Part Time Driving Jobs in Naples, FL (NOW HIRING)

About Discovery Management Group

Discovery Management Group leads one of the nation’s most purpose-driven and people-centered senior living organizations, managing and enhancing senior living communities across the United States. With a focus on operational excellence, lifestyle personalization, and culture-driven leadership, we proudly serve residents and families with more than 15,000 units nationwide and growing.

As part of one of the largest senior living families in the U.S., our communities have earned Great Place to Work® certifications from 2022–2026. At Discovery Management Group, purpose guides our work, culture fuels our success, and growth defines our future. We continually aspire and invest in learning and development opportunities that support our team members’ professional growth, ensuring every team member has the tools to build a meaningful and rewarding career.

Discover You Purpose with us at [Community Name].

As Driver, you’ll play an essential role in enriching the lives of seniors by providing safe, reliable, and courteous transportation that supports resident independence, engagement, and quality of life every single day.

Your Role:

As the Driver, you are responsible for transporting residents to and from activities, appointments, and community outings while delivering exceptional service. You help ensure residents feel safe, comfortable, and supported throughout each trip.

Position Highlights:

• Status: PART TIME
• Schedule: WEEKENDS and 1 day during the week.
• Location: 26850 S. Bay Dr. Bonita Springs, FL 34134
• Rate of Pay:

What You’ll Do:

• Provide timely, safe, and courteous transportation for residents to and from scheduled activities and appointments.
• Conduct visual vehicle inspections at the beginning of each shift and complete required inspection checklists and reports.
• Assist residents, including those with mobility challenges, into and out of vehicles safely.
• Secure wheelchairs, scooters, and mobility devices using appropriate restraint systems during transport.
• Safely operate radios, cell phones, or communication devices to report delays or service disruptions.
• Maintain community vehicles in clean, safe, and good operating condition.
• Clean, fuel, and service vehicles as needed.
• Assist with vehicle registration and license renewal processes as required.
• Follow assigned routes and schedules while adjusting as needed to ensure resident safety and service quality.
• Comply with all safety procedures, transportation policies, and applicable regulations.
• Provide miscellaneous pick-up and delivery services as needed.
• Perform other duties as assigned.

Qualifications:

• High school diploma or equivalent required.
• Must be at least 21 years of age.
• Valid driver’s license with an acceptable driving record; commercial driver’s license (CDL) may be required based on community needs.
• Ability to meet applicable transportation and safety requirements.
• Previous experience in a customer service or transportation role preferred; senior living experience a plus.
• Strong knowledge of safety procedures and ability to remain calm in emergency situations.
• Ability to operate vehicle lifts and secure wheelchairs and mobility devices.
• Strong organizational and time management skills with the ability to manage multiple priorities.
• Ability to work independently while maintaining communication with leadership and team members.
• Familiarity with local routes and traffic patterns preferred.
• Ability to assist residents with mobility devices.
• Ability to lift or support wheelchairs and mobility aids.
• Compliance with DOT and state driving regulations.
• Ability to pass motor vehicle record (MVR) check.
• Exposure to outdoor conditions, traffic, and emergency situations.
• Willingness to work flexible schedules tied to resident activities.
• Meets any federal, state, or local requirements applicable to transportation roles, as required by the community.

Benefits You’ll Enjoy:

• Competitive wages
• Early access to earned wages before payday!
• Flexible scheduling options with full-time and part-time hours
• Paid time off and Holidays (full-time)
• Comprehensive benefit package including health, dental, vision, life and disability insurances (full-time)
• 401(K) with employer match
• Paid training
• Opportunities for growth and advancement
• Company provided uniforms
• Employee Assistance Program

Why Join Us:

Discovery Senior Living Earned Coveted Great Place to Work Certification for 2025-2026! A large part of what makes Discovery different from other companies in this industry is our willingness to embrace change. At Discovery Senior Living, we are constantly challenging how we are doing things to ensure the lifestyle we are offering our residents is absolutely the greatest value proposition in the marketplace. It’s just as important to us that the environment and culture for our team members are constantly refreshed. In addition, embracing and even encouraging change brings a never-ending supply of new energy to our business and our culture. That energy translates to other far-reaching positive impacts on our residents as well as our team members.

Our Culture & Values

So often, what brings people together is deeply rooted in who we are and what we stand for. And at Discovery Senior Living, we’re unified by certain, core values, which we call our “Pillars of Excellence.” They make up the fabric of our company, and include TEAMWORK, INTEGRITY, PERFORMANCE, ACCOUNTABILITY, COMPASSION, HARD WORK and CREATIVITY.

Individually, they are our virtues, and together, they make up a roadmap which helps us foster innovation and success.

Equal Opportunity Employer

We are proud to be an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all team members. EOE D/V

A Note to Applicants

This job description outlines the general nature and level of responsibilities for this role and is not an exhaustive list of all duties. Qualified individuals with disabilities, as defined by the ADA, must be able to perform the essential job functions with or without reasonable accommodation, as determined on a case-by-case basis.

Agency Policy

We do not accept unsolicited resumes from staffing agencies. Please refrain from contacting hiring managers directly.

Employment Scam Warning

We only post jobs on our official careers site and accept applications through that platform. We do not conduct interviews via text or social media or ask for personal or banking information.

Regulatory Compliance & Background Screening

Discovery Senior Living complies with all applicable federal, state, and local employment laws and regulatory requirements governing hiring practices, background screening, and workforce eligibility. Employment may be contingent upon successful completion of state-mandated and/or federally required background screenings, which may include criminal history checks, fingerprint-based screening, Level 2 background screening, registry verification, and other screenings required for healthcare and senior living roles with direct or indirect resident access.

Certain positions may be subject to additional requirements under federal programs, including CMS, Medicare, and Medicaid regulations, as well as state-specific licensing or regulatory agencies. Screening requirements vary by role and jurisdiction, and candidates must meet all applicable standards as a condition of employment. These measures support regulatory compliance and help maintain a safe, secure environment for residents, families, and team members.

Employment in Florida is contingent upon completion of a Level 2 background screening in accordance with Florida AHCA requirements. Applicants will be required to complete fingerprinting and background screening through the AHCA Clearinghouse. For more information, please visit: https://info.flclearinghouse.com.