Careers at Maplewood Senior Living

Join Our Amazing Team...Our Communities Are Safer Than Ever!

While the world has changed, our promise to our associates hasn’t. The health and safety of our associates is of utmost importance to us. We provide all of our associates with necessary PPE, conduct ongoing COVID-19 testing at each of our communities, and have stringent cleaning and safety measures in place. Our COVID-19 Taskforce is committed to staying on top of the latest guidance from the CDC, state and local health authorities, in order to keep out communities safe.

Maplewood Senior Living has an exceptional reputation for offering the very best in senior living. Known for our luxurious amenities, customized care, and concierge style services, we believe that what truly sets us apart from others is our dedicated and compassionate associates. We focus on attracting and retaining the very best people at all levels within our company. In return, we offer opportunities for growth and an inspiring and fulfilling work environment.

Explore Available Opportunities
Maplewood Senior Living


1 Gorham Island Westport, CT 06880

Top 3 Reasons Our Associates Love Working For Maplewood Senior Living

#1. Personal fulfillment received from working with residents.
#2. Collaborative Environment where your opinion matters.
#3. A strong commitment to delivering superior service to residents.

residents cooking
resident and employees

Grow With Us

Here at Maplewood Senior Living, our culture of learning, in combination with a variety of career options, offers talented, motivated people an opportunity to challenge themselves and find a satisfying career path. Our resources can help you build on your own interests and strengths to prepare yourself for the next opportunity. Join our team and work with other dedicated individuals who want to make a difference.

Our employees have heart

Our Associates Have Heart  

At Maplewood Senior Living, we go above and beyond to help our residents find joy in the moment and live life to the fullest. Our emotion-based philosophy, HEART, is part of an un-wavering commitment to bringing an exceptional standard of care and compassion to residents and families. Each and every associate is trained on this philosophy.​

Hear What Our Associates Have to Say

Whether this is your first job, or the next step in your fulfilling career path, let our associates share their personal insights on what life at Maplewood Senior Living is like. 

Benefits You'll Love

3 plan options with preventative care covered at 100%

all preventative care covered at 100%

Includes free annual eye exam

Both STD and LTD available through convenient payroll deduction

8 Paid Holidays Offered

For use towards deductible

Generous paid time off based on years of service

Available to elect

Offered at no cost to you. Coverage paid by employer.

Additional Associate Benefits

  • On-Site Immunizations & Covid-19-Testing
  • Charitable Heart Foundation
  • Maternity & Paternity Leave
  • Fertility Assistance 
  • Unpaid Extended Leave
  • Employee Discounts
  • Employee Assistance Program
  • Flexible Schedules to Accommodate Childcare Needs

  • Commuter Benefits
  • Company Social Events
  • Legal Assistance
  • Employee Meal Program
  • Professional Development
  • Apprentice Program