Transportation Manager

The Briarwood Community•Worcester, MA

6d•$52,000 - $53,560•Onsite

About The Position

The Transportation Manager is responsible for overseeing the daily operations of the Briarwood transportation department while serving as an active driver. This position provides leadership to the transportation team, ensures safe and efficient transportation services, maintains fleet compliance, and supports residents and staff throughout the community. The Transportation Manager works closely with the Concierge Team, which provides transportation scheduling and logistical direction. This role is responsible for executing transportation plans, supporting drivers, maintaining vehicles, and ensuring all transportation services are delivered safely and professionally.

Requirements

High School Diploma or equivalent required
Valid driver's license with a clean driving record
Must be eligible to be covered under the Briarwood automobile insurance policy
Strong leadership and team-building skills
Excellent communication and customer service abilities
Strong organizational and documentation skills
Ability to train, coach, and support staff
Ability to work independently and make sound decisions

Nice To Haves

Previous transportation, fleet management, supervisory, or related experience preferred
Strong leader who can support both staff and residents
Ability to take direction and work collaboratively with multiple departments
Patient, calm, and safety-focused approach
Must be able to adapt to changing schedules and priorities
Commitment to teamwork, professionalism, and exceptional resident service

Responsibilities

Oversee the daily operations of the transportation department to ensure safe, efficient, reliable, and resident-focused transportation services.
Provide leadership, supervision, coaching, and support to transportation staff, including performance management, corrective action, and ongoing development.
Drive residents to medical appointments, community outings, special events, and other destinations as needed, and provide transportation coverage during staffing shortages.
Coordinate transportation schedules and logistics in partnership with the Concierge Team, ensuring timely communication of schedule changes, transportation requests, and service updates.
Train, coach, and monitor drivers to ensure compliance with transportation policies, safe driving practices, wheelchair securement procedures, emergency protocols, vehicle operation standards, and exceptional resident service.
Maintain driver records, including licenses, certifications, training documentation, background checks, and other required compliance files, ensuring adherence to insurance, regulatory, and community requirements.
Oversee fleet operations, including vehicle maintenance, inspections, registrations, preventive maintenance, repairs, and service scheduling.
Ensure all transportation vehicles are clean, safe, properly equipped, fueled or charged, and ready for daily operation.
Maintain transportation records, mileage logs, billing information, reports, expenses, and other departmental documentation.
Ensure compliance with all applicable local, state, federal, and community transportation regulations and safety standards.
Investigate and respond to transportation incidents, accidents, service concerns, and operational issues, implementing effective corrective actions as needed.
Coordinate with vendors, repair facilities, and service providers to maintain fleet reliability and operational readiness.
Collaborate with departments throughout the Briarwood continuum to support resident transportation needs, community activities, special events, programs, and continuum-wide initiatives.
Demonstrate flexibility and a team-oriented approach by assisting with operational needs, special events, community initiatives, and other responsibilities as business needs require.
Perform other duties and special projects as assigned.