EP 257 Belonging Is the New Luxury: Why Retreats Matter More Than Ever with Dan Berger
Thu Feb 05 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 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
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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.
More
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.