Five Winds Senior Living
Invest in better senior living. Give your capital a purpose and a return.
Five Winds helps accredited investors put capital to work in senior living communities built around consistent care, supported caregivers, and a better experience for families. Choose a fixed target of 10% annually, paid monthly, or 14% compounded annually and paid at exit.
Path A: Monthly Income
10% fixed annual target, paid monthly
If you want income you can use today, Path A is designed to make monthly interest payments while your capital supports the Five Winds senior living strategy. The minimum hold is 1 year.
The investment at a glance
Choose how your capital works for you.
Path B: Compounded Growth
14% fixed annual target, compounded annually
If you want to keep your returns working, Path B adds accrued interest to your investment each year, with payment at exit or refinancing under the note terms. The minimum hold is 3 years.
Why this business
The need for good senior living is growing. The quality of the operator matters.
The need for good senior living is growing. The quality of the operator matters. More families are looking for communities where their parents can receive dependable care and continue to feel known, respected, and at home. That demand creates an investment opportunity, but owning the buildings is only part of the work.
Senior living is a daily operating business. The people who lead a community, hire and support caregivers, respond to families, and maintain care standards affect both the resident experience and the financial results.
Five Winds brings those responsibilities into the investment platform. Our operating founder is an equity partner, and our approach connects the decisions made in a community with the decisions made about capital.
All photos are stock or representative mockups to honor resident privacy.
operating evidence
Experience you can evaluate beyond a spreadsheet.
Greg Cini, our founding partner responsible for operations, leads four Ohio communities with more than 300 licensed beds. Those communities provide a real setting in which to examine the operating approach Five Winds intends to bring to future acquisitions.
occupancy
100%
in-house staffing
450+
employees
92-100%
Staff retention unlocks both strong culture & strong returns.
Executive Director TURNOVER
CAREGIVER TURNOVER
~50%
Industry average
→
~25%
~30%
Industry average
Five Winds
→
~15%
Five Winds
How care supports the business
Consistent care starts with people who have a reason to stay.
When caregivers leave, a community loses experience and residents lose familiar faces. Hiring, retraining, and filling shifts can also put pressure on operating costs.
Our approach starts with the care team: thoughtful hiring, competitive compensation, leadership and nursing development, and owners who stay close to the work. We want caregivers to build lasting careers, residents to receive consistent attention, and families to feel confident in their choice.
Those priorities support the business investors are funding. A stable team can strengthen care continuity, reduce reliance on agency labor, and help a community earn the trust that sustains occupancy.
OUR "five wins" MODEL
Five groups should benefit when a community succeeds.
We call this our five-win philosophy. It guides how we evaluate acquisitions, operate communities, and build partnerships.
WIN ONE
Change the Caregivers life
WIN TWO
Deliver Authentic, Loving Care
WIN THREE
Give Families Peace
Top of wage range. Real culture. Excess margin reinvested in the team. When caregivers stay, care deepens. When care deepens, everything else improves.
A place you'd send your own parent. Quality follows from culture, not because of compliance checklists. Because of culture rooted in Family, Love & Compassion
Warm, human, deeply well run, so families visit with joy instead of anxiety and guilt.
WIN FOUR
Create Meaningful Returns
Not maximum. Meaningful. A durable, cash-flowing platform built to compound over time. Do well, by doing good. Purpose and profit are inseparable. This is not idealism. It is how durable businesses are built.
Built to keep, not to flip. Long-term stewardship. Legacy is love in action. We will give back to local non-profits and people making a difference in each community we operate in.
WIN FIVE
The Secret to Living is Giving
Team introduction
A team built to buy carefully, operate well, and manage capital responsibly.
Five groups should benefit when a community succeeds.
Five groups should benefit when a community succeeds.
Five groups should benefit when a community succeeds.
Reid Hamilton leads acquisitions and development, drawing on approximately $300 million of prior self-storage portfolio experience.
Five groups should benefit when a community succeeds.
Greg Cini brings more than 25 years of senior living experience and the operating systems behind his Ohio communities.
Reid Hamilton
Founding Partner, Acquisitions & Development
Greg Cini
Founding Partner, Operations
Bryan Schachter
Founding Partner, Capital & Investment
Bryan Schachter leads investment strategy and underwriting, following nearly two decades at Watermark Retirement Communities, including service as Chief Investment Officer.
