Answer extracted from The Retreat Leaders Podcast — listen to the full episode below.
There is no single cookie-cutter approach to running a successful retreat business—leaders at all levels do things very differently. The key insight from the Denver Retreat Leaders Forum is that you must selectively adopt strategies that align with your own personality and model, rather than copying someone else's exact system.
When Shari Leid attended the Retreat Leaders Forum in Denver, she experienced something that shifted her thinking about business models and best practices. Instead of finding a universal formula that all retreat leaders follow, she discovered something far more liberating: there is profound diversity in how successful retreat businesses operate. Some leaders run large-scale retreats, others run intimate groups. Some emphasize adventure, others focus on healing or professional development. Yet all of them are profitable and impactful.
This realization matters because it removes the pressure to replicate someone else's playbook exactly. As detailed in this episode, the most important move is to understand what strategies work for others, then evaluate which ones genuinely fit your own strengths, values, and personality. What works at scale for one leader may not work for someone running a smaller, more intimate retreat operation—and that's not a failure, it's adaptation.
"A lot of us have a good life, but if we don't feel connected, we're letting that good life stop us from a great life."
Shari Leid — Attorney, Author, Speaker, and Retreat Leader. Leid is an attorney by training who later stayed home to raise her kids and began writing, publishing her first book; her fifth book is due in February. She built a portfolio career spanning writing, media contributions, speaking, and most recently retreats, centered on a framework called FLIP (Flip the Box). Born from a 2023 cross-country journey where she shared a meal with a female stranger in every U.S. state, this framework directly reflects her personal backstory—being orphaned and found in a cardboard box with no known birth date—which inspired her work on human connection and belonging.
One practical takeaway from this mindset is that Shari's approach demonstrates the power of learning from mentors while staying true to your own vision. She didn't try to become a clone of another retreat leader; instead, she studied how others structure their businesses, understand their audiences, and deliver value—then built her own system. Her retreats are capped at a maximum of 10 women per retreat, running 2 retreats per year, a format that reflects her philosophy of deep connection over mass scaling.
This is especially important for coaches, speakers, and wellness professionals who are tempted to follow a single guru's retreat model without question. The Denver forum reinforced that personalization is not a compromise—it's the source of authentic authority. When your retreat model aligns with who you actually are, your messaging becomes clearer, your ideal clients find you more easily, and your operations run more smoothly because you're not fighting against your own nature.
Shari Leid offers a free FLIP app on her website that walks users through the four steps of her connection framework after a conversation. The app diagnoses where the connection breaks down and guides people toward deeper engagement.
Shannon Jamal argues that a membership program generating recurring revenue and in-person retreat experiences are the two most powerful legs a coach or speaker can add to their business model for sustainable growth.
Before her first retreat, Shari proactively sought out expert guidance, reaching out to retreat strategist Shannon Jamail for a one-on-one coaching session to learn from her experience and avoid pitfalls.