The Women Behind PINpoint

The Numbers Behind PINpoint:

Built From Experience

A note from Kim Flynn:

I didn’t learn retreat center strategy from a course. I learned it by owning them. Over the past decade, I’ve owned or operated eight retreat centers, everything from a rustic lodge on top of a mountain in Park City that slept 50, all the way to a 30,000 square foot modern glass building with multiple conference rooms, AV systems, and serious overhead. I’ve worked with cozy spaces and massive ones. I’ve filled retreat calendars and I’ve stared at empty ones.

In 2020, I was ready for a big life shift. My sister Adriana and I decided to move internationally to Costa Rica. She is not an owner in the business, but she is my spirit animal and creative counterpart. She attends many of my retreats and has been part of the heart behind this work from the beginning.

A short time later, Vee joined our team after working with me at previous retreat centers. They are the heart of the INTEGRITY pillar inside the PINpoint system and one of the most talented coaches I have ever worked with. Vee's ability to help owners align their values, capacity, and leadership is a core reason this model works beyond just the numbers.

My current property is Fenix Retreat Center, an oceanfront boutique retreat center in Costa Rica. When I took it over, the average annual occupancy rate was 46 percent. We grew it to 73 percent, a 59 percent increase by year 2. During that same period, revenue grew 101 percent. That did not happen because the building was pretty. It happened because the model changed.

I am currently in the process of acquiring a second resort in Costa Rica with 25+ rooms because I understand the math, the structure, and what actually drives consistent profit in this business.

In addition to the centers I’ve owned, I’ve operated four other retreat venues across the U.S., including properties in Phoenix, Houston, and Salt Lake City. Different markets. Different price points. Different clientele. Same underlying truth: beautiful space does not automatically equal booked calendar.

I’ve seen retreat centers struggle with:

  • Gorgeous facilities that sit empty during shoulder season

  • Owners who are exhausted from chasing retreat leaders

  • Last minute cancellations that wreck cash flow

  • Social media activity that does not translate into deposits

  • A business that feels more like a financial drain than an asset

And I’ve also seen what happens when the structure is right.

The PINpoint Profit System was not built from theory. It came from restructuring pricing, differentiating between hotel/airbnb and retreat seasons, and from realizing that depending on retreat leaders who cannot pay upfront is not a strategy.

When your POSITION is clear, your INTEGRITY is aligned with your actual capacity, and your NAVIGATION is built around a repeatable booking model, the numbers change. I have built and rebuilt this across mountain lodges, urban conference centers, and beachfront properties. The principles hold because they are grounded in real financial results.

If you own a retreat center, you do not need more inspiration. You need occupancy you can rely on.

It is built by someone who has signed the leases, carried the debt, grown the occupancy, doubled the revenue, and solved the problems.

And I would love to help you do the same.

xo, Kim

DISCLAIMER: The Retreat Works programs are entrepreneurial education programs. Nothing in our programs are a promise or guarantee of earnings. Clients level of success in attaining business results is dependent upon a number of factors including client skill, knowledge, ability, dedication, and resources. Retreat Works, its owners, managers, employees, consultants, affiliates, coaches, speakers or any of the trainers do not guarantee Client's success or ability to earn revenue. This is NOT a “business opportunity” or “get rich quick” opportunity.


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