Cypress Living

What Cypress Living does

Cypress Living is a Fort Myers, Florida-based operational support and consulting firm that provides management, technology, and clinical services to senior living organizations. It serves as the parent and operating partner of two subsidiaries: Cypress Cove, a luxury life plan community on a 60-acre campus serving 600+ residents, and Cypress at Home, an in-home services provider serving 1,200+ clients. Beyond its owned entities, Cypress Living extends its model externally through a strategic partnership with Lee Health, under which it has provided both technology-enabled senior living services and follow-on consulting to extend the model to additional Lee Health campuses.

The company's core technology stack is built around the K4Community platform from K4Connect, integrating smart-home sensors, resident engagement, and community operations. Layered on top are multiple AI-enabled features developed or deployed as part of a 2023 AI Expansion Initiative: HUGO, a ChatGPT-powered resident chatbot; predictive fall-prevention models; NLP-based analysis of customer feedback; and remote patient monitoring through Keenly Health. Predictive analytics also support staffing decisions. These capabilities have earned the organization multiple industry technology awards.

Cypress Living's business model rests on three revenue streams: management and back-office fees from its two operating subsidiaries; resident-level fees (entrance fees, monthly service fees, and ancillary care charges) at Cypress Cove; and fee-for-service home care revenue at Cypress at Home, which has scaled from roughly $35K/month to $600K/month over five years. External consulting revenue is emerging through the Lee Health relationship and represents a potential third leg of the model beyond the captive subsidiaries.

Name

Cypress Living

Legal name

Cypress Living

Website

https://cypressliving.org

Company type

Private

Founded year

1998

Operating status

Operating

Headcount range

251–500 employees

Short description

Cypress Living is a Fort Myers, Florida-based senior living management and consulting firm that provides operational, technology, and clinical services to its subsidiaries Cypress Cove (a 600+ resident life plan community) and Cypress at Home (1,200+ home-care clients), and extends its model externally through a strategic partnership with Lee Health.

Ownership category

akta.pro rank

Product category

Senior Living Operational Support Services

NAICS

Continuing Care Retirement Communities and Assisted Living Facilities for the Elderly (62331), Assisted Living Facilities for the Elderly (623312), Nursing and Residential Care Facilities (623)

SIC

Services-Nursing & Personal Care Facilities (8050), Services-Home Health Care Services (8082)

akta.pro primary industry

Life Plan / Entrance-Fee CCRCs (HLADAEAA)

akta.pro secondary industries

Independent Living Real Estate Owners/Operators (REITs & Management Companies) (HLADAAAG), Live-In & 24/7 In-Home Care (HLADAGAI), Senior Living Property Management (BPAJAGAI), Housing & Placement Coordination (Assisted Living, Memory Care, SNF) (HSABAIAL)

Keywords

• Senior living management
• Operational support services
• Home health services
• Continuing care community
• Healthcare consulting services

Headquarters

HQ city

Fort Myers

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2B

Offering type

Services

Cost components

Personnel, Operations, Technology or R&D, Marketing or Sales, Infrastructure

Revenue model

1. Management and Operational Support Services: Cypress Living provides operational support to Cypress at Home and Cypress Cove, handling areas such as human resources, marketing, IT infrastructure, clinical expertise, and financial services. This forms their core operational model.
2. Strategic Consulting Services: The company offers consulting services in strategic planning, sales and marketing advisory, financial advisory, technology and innovation, and clinical consulting to healthcare and senior living organizations.

Go-to-market motion1 record

Distribution channels2 records

Marketing channels5 records

Core offering

Cypress Living provides operational management, administrative, clinical, financial, marketing, and technology support services to senior living organizations. It directly supports two affiliated operating entities—Cypress Cove (a luxury Life Plan Community on a 60-acre campus) and Cypress at Home (in-home care management, home care, medical care, and home health)—and delivers strategic consulting to healthcare systems such as Lee Health's home health agency.

Product overview

Cypress Living is a senior living operational support organization providing a portfolio of services to affiliated entities. The core offerings include Cypress at Home (in-home services with Care Management, Home Care, Medical Care, and Home Health), Cypress Cove (luxury Life Plan Community with independent living, assisted living, memory care, and skilled nursing), and direct consulting/management services (administration, clinical, sales/marketing, financial, technology/AI). The technology portfolio includes K4Community smart-home and communications platform and Keenly Health remote patient monitoring, integrated to support both residential and home-based care delivery.

Differentiator

Problem solved

Functional benefit

Brands

• Cypress Cove: A luxury life plan retirement community offering all levels of quality living options as well as rehabilitative care, located on a 60-acre campus at HealthPark Florida in South Fort Myers.
• Cypress at Home

Products and services

• Management Services Comprehensive operational support offered to senior living organizations including Administration Services (Executive Director Coaching, Administrator Training), Clinical Expertise (Regulatory Compliance, Licensing), Sales and Marketing, Financial Services, and Workforce Development. Delivered to Cypress Cove and Cypress at Home and to external client organizations.
• Consulting Services Strategic consulting offerings including Strategic Planning, Sales and Marketing Advisory, Financial Advisory, Technology and Innovation (analytics, RPA, AI), and Clinical Consulting for healthcare and senior living organizations.
• Lee Health Strategic Partnership Services Strategic consultative services delivered to Lee Health's home health agency including leadership development, operational support, Innovation/IT support through data collection and analysis, and marketing and business development. Also includes prior skilled nursing coverage for Lee Health's physician group.
• Cypress Cove Luxury life plan retirement community on a 60-acre campus offering Independent Living, Assisted Living, Memory Care Assisted Living, and Skilled Nursing services, plus rehabilitative care. Served 600+ residents and is supported end-to-end by Cypress Living's operational management services.
• Cypress at Home Suite of in-home services allowing older adults to maintain independence and age successfully at home. Offers four distinct service lines: Care Management, Home Care, Medical Care, and Home Health. Operational management and strategic direction provided by Cypress Living.

Quantifiable outcome

• Cypress at Home grew from 35 clients to over 1,200 clients with revenue increasing from $35K/month to $600K/month within five years.
• +2 more outcomes

Named customers5 records

Segments3 records

Ideal customer profiles3 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration4 records

AI capability7 records

Feature8 records

Partnerships

Three partnerships are on record, tiered core and minor.

• Lee HealthcoreStrategic or Co-development Partner · 4 November 2022Cypress Living provides strategic support, leadership, and guidance for Lee Health's home health agency. Lee Health is one of the largest not-for-profit public health systems in Florida, founded in 1916. Support includes workforce development, revenue cycle management, operational efficiency, business development, and clinical programming. Cypress Living previously provided skilled nursing coverage for Lee Health's physician group.
• K4ConnectcoreTechnology or Integration · 15 March 2022Technology partnership bringing K4Community platform to Cypress Cove residents and staff. K4Connect is a mission-driven healthtech company that integrates technology to serve older adults. The partnership includes smart home automation, resident mobile apps, Amazon Alexa devices, enterprise operations tooling, and data-driven insights through K4Connect's FusionOS technology.
• CHAP (Community Health Accreditation Partner)minorOthersLee Health's Home Health agency is accredited by CHAP, demonstrating quality standards compliance. This accreditation supports the partnership with Cypress Living for home health services.

Scale indicators5 records

Recent moves7 records

Expansion highlights6 records

Direct peers

• Greystone: Greystone provides management, development, and consulting services for senior living communities including CCRCs and life plan communities. Direct peer in the senior living management services category with overlapping client base and service scope.
• Compassus: Compassus provides home health, hospice, and palliative care services, comparable to Cypress at Home's home health and home care service lines. Similar clinical-care-at-home model with workforce-development and clinical compliance focus.
• Addus HomeCare: Addus provides personal care, home health, and hospice services to elderly and disabled clients in their homes. Direct peer to the Cypress at Home business line with overlapping service offerings around care management, home care, and medical care at home.
• Health Dimensions Group (HDG): HDG provides management, consulting, and advisory services to senior living and post-acute care providers, including operational oversight and clinical consulting. Closely comparable to Cypress Living's consulting + management services offering across CCRCs, assisted living, and home health.
• Life Care Services (LCS): LCS is one of the largest senior living management companies in the U.S., providing full operational management for life plan communities (CCRCs), similar to how Cypress Living supports Cypress Cove. Comparable business model around managing CCRCs and senior living communities for affiliated/partner organizations.
• Senior Helpers: Senior Helpers is a national in-home care provider offering personal care, companion care, and specialized senior care services. Comparable to Cypress at Home's in-home care services for older adults aging in place.

Broad incumbents

• Atria Senior Living: Atria is one of the largest U.S. senior living operators with a broad portfolio of independent living, assisted living, and memory care communities. Comparable to the operational scope of Cypress Cove, though Atria is a direct operator rather than a third-party management services firm.
• Welltower: Welltower is a healthcare REIT that partners with senior living operators, often providing operational oversight and shaping operator strategy. Adjacent comparable given its involvement in senior living operator partnerships similar to Cypress Living's model with its affiliated entities.
• Erickson Senior Living: Erickson operates a national network of large-scale CCRCs / life plan communities, directly comparable to Cypress Cove's life plan community model though at significantly larger campus scale and as an owner-operator.
• Brookdale Senior Living: Brookdale is the largest senior living operator in the U.S., offering independent living, assisted living, memory care, and skilled nursing across hundreds of communities. Comparable in care continuum breadth to Cypress Cove though at much greater scale and as a direct operator.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights7 records

Customer concentration

• LinkedInlinkedin.com/company/cypress-living
• Xx.com/WorkatCypress
• Facebookfacebook.com/CypressLivingCareers

Compliance1 record

Revenue estimate

Valuation estimate

Number of profiles

Profiles12 records

Subsidiaries2 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Cypress Living