School Transportation Operations Leader

First Student; Stoughton (MA); On-site; USD 73,000 - 75,000; Full time

Benefits offered by this job

Annual performance bonus potential

Competitive salary

Monday-Friday leadership schedule

Career advancement opportunities

Training and professional development

Safe, team-oriented environment

Long-term career stability

Job summary

First Student is seeking an experienced Transportation Manager to own the Stoughton operation, overseeing routes, staffing, safety, customer service, fleet readiness, and financial results. You will lead drivers, monitors, dispatchers, and office staff, ensuring on-time performance and high safety standards.

You will manage budgets, respond to disruptions, and build strong relationships with school partners, while guiding a team through daily challenges and improvement opportunities.

Qualifications

• Three years of transportation leadership or management experience.
• Four-year degree or equivalent combination of education and relevant experience.
• Experience leading frontline employees in a fast-paced operation.
• Strong understanding of route coverage, scheduling, staffing, safety, and service performance.
• Ability to manage budgets and explain financial results.

Responsibilities

• Lead the daily transportation operation serving Stoughton Public Schools.
• Directly supervise, coach, and develop drivers, monitors, dispatchers, and office staff.
• Ensure routes are fully staffed, properly scheduled, and operating safely and on time.
• Respond to service disruptions and make real-time decisions to keep the operation moving.
• Build employee engagement, accountability, recognition, and retention.
• Maintain a strong working relationship with school district leaders and customer contacts.
• Address service concerns and provide timely, practical solutions.
• Manage operational expenses and explain budget variances.
• Monitor location performance and identify opportunities to improve safety, service, and efficiency.
• Manage injury and collision claims.
• Ensure employees follow company safety practices and all applicable regulations.
• Ensure facilities and buses meet First Student safety and environmental standards.
• Minimize route times and mileage while meeting contractual and regulatory requirements.
• Provide accurate and timely operational and financial reporting to regional leadership and Finance.
• Ensure purchases follow company policies and approval processes.
• Partner closely with Safety and Maintenance to support fleet readiness and operational compliance.

Skills

Leadership

Operations management

Budget management

Safety compliance

Staff development

Communication skills

Problem solving

Education

Bachelor's degree

Job description

First Student is seeking an experienced Transportation Manager to own the Stoughton operation, overseeing routes, staffing, safety, customer service, fleet readiness, and financial results. You will lead drivers, monitors, dispatchers, and office staff, ensuring on-time performance and high safety standards.

You will manage budgets, respond to disruptions, and build strong relationships with school partners, while guiding a team through daily challenges and improvement opportunities.