Now Hiring: Road Supervisor (CDL) – East Hartford, CT

Location: East Hartford, CT
Supporting: CREC Schools
Schedule: Monday–Friday | Split Shift
Salary Range: $55,000 – $58,000 annually

At First Student, our Road Supervisors play a critical role in supporting safe and reliable transportation operations. This position serves as a direct support partner to drivers, operations, safety, and local management by ensuring operational compliance, coaching drivers in the field, responding to incidents, and maintaining strong customer service relationships throughout the community.

This is an excellent opportunity for an experienced transportation professional who thrives in a fast-paced environment and enjoys a balance of field operations, safety oversight, training, and leadership responsibilities.

Why Join First Student?

• $55,000 – $58,000 annual salary
• Monday–Friday split-shift schedule
• Full benefits package including Medical, Dental, Vision, and 401(k) with company match
• Paid holidays and vacation
• Tremendous advancement opportunities across North America
• Supportive operational leadership environment
• Company stability with over 120,000 employees across North America
• Opportunity to directly impact safety and service within the community

About the Road Supervisor Role

As a Road Supervisor supporting CREC Schools, you will support daily transportation operations by monitoring driver performance, responding to service and safety concerns, conducting field observations, and assisting with operational and DOT compliance functions.

This role combines transportation operations, employee coaching, field safety oversight, training responsibilities, and customer service support.

Key Responsibilities

• Communicate job expectations, responsibilities, and operational updates to drivers

• Support day-to-day scheduling, driver counseling, and performance evaluations
• Conduct on-scene accident investigations and assist with accident documentation and OSHA reporting
• Deliver driver safety training, retraining, and behind-the-wheel coaching
• Observe drivers in the field and document safety concerns or violations
• Respond to customer service concerns and act as liaison between drivers, clients, and management
• Monitor driver safety, attendance, compliance, and overall performance
• Assist with DOT/FTA compliance, drug testing coordination, and recordkeeping
• Support dispatch operations, driver coverage, interviews, and operational administrative tasks as needed
• Periodically operate company vehicles and maintain required CDL qualifications
• Assist operations leadership with day-to-day service reliability and safety initiatives

Qualifications

• High school diploma or equivalent required
• Valid CDL required
• 2–3 years of transportation or transit supervisory experience preferred
• Experience supervising hourly employees preferred
• Strong communication and interpersonal skills
• Comfortable interacting with drivers, customers, senior leadership, union representatives, and the public
• Strong organizational and time-management skills
• Working knowledge of Microsoft Word, Excel, and PowerPoint
• Basic understanding of vehicle maintenance and mechanical processes
• Human resources, coaching, or training experience preferred
• Ability to work extended hours as operational needs require, including occasional Saturdays
• Must maintain regular and reliable attendance
• Must possess reliable transportation within the service area as needed

Working Environment & Physical Requirements

This role requires a combination of office work, field operations, vehicle inspections, and on-site operational support. Candidates must be comfortable working outdoors in varying weather conditions and around active transportation environments.

Physical responsibilities may include:

• Boarding and inspecting vehicles
• Standing for extended periods during observations and training
• Kneeling, crouching, bending, and performing vehicle inspections
• Completing written documentation and reports
• Working in transit facilities, maintenance environments, and operational locations

At First Student, our commitment to safety, dependability, and customer care creates an environment where you can thrive. With more than 120,000 employees across North America, we offer stability, growth, and exceptional training.

Apply today to join our team!

We aspire to have a culture where all people are First. We strive to attract and retain a diverse workforce; therefore, all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status. First is also committed to providing a drug-free workplace.

First for a reason:

At First Student, we are a family of 60,000+ employees who take pride in safely transporting more than 5 million students and passengers to and from their destinations each day! Our family of brands include Transco, Total Transportation, Maggies Paratransit, and GVC II. Our employees are at the forefront of safety and innovation; they create and implement the most advanced training and technology the transportation industry has to offer.

In the state of Washington, all technician and driving positions, including but not limited to van drivers and any other position requiring employees to drive a company-owned vehicle, are considered safety-sensitive and are therefore subject to drug and alcohol testing, including cannabis.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability or veteran status. First is also committed to providing a drug-free workplace. First will consider for employment qualified applicants with criminal histories consistent with the requirements of the San Francisco Fair Chance Ordinance, Los Angeles Fair Chance Ordinance, and any other fair chance law. Philadelphia’s Fair Criminal Record Screening Standards Ordinance Poster is at this link or upon request https://www.phila.gov/media/20210423160847/Fair-Chance-Hiring-law-poster.pdf.