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Transportation Supervisor

Holyoke Headstart
Springfield, MA Full Time
POSTED ON 9/2/2026
AVAILABLE BEFORE 11/2/2026

A STRONG COMMITMENT TO QUALITY EARLY EDUCATION PROGRAMS

WHERE PASSION MEETS PURPOSE

SIGN ON BONUS = $3,000.00


Deadline for Applications: September 30, 2026, or until position is filled

Transportation Supervisor

The Transportation Supervisor is responsible for the day-to-day supervision of bus drivers and bus monitors. The Transportation Supervisor assists with vehicle service maintenance, minor fleet repairs, staff safety meetings and in-service trainings, on-going bus observations, ensuring transportation safety measures are adhered to and monitored, assist in on-boarding new staff, check bus routes and stops safety as well as transport of children to and from school as a substitute bus driver, as needed.

Education Requirements

  • High School Diploma or equivalent.

Qualifications

  • Commercial Driver’s License with School Bus Endorsement “S” and Passenger Endorsement “P”.
  • School Bus Driver’s Certificate.
  • School Bus Driver Instructor Certificate.

Experience

  • One Year of Supervisory Experience required.
  • Driving record free of any moving violations within the last five years.

Skills

  • Strong computer/database skills, especially with knowledge of Microsoft Office products.
  • Strong oral and written communication skills.

Starting Pay: $28.37 per hour

Full Time: 40 hours per week

Full Year: 52 weeks per year

Competitive Benefits for Full-Time Employees (30 hours per week)

  • Birthday off with pay
  • 13 paid holidays
  • Paid sick, personal, vacation days
  • 403b retirement plan with maximum 3% Agency match
  • Education reimbursement
  • Employee assistance program
  • Health & dental insurance
  • Employer-paid life insurance
  • Employer-paid long-term disability insurance
  • Embedded Professional Development
  • Career-Growth Coaching & Support
  • In-house Comprehensive Support Team helps teachers in all aspects of their work

EOE/AA

We are an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, pregnancy, age, national origin, disability status, genetic information, protected veteran status, or any other characteristic protected by law.

Salary.com Estimation for Transportation Supervisor in Springfield, MA
$90,853 to $118,626
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