Road Supervisor

Jaunt Inc; Charlottesville (VA); On-site; USD 52,000 - 74,000; Full time

Job summary

Jaunt Inc. seeks a Road Supervisor to provide day-to-day field supervision and operational support for Jaunt's transportation services.

Reporting to the Director of Safety & Training, this role oversees operators, promotes safe service delivery, responds to disruptions, and coaches performance to ensure reliable, customer-focused transportation. You will collaborate with Training, Scheduling, Dispatch, Customer Service, Fleet Maintenance, and other departments.

Qualifications

• Two (2) years of supervisory, lead, or transportation operations experience.
• Valid Virginia Commercial Driver's License (CDL) with Passenger (P) endorsement.
• Driving record that meets Jaunt's insurance requirements.

Responsibilities

• Provide daily field supervision and operational support to assigned operators.
• Monitor service delivery to ensure compliance with procedures, schedules, and customer service expectations.
• Respond to service disruptions, accidents, emergencies, customer concerns, and other operational issues as assigned.
• Conduct field observations and ride checks to monitor operator performance and service quality.
• Coach operators to promote safe driving, regulatory compliance, and excellent customer service.
• Monitor operator performance and provide timely feedback, coaching, and documentation.
• Assist with new operator training, behind-the-wheel instruction, and CDL development as assigned.
• Support the consistent application of policies, procedures, and work rules.
• Recommend corrective action and recognition based on employee performance.
• Promote compliance with transportation regulations and safety initiatives.
• Investigate incidents and prepare required reports.
• Maintain required operational and safety records.
• Review and reconcile operator time records; prepare reports related to operations and performance.
• Collaborate across departments to support efficient service delivery.

Skills

Leadership

Coaching

Communication

Organization

Documentation

Time management

Investigation reporting

Education

High school diploma or equivalent

Associate's or Bachelor's degree preferred

Tools

Microsoft Office

Job description

Description

POSITION SUMMARY

At Jaunt, People. Service. Connection. are more than words. They guide how we serve our employees, passengers, communities, and partners every day.

The Road Supervisor provides day-to-day field supervision and operational support for Jaunt's transportation services. Reporting to the Director of Safety & Training, this position supervises assigned operators, promotes safe and efficient service delivery, responds to operational issues, and provides coaching to improve employee performance. The Road Supervisor works collaboratively across the organization to support safe, reliable, and customer-focused transportation services.

ESSENTIAL DUTIES AND RESPONSIBILITIES

Field Operations

• Provide daily field supervision and operational support to assigned operators.
• Monitor service delivery to ensure compliance with operating procedures, schedules, and customer service expectations.
• Respond to service disruptions, accidents, emergencies, customer concerns, and other operational issues as assigned.
• Conduct field observations and ride checks to monitor operator performance and service quality.
• Serve as a resource to operators by providing guidance and assistance throughout daily operations.

Employee Supervision and Development

• Coach operators to promote safe driving practices, regulatory compliance, and excellent customer service.
• Monitor operator performance and provide timely feedback, coaching, and documentation.
• Assist with new operator training, behind-the-wheel instruction, and CDL development as assigned.
• Support the consistent application of organizational policies, procedures, and work rules.
• Recommend corrective action and recognition based on employee performance.

Safety and Regulatory Compliance

• Promote compliance with all applicable organizational policies and transportation regulations.
• Investigate vehicle accidents, incidents, and customer complaints and prepare required documentation.
• Assist in identifying safety concerns and recommending corrective actions.
• Support implementation of safety initiatives and training programs.
• Maintain required operational and safety records.

Administrative Responsibilities

• Review and reconcile operator time records.
• Maintain attendance, performance, incident, and operational documentation.
• Prepare reports and documentation related to operational activities, investigations, and employee performance.
• Communicate operational concerns and recommendations to the Director of Safety & Training.

Operational Collaboration

• Work collaboratively with Training Supervisors, Scheduling, Dispatch, Customer Service, Fleet Maintenance, and other departments to support efficient service delivery.
• Assist with special events, emergency operations, and service adjustments as assigned.
• Serve as a relief operator when operational needs require.
• Perform other related duties as assigned.

Requirements

QUALIFICATIONS

Required Education and Experience

• High school diploma or equivalent required; associate's or bachelor's degree preferred.
• Two (2) years of supervisory, lead, or transportation operations experience.
• Valid Virginia Commercial Driver's License (CDL) with Passenger (P) endorsement.
• Driving record that meets Jaunt's insurance requirements.

Preferred Qualifications

• Experience in public transit, passenger transportation, or another customer-focused service environment.
• Experience coaching or training employees.
• Knowledge of DOT, FTA, ADA, and CDL regulations.

KNOWLEDGE, SKILLS, AND ABILITIES

• Knowledge of transportation operations and the Jaunt service area.
• Strong leadership, coaching, and interpersonal skills.
• Ability to communicate effectively with employees, passengers, and the public.
• Ability to remain calm and make sound decisions in emergency or high-pressure situations.
• Strong organizational, documentation, and time management skills.
• Ability to investigate incidents and prepare accurate reports.
• Proficiency with Microsoft Office and other business software applications.

WHY THIS ROLE MATTERS

The Road Supervisor plays an essential role in ensuring Jaunt's transportation services operate safely, efficiently, and professionally each day. Through field leadership, employee coaching, and operational support, this position helps operators succeed while providing passengers with safe, reliable, and customer-focused transportation services.

SPECIAL REQUIREMENTS:

Employment is contingent upon successfully completing a pre-employment drug screen and meeting Jaunt's driving record standards for insurance eligibility. Continued employment is contingent upon compliance with Jaunt's Substance Abuse Policy and maintaining a driving record that meets the organization's insurance requirements.

As a public transportation provider, Jaunt employees regularly interact with passengers of all abilities. Employees are required to successfully complete initial and ongoing training related to the Americans with Disabilities Act (ADA), including disability awareness, passenger assistance, and the safe delivery of transportation services to individuals with disabilities.

Jaunt is an Equal Opportunity Employer and complies with all applicable provisions of the Americans with Disabilities Act (ADA). Qualified individuals must be able to perform the essential functions of the position with or without reasonable accommodation. The physical requirements described in this job description are representative of those necessary to successfully perform the essential functions of the position. Reasonable accommodations may be made for qualified individuals with disabilities in accordance with applicable law. Employees requesting a reasonable accommodation should notify Human Resources and may be required to provide appropriate medical documentation supporting the request.