Already running retreats and ready for the next level?
In this 2-day Intensive (June 26-27th), you’ll install two high-leverage monetization moments: the Day Zero VIP + the Final Night Offer – so you can add premium revenue to your next retreats!
Most retreat leaders accidentally waste the two most powerful moments of their entire retreat experience:
- Day Zero: The day before the retreat starts (when your best clients are already arriving early anyway)
- The Final Night: (when trust is high, transformation is real, and the right people are naturally asking, “What’s next?”)
This is where premium revenue can be created – with integrity and heart.
Taught live by Jake Sasseville, Founder of Imiloa and Verdesana retreat centers in Costa Rica.
Jake has coached over 450 Imiloa retreat leaders over the last decade and helped generate $100,000,000+ in retreat revenue.
And this is the first time he’s teaching this complete monetization system outside his private client circle specifically for our Wanderlust students!
What’s The $100K Retreat Revenue Intensive About?
This is a live build experience with Jake Sasseville where you’ll install TWO simple monetization moments into the retreat you’re already selling.
1. Platinum “Day Zero” VIP Day (Arrive one day early)
Most retreat leaders arrive a day early – and they do nothing with it.
They pay for the extra night.
They run logistics.
They “get grounded.”
But they ignore the simplest truth: your best clients are already enrolled, already traveling, and already invested!
Jake will show you how to install a Platinum “Day Zero VIP” – a one-day experience before the retreat that creates depth, premium access, and serious revenue.
By the end of this intensive, you’ll leave with your Day Zero VIP day designed and ready to invite.
“Our retreat was already full when we started this training – so we didn’t think we ‘needed’ anything else.
But what we’d never considered was monetizing the day before.
Jake taught the ‘Day Zero VIP’ approach and told us it’s usually one to three people. We tried it anyway.
The week after the FAM trip, we enrolled nine people into our one-day VIP – so many that we had to rent an additional hotel night before our retreat at Imiloa.
The revenue was great, but the bigger win was how much deeper those clients went with us before the retreat even began.
We’ll never host again without a Day Zero VIP.”
~ Tymi T. & Jane S., South Carolina
2. The “Final Night” Irresistible Offer
Here’s what most retreat leaders don’t realize…
The final night of a retreat is a conversion moment. The room is already transformed. They’ve bonded. They’ve opened. They’ve seen results. They’re not “considering” anymore – they’re ready.
And yet most leaders either:
- skip the invitation entirely,
- awkwardly mention something at the end, or
- offer something vague that doesn’t match the moment.
That doesn’t just cost you revenue. It costs your guests a clear next step. Because the right people want to keep going – they just need a bridge.
In our experience, when the offer is structured correctly and invited with integrity, 30–70% of the room is willing to say yes to the right next step.
Jake will teach you how to craft a final-night offer that feels inevitable, clean, and deeply service-led – shared at the moment it actually makes sense.
And you’ll leave with your offer structure, language, and flow done so you’re not winging it on the last night. 😉
Keep in Mind: This is an advanced layer for retreat leaders who already have coaching, programs or or a next-step pathway – and want to run retreats that are actually profitable.
“I’ve been in C-suite leadership for almost 20 years and I’ve hosted retreats for a decade – five retreats in, and I still wasn’t making real profit from them.
I kept telling myself it was ‘worth it,’ but the math didn’t feel sustainable. Jake’s Final-Night offer methodology changed everything for me.
I finally had a clean structure to make a $25K invitation without getting weird, pushy, or apologetic. About half (of participants) take advantage of my final night offer, resulting in a profitable retreat.
The tickets cover the cost of retreat and the final night offer gives me the year runway I need.
I stopped seeing my retreat as the profit center and started using it as the trust engine – the front door to a sustainable ecosystem of high-value programs.
Now I can justify doing retreats because they lead somewhere – and I know exactly how to enroll people when trust is at its peak.”
~ Leanne M., San Francisco, CA
What’s Included in This Intensive, Jake?
By the end of this 2-day intensive (June 26-27), you’ll have:
✅ A fully structured Day Zero VIP (pricing, positioning, experience design, and invite language)
✅ A clear Final Night Offer (what it is, who it’s for, and exactly how to present it)
✅ 3 months of private Voxer support with Jake while you implement
✅ Heart-centered enrollment language that feels like leadership
✅ Real-time refinement so you leave with work DONE, not “ideas”
✅ Clarity on what to offer, to whom, and why it’s the right next step
✅ Clean enrollment language that sounds like leadership, not a pitch
✅ A simple structure you can repeat retreat after retreat (not a one-time hack)
“I hosted my first retreat in Costa Rica last year and I followed Jake’s methodology before I ever met him. I was honestly nervous – I’m not a ‘sales’ person, and I didn’t want to compromise my integrity on the final night.
What surprised me was how natural it felt once I used his framework to seed the offer throughout the retreat. By the time the final night came, people weren’t hesitant – they were excited.
I enrolled 75% of the room into my high-ticket offer, and it didn’t feel like a pitch. It felt like the obvious next step they were already asking for.”
~ Robin V., Boston, MA
Enroll for $500-off our regular tuition of $2500 USD.
That’s only $2000 USD (paid-in-full)!
…Or…
Grab our 3-month payment plan
for ONLY $675 USD a month!
Here’s The Schedule
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.”
Day 1 – Friday, June 26th
12:00 – 2:00 PM New York time
Intro + What’s at Stake + The Profit Framework
We’ll cover: what you’re building, why it works, and how to reverse-engineer from your current retreat so it’s enrollment-ready.
3:00 – 5:00 PM New York time
Build Your Platinum Day Zero VIP
Design your experience, pricing, positioning, and the invitation – so it feels obvious, premium, and not pushy!
Day 2 – Saturday, June 27th
12:00 – 2:00 PM New York time
Build Your Final Night Irresistible Offer (the $25K structure)
We’ll focus on your offer and the enrollment, not building an entire program from scratch. You’ll leave with your exact final night offer.
3:00 – 5:00 PM New York time
Implementation Q&A + Refinement
Real-time troubleshooting so you don’t leave with “ideas.” You leave with decisions – and a plan you can execute.
ABOUT JAKE
Jake Sasseville is the Founder of Imiloa Institute in Costa Rica – an immersive retreat and education center designed to feel more like a protected rainforest than a resort. Imiloa exists to give transformational leaders a true home base for delivering extraordinary work, without the stress of managing a thousand moving parts.
Since opening in 2018, Imiloa has supported 450+ retreat leaders, hosts 120+ retreats annually, and maintains an industry-leading 86% client renewal rate – a reflection of the care, standards, and operational excellence Jake has built into every layer of the experience.
The institute has welcomed organizations and teachers ranging from the United Nations and the Beckley Foundation to Dr. Peter Levine and Dr. Martha Beck.
Jake brings a rare blend of hospitality mastery, education, and business strategy to retreat leadership. His trainings focus on helping retreat leaders run retreats that feel deeply aligned and financially profitable.
And one of his favorite subjects to teach retreat leaders about is monetizing their retreats by installing two often-overlooked “profit moments”: a Day Zero VIP and a Final-Night Invitation that feels natural, service-led, and high-integrity.
Q: Will this work for my retreat?
If you have an online program, coaching packages, or something to offer your participants that aligns with the material you are sharing on your program – yes, this can be installed. If you’re not sure if this is for you, simply email us in the office and we’ll be happy to chat with you!
Results depend on your audience, pricing, delivery, and enrollment leadership. No income guarantees are being made. It’s always about focusing on who you have to be in order to have what it is you’re wanting. Ultimately, like everything else in life, the results are up to you.
Q: What if I can’t attend live?
You’ll get access to the replays in Xperiencify- we will be recording all the sessions. (And you still get the special pricing if you enroll before May 1.)
Q: Is this program included in Retreat Blueprint?
No. The Retreat Blueprint covers all your fundamentals. This is the advanced implementation system: VIP Day + Final Night Offer.
Q: Is there a Facebook group?
No. Support is handled through the live Q&A and the Voxer channel, where you can ask anything!
Q: Sheri when do we meet?
Day 1 – Friday, June 26th
12:00 PM – 2:00 PM New York time
Intro + What’s at Stake + The Profit Framework
You’ll get the full map: what you’re building, why it works, and how to reverse-engineer from your current retreat so it’s enrollment-ready.
3:00 PM – 5:00 PM New York time
Build Your Platinum Day Zero VIP
You’ll design the experience, pricing, positioning, and the invitation that makes it a no-brainer.
Day 2 – Saturday, June 27th
12:00 PM – 2:00 PM New York time
Build Your Final Night Irresistible Offer (the $25K structure)
We focus on the offer and the enrollment—not building an entire program from scratch. You’ll leave with the exact offer you can make on the final night.
3:00 PM – 5:00 PM New York time
Implementation Q&A + Refinement
Real-time troubleshooting so you don’t leave with “ideas.” You leave with decisions—and a plan you can execute.
Copyright © 2026 Sheri A Rosenthal DPM Inc.