Jake Sasseville's
Retreat Leaders: Stuck on filling, pricing, or selling your next retreat?
Bring it to Office Hours — free live coaching for retreat leaders, Wednesdays at 3PM ET. Reserve your spot.
Office Hours is a free live coaching call for business owners, educators and entrepreneurs who happen to host retreats and want full retreats, real profit and people to build it with.
📍 Live on Zoom · Wednesdays at 3PM ET · Totally Free
2
Centers founded
450+
Retreats Produced
5,000+
Hosts coached
10 yrs
Teaching this
Why learn from Jake
Most retreat coaches have never owned a venue. Jake built two.
Founder of Imiloa Institute and Verdesana by Imiloa in Costa Rica, Business Coach to Retreat Hosts
Jake Sasseville founded Imiloa Institute and Verdesana by Imiloa — two retreat centers in Costa Rica, which he ran from 2018 to 2026. He learned what fills a retreat by producing 450+ of them, and built the funnel that sold his centers out, retreat after retreat. Once it worked for him, he started teaching it.
Since 2017, he has personally coached 5,000 retreat leaders and entrepreneurs to fill, price, and profit from their retreats without burning out. Office Hours is where he does it live, for free, on Wednesdays. Reserve your spot.
"Jake’s work has consistently upleveled how I run retreats since 2019"
"I’ve doubled my ticket pricing, expanded from hosting one retreat to hosting two, and now I’ve learned how to monetize the final night in a way that feels aligned.
The biggest shift for me was learning how to make the offer cleanly – how to structure it, how to invite it, and how to enroll without pressure.
I regularly enroll about 25% of my retreat into my final-night offer now, and it’s changed what’s possible for my business. I’m not guessing anymore – I’m leading.”
— Andrea Russell
Āyurvedic Doctor, Yoga Therapist & Meditation teacher
Wednesdays at 3PM ET · Reserve your spot
An hour to get your one big thing unstuck
Come with a retreat you've got questions about, a half-formed offer, or a marketing, sales, or funnel problem that's been keeping you up at night. We'll workshop it in real time.
Coaching hot seats — bring your retreat or offer and get Jake's eyes on it, live
Guest spotlights — retreat leaders share exactly what worked (and what didn't)
What's working now — real-time strategy on marketing, sales, and pricing for retreats
Open Q&A — ask anything, no question too small
Real Retreat Leaders · Real Results
What's possible when you stop doing it alone
From a sold-out retreat to nine premium offers — before it even began.
Nine guests said yes to a premium offer
All sold in the weeks before arrival
Layered onto an already sold-out retreat
Candace & Tina
Structured the day-before moment
One well-timed invitation turned an under-filled retreat into a runway.
Made a single high-ticket offer
~Half the room said yes — even with just 10–11 guests
The retreat covered costs; the offer created the profit
LeeAnn Mallorie
20 years in C-suite leadership · 5 retreats in
What retreat leaders are building with Jake
Hosts who started where you are, in their own words.
“I just finished the brand voice builder and WOW, I loved this. Such an epic resource, thank you! All of this work helped me get even more clear on WHO I serve and what they're going through. Jake coached me on it on Weds Office Hours, and by the next Office Hours I sold 7 tickets for my Italy retreat to a small warm list doing exactly what the framework suggested.”
“Penny's a psychologist with 35 years of experience, I'm a rabbi, and we'd already saved marriages on retreats. But our niche was loose, and I believed you can't sell a chronic problem. About a month into the Mentorship, after building and rebuilding our webinar with Jake and Mia, it landed. Now I understand our niche in a way I never had. My body feels like celebrating. That one conversation was probably worth $100,000.”
“The retreat I'm hosting starts this Friday. I'm feeling a kind of scared and excited I've never felt before. Exhilarating is the word I'll use. I really appreciate what I've learned in the Mentorship, and I'm looking forward to more learning and action-taking ahead.”
Who It's For
If you're seeing this, you're probably a retreat leader.
You're hosting retreats (or about to), but you're wearing all the hats
You want traction without selling out your values
You'd rather learn from and alongside leaders who've actually done this
You don't want another pitch — you want permission to be real
Office Hours is for people who host retreats and want them full and profitable, without doing it all alone.
After coaching 5,000+ retreat leaders, here's what I know
You do better work when you're not doing it alone.
— Jake Sasseville
The Room
What makes Office Hours Live different
A Coach Who Gets It
Jake shares what's worked, what hasn't, and how to pivot — from 450+ retreats seen up close.
Real Talk, Real Strategy
Honest coaching on what's working and what's not — pricing, burnout, marketing that moves people.
Open Floor, Real Community
Bring your biggest questions and learn alongside a room of leaders doing the same work.
More Than Retreats
We dive into offers, systems, mindset, and the business behind the work.
How we do it here
Bring your real numbers and your real questions. That's where the coaching starts.
We turn problems into openings by being with what's actually in front of us.
We remember our first reaction is never our final reaction.
We listen to each other as ourselves — because the answer you need is often sitting in someone else's share.
The goal of our community is not simply to cause transformative experiences. It is to become increasingly capable of transformation itself. You walk in circling one thing for weeks. You walk out with a next step and a community that's got your back.
This is where retreat leaders stop white-knuckling it alone.
Bring the thing you've been avoiding.
📍 Live on Zoom
⏰ 3pm ET | 12pm PT | 8pm London
🎟️ Free to Attend—Come As Often As You Like
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