that feel safe, connective, and meaningful And why belonging—not content—is what people are actually paying for This is a grounded, honest conversation about the responsibility retreat leaders hold and the opportunity they have to create spaces that genuinely change lives.   What You'll Learn in This Episode Why people aren't craving more content—they're craving connection How Dan's "belonging tank" framework applies directly to retreat design The four belonging personas every retreat leader should understand Why men's retreats and men's groups are more needed now than ever How intentional hospitality creates trust, safety, and transformation What post-COVID human connection really looks like (and why retreats are booming)   Notable Concepts Discussed The "Belonging Crisis," especially among men Retreats as containers for community, not just experiences Small-group power vs. large-scale events Ethical considerations around AI and preserving human-made experiences Designing spaces that do the emotional work before the programming begins Email Dan to get a free copy of his book, or to book his amazing retreat center and get a 3rd night free: 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 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 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.

    22 min
See All (101)

4.9
out of 5
82 Ratings

About

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

Information

You Might Also Like