About this role
Hours:
- Sun & Monday 10:30 am – 7:00pm
- Tues-Thurs 2:30 pm – 11:00 pm
$21.00/hour | Meaningful Work | Predictable Routes
Driver CDL Required – Senior Living
Join The Clare, a luxury senior living community in downtown Chicago, and play a vital role in supporting residents’ independence, safety, and quality of life. As a CDL Driver, you’ll provide safe, reliable transportation for residents while working in a respectful, service-oriented environment—no freight, no long hauls, no overnight routes. Responsibilities include driving residents to scheduled appointments, maintaining the facility’s vehicle fleet and ensuring a clean, safe, and efficient transport experience.
If you’re a professional driver who enjoys working with older adults, values safety, consistency, and meaningful work, this role may be a great fit. If you're dependable, compassionate, and ready to make a meaningful impact, we’d love to hear from you.
Transportation Services
Collaborate with the Director of Resident Experience to manage and execute the campus transportation schedule.
Safely transport residents to medical appointments, social outings, and other scheduled destinations.
Maintain and operate community vehicles, ensuring they are in excellent working condition.
Follow DOT and passenger safety standards.
Fleet Maintenance & Cleanliness
Oversee the cleanliness and upkeep of all vehicles in The Clare fleet.
Ensure vehicles are regularly cleaned, waxed, and stocked with necessary supplies and equipment.
Professional Development & Teamwork
Stay current on transportation protocols and safety standards through ongoing training and in-service programs.
Uphold and promote the Mission and Values of the facility in all interactions.
Demonstrate a strong sense of teamwork, professionalism, and a positive attitude in daily operations.
Qualifications:
Must possess minimum of High School Education or equivalent. Language skills to read, write and speak in English.
1 year experience. Driving record must be acceptable to the community’s insurance standards. Current valid CDL
Benefits:
- Health, dental and vision insurance - begin the 1st of the month after your start date!
- 401(k) matching
- Bonus potential
- Employee assistance program
- Flexible spending account
- Life insurance
- Paid time off
- Referral program
- Tuition reimbursement
Other facts
About Bayshore on Hilton Head
The Cypress is Charlotte’s premier Life Plan Community, sitting on 65 sun-kissed acres in the heart of beautiful South Park. Throughout The Cypress’ history, our goal has always been to give our residents the best of everything. That includes an inspired lifestyle filled with activities and amenities, a variety of wellness opportunities, world-class healthcare, and financial stability from owning a home.
As a Life Plan Community, The Cypress is uniquely equipped to meet the different health care needs of its residents, from the most independent and able to those requiring more advanced levels of care. Every detail surrounding our healthcare model has been carefully considered to best ensure that residents can continue to experience the rich, full lives they deserve, even as their medical needs change. Located on campus, The Stewart Health Center is a Medicare-certified facility offering assisted living options, 24-hour skilled nursing care and dementia care for rehabilitative and long-term care programs, short-term recuperation and respite services for all Cypress residents.
When you work at The Cypress, you can see the difference your efforts make. Help or interact with a member once, and you’ve literally made a friend forever. If you’re interested in doing important work in a supportive, employee-friendly environment, please explore our current job opportunities: www.thecypressofcharlotte.com/careers/
What you'll do
- The CDL Driver will provide safe and reliable transportation for residents to scheduled appointments and maintain the facility’s vehicle fleet. Responsibilities also include ensuring a clean, safe, and efficient transport experience.
Ready to join Bayshore on Hilton Head?
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