Transportation Supervisor-2nd Shift

Food Authority; Westborough, Northern (MA, KY); Hybrid; USD 65,000 - 90,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

Paid time off

401(k) with company match

Career advancement

Job summary

Food Authority, INC, a long‑established food transport company, seeks a Transportation Supervisor in Westborough, MA. You will oversee daily fleet operations, ensure safe, on‑time deliveries, and drive continuous improvement in compliance and efficiency.

Lead drivers, coordinate with vendors, and train staff on CDL rules, safety programs, and modern routing tools. The role emphasizes data‑driven decision making and strong safety leadership.

Qualifications

• Proven supervisory or leadership experience in transportation or fleet operations.
• Strong leadership, communication, and team-building skills for a diverse workforce.
• Highly organized with strong attention to detail in training and operations.
• Proficiency with Transportation Management Systems (TMS), routing software, GPS, and related tech.
• Good computer skills with Word and Excel; familiarity with scanning tools.

Responsibilities

• Plan, coordinate, dispatch, and monitor transportation routes while ensuring DOT compliance.
• 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 KPIs to optimize efficiency.
• Coordinate with vendors such as Ryder and Penske for fleet needs.
• Lead driver onboarding and ongoing training, including CDL compliance and safety programs.
• Conduct routine safety training (Samsara, ELD, defensive driving, refrigeration, liftgate).
• Audit DVIRs and delivery practices; coach staff on performance.
• Ensure full DOT compliance, including HOS, qualification files, and drug/alcohol testing.
• Investigate incidents; implement corrective actions and safety improvements.
• Promote safety culture and participate in safety committees.
• Review operational reports and liaise with stores, customers, and drivers to resolve issues.

Skills

Leadership

Communication

Organizational skills

Problem solving

Multitasking

Training and coaching

Bilingual (Spanish)

Tools

TMS

GPS

Routing software

Samsara

ELD

Microsoft Excel

Job description

Career Opportunities with Food Authority, INC

Current job opportunities are posted here as they become available.

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.