Director of Transportation

Young World Physical Education; Waterboro (ME); On-site; USD 70,000 - 90,000; Full time

Job summary

Regional School Unit No. 57 in Waterboro, Maine is seeking a Transportation Director to oversee all RSU #57 transportation activities. The role heads a transportation department, ensuring safe, efficient bus operations and fleet maintenance across district schools.

Candidates will lead budgeting, route planning, and coordination with administrators and families. The successful candidate will have a CDL with pupil endorsement (or ability to obtain), strong leadership experience, and a proven

Qualifications

• CDL with pupil endorsement (or ability to obtain)
• Experience leading and managing teams is preferred
• Ability to supervise a large staff of employees
• Proven ability to multitask under pressure
• Experience with transportation routing software in a school environment is preferred
• Ability to work a flexible schedule based on position needs
• Excellent written and oral communication with administrators, staff, students and families
• Knowledge of policies and procedures enforcement
• Thorough knowledge of bus operations and logistics

Responsibilities

• Establish district-wide vision and department goals for transportation
• Prepare, implement and manage the transportation department budget
• Lead and manage a talented staff of professionals
• Design efficient routes for student transportation
• Oversee maintenance of a large fleet of district-owned vehicles
• Communicate effectively with administration, staff, students and families
• Coordinate student discipline matters on district vehicles
• Prepare federal and state reports as required
• Ensure compliance with laws and RSU #57 policies
• Oversee vehicle purchases and fuel/supplies/services contracts
• Perform other duties as assigned by the Director of Finance & Operations

Skills

CDL with pupil endorsement

Leadership & management

Staff supervision

Multitasking

Routing software experience

Flexible work schedule

Communication skills

Policies & procedures

Bus operations knowledge

Tools

Transportation routing software

Job description

Director of Transportation

Regional School Unit 57 Regional School Unit #57 - Waterboro, Maine Open in Google Maps

Job Details

Job ID: 5875710

Application Deadline: Posted until filled

Posted: Aug 07, 2026 12:00 AM (UTC)

Starting Date: To Be Determined

Job Description

REGIONAL SCHOOL UNIT NO. 57

Office of the Superintendent

Waterboro, ME 04087

Transportation Director

Regional School Unit No. 57 seeks a motivated and dynamic leader to serve as the Transportation Director. The selected candidate will be responsible for overseeing and managing all of the transportation activities for RSU #57. Interested candidates should submit a cover letter, resume, three (3) letters of recommendation and a completed application. The position will remain open until a suitable candidate is found.

Reports to: Director of Finance & Operations

Overview:

The Transportation Director provides a leadership role in identifying, assessing and managing the RSU's transportation needs. This position is directly responsible for coordinating, supervising, facilitating and ensuring the completion of all tasks necessary for the smooth and efficient operation of all school district transportation. The Transportation Director's responsibilities also include the oversight of maintenance of all District owned vehicles.

Qualifications

• CDL license with a pupil endorsement (or ability to obtain this certification)
• Prior management and leadership experience is preferred
• Ability to manage and supervise a large staff of employees
• Proven experience to multitask and work well under stressful conditions
• Prior experience with transportation routing software in a child transportation environment is preferred
• Ability to work a flexible work schedule based upon the needs of the position
• Excellent written and oral communication skills in order to communicate with administrators, staff, students and families
• Have experience in applying fair and consistent application of policies and procedures
• Thorough knowledge of bus operations and logistics

Responsibilities

• Establish and implement a district wide vision as well as department goals for the effective and efficient transportation of RSU #57 students
• Prepare, implement and manage the transportation department budget
• Manage a talented staff of professionals
• Prepare and implement efficient and effective routes for the transportation of students
• Oversee the maintenance of a large fleet of district owned vehicles in order to ensure the fleet is maintained in a safe and fiscally prudent manner
• Provide effective communication with administration, staff, students and families
• Coordinate and manage the oversight of student discipline matters on district owned vehicles
• Prepare federal and state reports as required by the appropriate oversight agency
• Ensure compliance with all federal and state laws as well as RSU #57 policies and procedures
• Facilitate the purchase of vehicles as approved by the Director of Finance and Operations
• Oversee various transportation contracts as well as the purchasing of fuel, supplies and services
• All other duties as assigned by the Director of Finance & Operations.

Terms of Employment

Salary, work year and working conditions to be established by the RSU 57 School Board.

Salary Range: $70,000 – $90,000 annually

Evaluation

Performance of this job will be evaluated in accordance with provisions of the School Board's policy on evaluation.

Physical Demands

The physical demands described here are representative of those that must be met by an employee to successfully perform

Equal Opportunity Employer

RSU 57 is committed to providing a workplace free from discrimination and harassment. Employment decisions are made without regard to race, color, religion, national origin, sex, gender identity, sexual orientation, age, disability, veteran status, or other protected characteristics, in compliance with state and federal laws.

Position Type: Full-time

Job Categories

• Administration > Transportation
• Support Staff > Transportation

Job Requirements

• Citizenship, residency or work visa required

Contact Information

• Regional School Unit 57
• 86 West Road
• Waterboro, Maine 04087
• Phone: [phone]