Supervisor of Transportation Services

Hopewell City School DistrictHopewell, VA
Hybrid

About The Position

The Supervisor of Transportation provides leadership, planning, and oversight for all student transportation services within the division. This role is responsible for ensuring the safe, efficient, and effective daily transportation of students, while also supporting special events and activities. The Supervisor collaborates closely with school and division leaders to promote a safe and positive learning environment, recognizing the critical role transportation plays in student access and experience. The position requires a proactive and solutions-oriented leader who can manage complex operations, support staff development, and continuously improve systems and services to meet the evolving needs of the division.

Requirements

  • Experience supervising or leading employees and teams, preferably within a school transportation or related operational setting
  • Highly organized
  • Capable of developing both short- and long-term plans while ensuring timely and effective implementation
  • Strong problem-solving and critical thinking skills
  • Ability to respond quickly and effectively to urgent or unexpected situations
  • Excellent communication and interpersonal skills, with the ability to build positive relationships and collaborate with individuals across diverse backgrounds, cultures, and experiences
  • Strong technology skills
  • Ability to quickly learn and adapt to new systems
  • Ability to develop and implement strategies that align with division values, processes, and priorities

Responsibilities

  • Establishes clear departmental goals aligned with the division’s mission and values
  • Oversees the planning and implementation of efficient bus routes for daily transportation and special events
  • Ensures all transportation staff meet state and federal training and compliance requirements
  • Supervises and evaluates transportation staff, incorporating multiple data sources and stakeholder input
  • Monitors operational effectiveness and efficiency, providing regular data reports aligned to departmental goals
  • Leads recruitment and retention efforts for transportation staff
  • Maintains accurate and organized records
  • Oversees inventory and maintenance of all division vehicles to ensure safety and compliance
  • Models and promotes effective communication within the department and with families, school staff, and stakeholders
  • Develops clear procedures, manuals, and guidance documents for transportation staff
  • Collaborates with school and division leaders to address operational and student needs
  • Responds to concerns and complaints with professionalism, active listening, and solution-focused action
  • Develops and manages the department budget
  • Fosters a positive, collaborative culture within the transportation department and across the division
  • Performs work as assigned
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