Job Description

Operations Supervisor – Dudley, MA

Serving Dudley-Charlton Regional School District, Oxford Public Schools & Bay Path Regional Vocational Technical High School

Location: Dudley, MA
Schedule: Monday–Friday | 6:00 AM – 4:30 PM
Pay Range:$39,260 – $51,035 annually

If you’re a natural leader who enjoys keeping operations running smoothly and supporting employees in a fast-paced environment, First Student has an exciting opportunity for you. As an Operations Supervisor, you’ll play a key role in the daily success of our transportation operation by supporting drivers, coordinating routes, overseeing daily bus readiness, and helping ensure students arrive safely and on time.

While First Student is North America’s leading school transportation provider—serving more than 1,250 school districts and completing over 5.4 million student journeys every day—our Dudley location offers a close-knit, team-oriented environment where your leadership makes a direct impact.

This position supports our operations serving the Dudley-Charlton Regional School District, Oxford Public Schools, and Bay Path Regional Vocational Technical High School.

Why Join First Student?

• Competitive annual salary:$39,260 – $51,035
• Monday–Friday schedule (6:00 AM – 4:30 PM)
• Comprehensive Medical, Dental, and Vision benefits
• Company-paid Life Insurance
• 401(k) with company match
• Paid vacation and holidays
• Career Advancement Opportunities: Advance into operational, maintenance, management, and leadership roles across more than 540 locations throughout the U.S. & Canada!
• Employee discounts through PerkSpot
• Employee Assistance Program (EAP): Counseling and support services for personal and work-related issues.
• Join North America’s largest school transportation provider with outstanding opportunities for long-term career growth.

About the Operations Supervisor Position

As an Operations Supervisor, you’ll help oversee the day-to-day transportation operation while supporting drivers, dispatch, maintenance, and local leadership. You’ll play an important role in ensuring safe, reliable, and efficient transportation service for the students and communities we serve.

Operations Supervisor Responsibilities

• Demonstrate and promote a safe work environment at all times.
• Ensure drivers have the daily paperwork necessary to safely complete their routes.
• Ensure completed charter paperwork is received by the Location Manager for processing.
• Coordinate field trips by assigning drivers and vehicles.
• Assist drivers with establishing and understanding route descriptions under the direction of the Location Manager.
• Ensure drivers follow through with scheduled fueling and maintenance.
• Observe employee safety practices and take corrective action when necessary.
• Assist the Location Manager during driver training sessions and kick-off meetings.
• Participate in disciplinary meetings alongside the Location Manager.
• Interact with school officials on routine operational matters when needed.
• Drive a school bus when operational needs require.
• Assist dispatch during peak operational periods.
• Help manage smaller locations under the direction of the Location Manager.
• Ensure routes comply with state, local, and customer requirements.
• Review employee timesheets prior to payroll submission.

Minimum Qualifications

• 3–5 years of experience in the transportation industry.
• Previous supervisory or leadership experience preferred.
• Strong communication, organizational, and interpersonal skills.
• Computer proficiency.
• Ability to prioritize multiple responsibilities in a fast-paced environment.
• Ability to work collaboratively with drivers, dispatch, maintenance personnel, school district representatives, and leadership.

Note: This position is subject to DOT drug testing and physical requirements. DOT Regulation 49 CFR Part 40 does not authorize the use of Schedule I drugs, including marijuana, for any reason.

Build Your Career with First Student

Whether you’re looking to grow into Location Management, Transportation Management, or other operational leadership roles, First Student provides the training, support, and career opportunities to help you succeed.

Apply today and become part of the First Family while helping ensure safe, reliable transportation for the students and communities we proudly serve.

We aspire to have a culture where all people are First. We strive to attract and retain a diverse workforce. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status. First Student is committed to providing a drug-free workplace. For candidates applying to positions in San Francisco or Los Angeles, California, First Student will consider qualified applicants with criminal histories consistent with applicable Fair Chance Ordinances. First Student is an Equal Opportunity Employer committed to fostering an inclusive culture that supports future growth for all.

First for a reason:

At First Student, we are a family of 60,000+ employees who take pride in safely transporting more than 5 million students and passengers to and from their destinations each day! Our family of brands include Transco, Total Transportation, Maggies Paratransit, and GVC II. Our employees are at the forefront of safety and innovation; they create and implement the most advanced training and technology the transportation industry has to offer.

In the state of Washington, all technician and driving positions, including but not limited to van drivers and any other position requiring employees to drive a company-owned vehicle, are considered safety-sensitive and are therefore subject to drug and alcohol testing, including cannabis.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability or veteran status. First is also committed to providing a drug-free workplace. First will consider for employment qualified applicants with criminal histories consistent with the requirements of the San Francisco Fair Chance Ordinance, Los Angeles Fair Chance Ordinance, and any other fair chance law. Philadelphia’s Fair Criminal Record Screening Standards Ordinance Poster is at this link or upon request https://www.phila.gov/media/20210423160847/Fair-Chance-Hiring-law-poster.pdf