Transportation Supervisor

foodauthority; Westborough (MA); On-site; USD 85,000 - 90,000; Full time

Benefits offered by this job

Competitive salary

401(k) with match

Medical, dental, vision insurance

Paid time off

Job summary

Food Authority, a food transportation company, is seeking a Transportation Supervisor for the Westborough, MA area. The role focuses on safe, timely, and compliant transport of food products to customer locations, overseeing daily operations, drivers, and compliance with DOT rules.

Responsibilities include supervising fleet maintenance, safety programs, and training, while driving efficiency and on-time delivery metrics. The position requires overnight hours and a strong safety culture.

Qualifications

• Proven experience in transportation or fleet operations with supervisory role.
• Strong leadership and communication skills for a diverse workforce.
• Thorough understanding of DOT regulations and safety/compliance requirements.

Responsibilities

• Plan, coordinate, dispatch, and monitor routes per DOT regulations.
• Supervise daily transportation operations, including drivers and helpers.
• Oversee fleet maintenance, inspections, and repairs to ensure safety and minimize downtime.
• Monitor fuel usage, mileage, and performance metrics to optimize efficiency.
• Lead driver onboarding and safety training, including CDL compliance.

Skills

Leadership

Team management

Communication

DOT regulations

Safety

Tools

TMS

GPS

Routing software

Samsara

Job description

Position: Transportation Supervisor

Reports to: Transportation Manager

Shift: 3rd/ Overnight- 10:00PM-7:00AM

FLSA: Exempt

Salary: $85,000.00-$90,000.00

Company Overview

Since 1977, Food Authority has focused on one goal: delivering the highest-quality products and services with unmatched reliability. Our skilled team ensures the efficient transportation of fresh food and inventory merchandise. With locations in Melville, NY; Jessup, MD; and Westborough, MA, Food Authority continues to grow while maintaining a strong commitment to customer service, safety, and employee success.

Position Summary

The Transportation Supervisor is responsible for exceeding customer service expectations by ensuring the safe, timely, and compliant transportation of food products to customer locations. This role oversees daily transportation operations, supervises drivers and helpers, ensures temperature-controlled and undamaged deliveries, maintains FIFO inventory practices at customer locations, and enforces company policies and DOT regulations. This position plays a critical role in fleet performance, driver development, customer satisfaction, and safety

Key Responsibilities

• Plan, coordinate, dispatch, and monitor transportation routes while ensuring compliance with DOT regulations


• Supervise daily transportation operations, including drivers and driver helpers.


• Oversee fleet maintenance, inspections, and repairs to ensure vehicle safety and minimize downtime


• Monitor fuel usage, mileage, and operational performance metrics to optimize efficiency


• Manage transportation equipment and coordinate with vendors such as Ryder and Penske


• Lead driver onboarding and ongoing training, including CDL compliance and safety programs


• Facilitate annual and recurring training (e.g., Samsara, ELD, defensive driving, refrigeration, liftgate, visibility, accident protocols)


• Audit DVIRs and delivery practices regularly and coach employees based on performance trends


• Ensure full DOT compliance, including HOS, qualification files, drug and alcohol testing, and safety documentation


• Investigate accidents, incidents, and near misses; implement corrective and preventative actions


• Promote and maintain a strong safety culture and actively participate in safety committees


• Monitor KPIs such as on-time delivery, vehicle utilization, and driver productivity


• Prepare and review operational reports to support data-driven decision-making


• Liaise with stores, customers, drivers, and vendors to resolve transportation issues and maintain high service levels


• Debrief drivers’ post-route and manage documentation and tracking systems


• Provide route coverage as needed in emergency situations and perform duties in accordance with SOPs and company policies.

Qualifications & Requirements

• Proven experience in transportation or fleet operations, with demonstrated success in a supervisory or leadership role


• Strong leadership, communication, and team-building skills with the ability to motivate and influence a diverse workforce


• Highly organized with excellent attention to detail, particularly in training and operational execution


• Proficiency with Transportation Management Systems (TMS), routing software, GPS, and related technologies


• Strong computer skills, including Microsoft Word and Excel, and familiarity with scanning tools


• Excellent problem-solving, decision-making, and multitasking abilities in a fast-paced environment


• Thorough understanding of DOT regulations, safety standards, and compliance requirements


• Bilingual (Spanish) skills is a plus


• Ability to work flexible schedules, including evenings, weekends, holidays, and overnight shifts (including Friday and Sunday nights)

Why Choose Food Authority?

Food Authority is a growing organization that values its employees and invests in their success. We offer:

• Competitive salary commensurate with experience


• Opportunities for career advancement


• Medical, dental, and vision insurance


• Paid time off


• 401(k) with an excellent company match

We are an Equal Employment Opportunity Employer: Race, Religion, Color, National Origin, Citizenship, Sex, Age, Disability, Ancestry, Veteran Status, Genetic Information. In addition to federal law requirements, the Food Authority complies with applicable state and local laws governing nondiscrimination in employment in every location in which the company has facilities.