Transportation Supervisor

Head Start Transportation Supervisor

Self Help Inc. is currently looking for a Head Start Transportation Supervisor to join our team.

Self Help, Inc. is a nonprofit Community Action Agency (CAA) created to help families and individuals stabilize and secure their lives through education, strategic assistance, and building opportunities in their communities. We provide a range of services for families and households across Southeastern Massachusetts.

• Plan, coordinate, and maintain safe and efficient transportation routes, taking into consideration program schedules, while keeping in compliance with Head Start and Massachusetts EEC regulations.
• Utilize software or manual systems to develop bus routes
• Supervises the bus drivers and monitors in the transportation department
• Fills in as backup bus driver as needed
• Perform monthly onboard observations on each bus as well as yearly performance evaluations on each driver and bus monitor.
• Responsible for planning bus evacuations 3x/year at each site where transportation is provided
• Work with the RMV inspector to perform on-site bus inspections
• Ensure all drivers hold up-to-date CDL licenses, DTE bus certificates DOT physicals and Clearinghouse queries at all times
• Communicate route details, schedule changes, and transportation updates clearly and promptly to staff or families
• Serve as the primary point of contact for drivers and monitors, addressing any inquiries, concerns, and transportation-related issues.
• Recruit, train, and support transportation staff; ensure adherence to safety policies and regulatory requirements.
• Conduct regular vehicle safety inspections, coordinate maintenance and repairs to ensure buses remain in safe operating condition, and track bus repairs.
• Maintain accurate records of routes, attendance, maintenance, certifications, and transportation incidents.
• Investigate and document transportation-related accidents or issues; implement corrective and preventive measures.
• Collaborate with Family Advocates, center directors, and program staff to address transportation barriers and support consistent child attendance.
• Develop and implement emergency procedures and train staff accordingly.
• Prepare and submit required transportation reports; analyze data to improve efficiency, safety, and service quality.
• Participate in staff meetings and contribute to the continuous improvement of transportation operations.
• Address and resolve transportation-related problems or concerns in an effective manner

• Must pass a criminal background check and other required clearances
• Must have or be willing to obtain CPR and First Aid certification
• Must meet the physical requirements of the position, including the ability to lift and carry young children, bend, stoop, and actively engage with children
• Must have a valid driver's license and a clean driving record
• Must comply with health requirements as mandated by the Massachusetts Department of Early Education and Care (EEC) and any local health department regulations

• Monday-Friday
• Hours:
  
  TBD

-$28-$35 per Hour

• Knowledge of local traffic laws and regulations
• Strong computer, organizational, time management, and problem-solving skills
• Excellent communication (written and verbal) and interpersonal skills, with the ability to interact effectively with families, staff, and transportation providers
• Ability to maintain accurate records and prepare reports
• Experience in training or guiding transportation staff
• Ability to lift and carry materials and equipment of 20 pounds occasionally

• High school diploma or equivalent required. Associate's degree preferred however not required
• Valid Commercial Driver's License (CDL) with a School Bus (S) certificate
• Minimum of 2 years of experience in transportation coordination, dispatching, or a related field, preferably in a school or childcare setting
• Experience using transportation routing and scheduling software

• Medical
• Dental
• Vision
• LTD
• FSA
• 403B
• Vacation Time
• Optional Time
• Sick Time
• Holidays
• Disability Benefits
• Life Insurance
• Direct Deposit

Self Help, Inc. provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability or genetics.