Road Supervisor

About the role

The Road Supervisor provides front-line supervision for drivers and support staff while ensuring safe, timely, and efficient shuttle operations from pull-out through route completion. This role oversees vehicle readiness, fleet condition, route coverage, supplies, documentation, and on-road performance while partnering with the Operations Manager on fleet movement, repairs, staffing coverage, and operational records.

Responsibilities

• Provide front line supervision to drivers, program support staff, and additional staff assigned to the Shuttle Transportation Program, representing supervisory responsibility for 20+ team members.
• Ensure efficient pull-out of all shuttle routes at the beginning of each shift so that all shuttle service starts on time and can maintain efficient and safe service.
• Assign available vehicles to each route, ensure that all external signage is current, and drivers have necessary supplies and documentation paperwork.
• Work with the Operations Manager pertaining to fleet management and movement of assets.
• Oversee fleet of 20+ shuttle vehicles as well as support vehicles. Review fleet condition daily and assist in scheduling vehicles for repairs as determined by the Operations Manager.
• Ensure that the fleet is clean, working with the drivers to schedule and perform cleaning activities.
• Oversee ordering and procurement of equipment and supplies, ensuring that staff and daily operations have all equipment and supplies needed; ensure that Shuttles are stocked with required supplies, schedules, and other informational pieces at all times.
• Work with the Operations Manager to cover scheduled and unscheduled absences in the event a driver does not check in on time.
• Assist with data gathering or updating shuttle operations records as needed.
• Conduct on-the-road observations at various locations in the system, monitoring on-time performance, shuttle operations, customer service, safe driving principles and document/follow-up with any areas of concern.
• Assist in the investigation of workplace crashes/injuries and ensure adherence to safety standards and safe workplace practices.
• Conduct driver recruitment activities, including candidate screening, interviewing, onboarding, and new hire orientation to ensure adequate staffing levels.
• Manage driver certification and re-certification requirements, maintaining accurate records and ensuring all licenses, endorsements, medical certifications, and qualifications remain current and compliant with applicable regulations.
• Cook up safety orientation and provide ongoing driver training, coaching, and mentoring focused on defensive driving, compliance, customer service, and operational procedures.
• Coordinate safety orientation and provide ongoing driver training, coaching, and mentoring focused on defensive driving, compliance, customer service, and operational procedures.
• Conduct road test evaluations for driver candidates to assess safe driving skills, professionalism, and readiness for the role.
• Implement new or updated training as needed to support operational changes, safety initiatives, company standards, and DOT/FMCSA compliance requirements.
• Aid in incident investigations, documentation, and follow-up actions to reinforce safe workplace practices and regulatory compliance.
• Use strong public speaking, presentation, written communication, and critical thinking skills to deliver effective training and communicate expectations clearly.

Requirements

• 2+ years of experience in a Lead or Supervisory role
• 2+ years of driving experience (shuttle, routed, or point-to-point transportation using a vehicle with a 10,000 GVWR or greater)
• Experience coaching, mentoring, or training drivers
• Strong defensive driving skills and knowledge of safe driving practices
• Familiarity with DOT/FMCSA safety and compliance requirements
• Strong verbal, written, presentation, and public speaking skills
• Able to document incidents, training outcomes, and performance concerns clearly and accurately
• Strong critical thinking and problem-solving skills
• Must have experience in using Microsoft Office Suite
• Must be at least 21 years of age
• Acceptable Motor Vehicle Record
• CDL Class A or B License Passenger Endorsement
• Current/Active DOT Medical Card