Driver Operations Supervisor | Trucking & Fleet Operations

Duties & Responsibilities

• Supervise and provide day-to-day leadership to company drivers, establishing clear expectations for safety, performance, service, attendance, and operational execution.
• Monitor driver performance and provide regular coaching, feedback, recognition, and appropriate accountability to support employee development and operational performance.
• Conduct performance reviews and address performance concerns in accordance with company policies and procedures.
• Support driver onboarding, training, development, engagement, and retention.
• Conduct regular driver meetings focused on safety, compliance, operational updates, performance expectations, and team communication.
• Foster a collaborative team environment that promotes safety, accountability, professionalism, and high performance.
• Cook up daily driver assignments, schedules, and transportation activities based on freight requirements, driver availability, Hours of Service, and operational priorities.
• Maintain regular communication with drivers while they are on the road and provide support for issues that may impact safety, service, scheduling, or route completion.
• Monitor driver availability, route progress, Hours of Service, traffic, weather, equipment availability, and other operational conditions and adjust plans as necessary.
• Review and optimize transportation routes to support on-time performance, effective driver utilization, fuel efficiency, and reduction of unnecessary or deadhead miles.
• Address driver and transportation-related operational issues and ensure timely resolution or escalation when appropriate.
• Collaborate with operations, customer service, and other internal teams to address delivery concerns, service failures, and changing transportation requirements.
• Provide training and guidance to drivers on company technology platforms, transportation systems, operational procedures, and documentation requirements.
• Review and approve operational documentation, reports, driver records, and other required information.

Qualifications & Experience

• High school diploma or GED required.
• Bachelor's degree in Logistics, Supply Chain Management, Transportation, Business, or a related field preferred; equivalent industry experience may be considered in lieu of a degree.
• 1 to 3 years of experience in transportation operations, trucking, fleet management, logistics, or a related operational environment.
• Minimum of 1 year of supervisory, team leadership, or driver management experience preferred.
• Experience supervising or supporting company drivers in a transportation environment strongly preferred.
• Experience with driver scheduling, dispatch, route management, or transportation operations preferred.
• Working knowledge of Department of Transportation (DOT) regulations, Hours of Service requirements, and transportation compliance.
• Experience working with Transportation Management Systems (TMS), dispatch systems, or related transportation technology preferred.

Skills & Competencies

• Strong leadership and people-management skills with the ability to coach, support, and hold drivers accountable for established expectations.
• Strong understanding of driver operations, dispatch, scheduling, route execution, and transportation workflows.
• Working knowledge of DOT requirements, Hours of Service regulations, transportation safety, and operational compliance.
• Strong organizational and problem-solving skills with the ability to manage multiple drivers, routes, and operational priorities simultaneously.
• Ability to respond effectively to time-sensitive transportation issues and make sound operational decisions.
• Strong analytical skills with the ability to evaluate driver and operational performance and identify opportunities for improvement.
• Strong written and verbal communication skills with the ability to work effectively with drivers, operations teams, customer service, and leadership.
• Results-oriented approach with a strong commitment to safety, service quality, on-time performance, and operational efficiency.
• Proficiency in Microsoft Office applications, including Excel, Word, and PowerPoint.
• Experience working with Transportation Management Systems (TMS), dispatch systems, and operational technology platforms preferred.

Physical Demands

• While performing the duties of this position, the employee is regularly required to use a computer, telephone, and other standard office and operational equipment and to communicate and exchange information verbally, in writing, and through electronic means.
• The role requires regular movement throughout office, yard, and warehouse environments to interact with drivers, observe operations, and support business needs.
• The employee may occasionally be required to stand or walk for extended periods, bend, stoop, kneel, crouch, reach, or navigate around vehicles, equipment, and freight in connection with operational oversight activities.

Work Environment

• This position operates across professional office, yard, and warehouse environments and requires regular interaction with drivers, operations personnel, customer service teams, and other business partners.
• The employee may be exposed to varying temperatures, outdoor weather conditions, moving vehicles and equipment, and noise levels typical of an active transportation and logistics operation.
• The role operates in a fast-paced environment and may require managing multiple drivers, routes, and operational priorities simultaneously while responding to time-sensitive transportation issues.
• Flexibility in working hours may occasionally be required to support driver scheduling, operational needs, or service continuity.
• Adherence to applicable safety protocols and personal protective equipment requirements is expected when working in operational areas.