Office Hours: Ask Jake (& Team) Anything
100% Free. 100% Live. Every Week.

Are you a retreat host in the middle of trying to produce or sell out an event and craving more support, or even better, a community to learn from? Do you want to elevate your business in relationship to other entrepreneurs? Look no further!
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Office Hours is a gathering place where individuals with purpose-driven visions exchange evidence-based ideas, share simple strategies, and lift each other up. Facilitated by Imiloa Founder and CEO Jake Sasseville, Office Hours is live, raw, uncensored and there's a feeling of… anything can happen.
Rooted in fellowship and mutual support, Office Hours welcomes retreat leaders and entrepreneurs — whether or not they host at Imiloa — into a space designed to inspire deep thought, provide full-scale support from world-class retreat coaches, and cultivate the courage to act boldly.
At Office Hours, we often talk about strategy. Not just as a set of tactics, but as a philosophy of becoming — a process of discovering who we must be to create the ticket sales, impact, and sold-out retreats we envision.
It’s about asking: Who are you here to serve? What change are you here to create?
You’ll meet our coaches, our team, and all-star retreat leaders who openly share their journeys to scaling from six and seven figure businesses. You’ll find answers to business and life questions, but more importantly, you’ll find the support to take your next bold step.


Why You Should Register:
- You dream of hosting retreats, events, or initiatives that transform lives.
- You are a leader, entrepreneur, educator, or wellness professional building something larger than yourself and already hosting events or retreats.
- You’re seeking mentorship and community because you know the journey is more meaningful when we do it together.
What Happens at Office Hours?
This is a living, breathing community of learners and leaders. Each week, we come together to:
Exchange Ideas
Learn evidence-based strategies and simple approaches to overcome obstacles and create meaningful change.
Explore What Matters
Through guided conversations, reflection, and group sharing, we focus on who it’s for, what it’s for, and how to create the conditions for resilient, lasting impact.
Support One Another
Celebrate wins, hold space for struggles, create relationships and meet offline, too. And of course, radically honest feedback to help each other grow.
Drop your name and email above to join any Wednesday – and yes, you can keep coming back!