Explore a Career with Cypress Living – Where Innovation Meets Compassion

As Southwest Florida’s premier innovator of programs, services, and communities aimed at enhancing the well-being of seniors, Cypress Living isn’t just a workplace – it’s a place where passion and purpose come together to create a rewarding career path. We provide operational support to two remarkable organizations:

Cypress at Home, our tailored approach to in-home services, supports the independence, dignity and comfort of seniors in their homes.

Cypress Cove, our luxury life plan community, is a haven of wellness and social connectivity, providing residents with a comprehensive suite of amenities and activities.

As a part of the Cypress team, you’ll have the opportunity to make a meaningful impact on the lives of our clients and residents. Our culture thrives on compassion, professionalism, and a commitment to excellence. We value diversity, inclusion, and the collective expertise of our team members. You will have access to job training, educational incentives, and opportunities for career advancement.

At Cypress Living, we are not just growing; we are elevating the standards of care and trust within our community. Our commitment is not only to the seniors we serve but also to our team members’ career development. We foster a forward-thinking and supportive work environment designed to help team members not just succeed but “LOVE WHERE THEY WORK.”

Join us and be a part of Southwest Florida’s leading edge in senior living. Start your journey with Cypress today and make an impactful difference in the lives of many.




Full-Time Employees (Minimum 30hrs/week)

  • Robust insurance package: Medical, Dental, Vision, Short- and Long-Term Disability plans, as well as accident and critical plans.
  • FREE Life Insurance policy

Full-Time and Part-Time Employees (Minimum 20hrs/week)

  • Tuition reimbursement assistance
  • Generous paid time off plan
  • Annual Service Award recognition

All Full-Time, Part-Time, and PRN Employees Team Members (Regardless of hours worked per week)

  • Work today, get paid today with dailypay
  • Retirement plan with company match
  • Free medical clinic visits – 6 per fiscal year
  • Tuition discounts at Rasmussen University
  • Scholarship program for continuing education
  • Free ham or turkey at Thanksgiving & Christmas
  • Access to exercise room and pool (limited hours)
  • Employee Assistance Program (EAP) – Free counselling services
  • Employee appreciation events
  • Various discounts to area attractions, gyms, movie theaters & more!

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