Transportation Supervisor

Transportation Supervisor

Shift Hours: 5:00 AM - Task completion

Days Working: Tuesday - Saturday

Job Overview

Are you an experienced transportation professional who knows how to keep drivers, deliveries, and daily operations running smoothly? Loffredo Fresh Produce is looking for a dependable, hands-on Transportation Supervisor to help lead our delivery operations and ensure our customers receive the right products safely and on time.

In this role, you’ll help oversee daily transportation activities, support and direct drivers, coordinate delivery schedules, and ensure company vehicles and equipment are operated safely and efficiently. You’ll play an important role in keeping our operation organized, holding the team accountable, and delivering the level of service our customers expect.

We’re looking for a proactive leader who can make sound decisions under pressure, communicate clearly, solve problems, and balance operational demands with safety and customer satisfaction. The ideal candidate takes ownership of their responsibilities, leads by example, and understands that successful transportation operations depend on both strong people management and attention to detail.

What You’ll Do

• Oversee daily transportation operations: Help coordinate delivery routes, schedules, driver assignments, additional runs, and pickups to support efficient and timely deliveries.

• Lead and support drivers: Provide direction, communicate expectations, address performance concerns, and promote a professional, accountable, safety-focused team.

• Keep deliveries on track: Monitor route progress, respond to delays and unexpected issues, and adjust plans as needed to meet customer and business needs.

• Prioritize safety and compliance: Ensure drivers follow company safety policies, complete required vehicle inspections, and maintain appropriate driving credentials and documentation.

• Maintain fleet readiness: Help ensure company vehicles are clean, properly maintained, and ready for daily operation. Coordinate reporting and follow-up on maintenance concerns.

• Promote excellent customer service: Support the resolution of delivery issues, customer concerns, product discrepancies, and other service-related challenges.

• Ensure accurate documentation: Oversee the completion of delivery paperwork, customer credits, payment records, and other required transportation documentation.

• Coordinate across departments: Work closely with warehouse personnel, management, and other teams to align product readiness, driver availability, and delivery schedules.

• Improve operational efficiency: Identify opportunities to improve route execution, productivity, communication, and adherence to company procedures.

• Support daily operational needs: Assist with transportation duties and other responsibilities as needed to maintain smooth operations.

What We’re Looking For

• Previous experience in transportation, delivery operations, logistics, or distribution.

• Demonstrated leadership experience, preferably supervising drivers or coordinating transportation teams.

• A strong understanding of safe driving practices, vehicle inspections, transportation procedures, and DOT compliance requirements applicable to the operation.

• Excellent organizational and time-management skills, with the ability to prioritize competing demands.

• Strong problem-solving and decision-making abilities in a fast-paced environment.

• Clear, professional communication skills and the ability to hold team members accountable while maintaining positive working relationships.

• A customer-focused mindset and commitment to reliable, on-time service.

• Basic math skills and the ability to review records, documentation, and operational information accurately.

• Proficiency with computers and the ability to learn transportation and business software.

• Ability to work a flexible schedule as required by transportation and delivery needs.

Preferred Qualifications

• Experience supervising CDL drivers in a distribution, foodservice, or transportation environment.

• Familiarity with DOT regulations, driver qualification requirements, hours-of-service rules, and fleet safety practices.

• Experience coordinating delivery routes, driver schedules, and fleet resources.

• A valid Class A or Class B CDL, depending on operational needs.

Physical Requirements & Work Environment

This is a hands-on role based in a fast-paced distribution environment. The Transportation Supervisor may need to spend time in the warehouse, loading areas, or delivery operations and assist with physical or operational tasks as needed.

• Regularly stand, walk, reach, bend, and move throughout the facility.

• Occasionally lift, carry, push, or pull products weighing up to 75 pounds or more when assisting with operational duties.

• Work in cold, damp, or wet environments with moderate noise levels.

• Safely navigate active warehouse and loading areas while following required safety procedures.

• Wear appropriate personal protective equipment (PPE) as required.

Join the Loffredo Team

At Loffredo Fresh Produce, transportation is essential to delivering quality products and dependable service to our customers. We’re looking for a supervisor who takes pride in running an organized operation, developing a reliable team, and making sure the job gets done safely and efficiently.

If you’re a transportation professional who leads by example, takes ownership, and thrives in a role where every day brings new challenges, we encourage you to apply!