Transportation Supervisor

Charlie's Produce; Oregon (WI); On-site; USD 65,000 - 90,000; Full time

Benefits offered by this job

Medical/Dental/Vision coverage

ESOP and 401(k)

Paid vacations and holidays

Pre-tax commuter benefits

Onsite parking

100% Prepaid College Tuition

Employee assistance program (EAP)

Performance-based raise (90 days)

Annual review with merit increases

Job summary

Charlie’s Produce Oregon Division is seeking a Transportation Supervisor to support drivers and keep deliveries moving safely and efficiently. You will assist the Transportation Manager to ensure compliance with local, state, and federal regulations while guiding a team of drivers.

We offer a strong culture, comprehensive benefits, and opportunities for growth as part of a leading West Coast produce distributor with 45+ years in the industry.

Qualifications

• 3+ years of experience in transportation operations or a supervisory role.
• Strong verbal and written communication skills; able to work with drivers and internal/external partners.
• Customer-focused, solutions-oriented approach to problem-solving.
• Ability to thrive in a fast-paced environment.
• Familiarity with FMCSA/DOT and Oregon requirements is a plus.

Responsibilities

• Lead and guide drivers in collaboration with the Transportation Manager to ensure smooth operations.
• Assist with scheduling, dispatch, and route/backhaul coordination for timely deliveries.
• Investigate safety concerns, conduct driver safety meetings, ensure compliance with safety standards.
• Resolve delivery issues promptly with a customer-service mindset while balancing interests.
• Promote teamwork, accountability, and a safety-first culture within the transportation team.
• Stay informed on transportation technologies and support implementation and training.

Skills

Team supervision

Route optimization

Safety compliance

Problem solving

Customer service

Communication

Team engagement

Technology adoption

Tools

Microsoft Office

Job description

Ready to Help Drive Success?Charlie’s Produce Oregon Division is seeking a Transportation Supervisor who is passionate about supporting drivers and keeping our wheels turning smoothly.

With over 45 years’ experience delivering nourishment to communities across the West Coast, Charlie’s Produce is a leading produce distributor to restaurants, grocery stores, institutions, and wholesalers. As the Transportation Supervisor, you’ll assist the Transportation Manager in ensuring safe, efficient, and timely deliveries while maintaining compliance with local, state, and federal regulations.

This role is all about teamwork—providing guidance to drivers, solving problems on the fly, and helping uphold our high safety standards. If you’re ready to take the next step in your career and play a key role in our transportation operations, we’d love to have you on board.

Charlie’s Produce - Who We Are:

Charlie's Produce is the largest privately owned produce wholesaler on the West Coast, and we are growing. The secret to our success in this industry is PEOPLE! We strive to hire the best and we reward them with a working environment that fosters loyalty, stability, innovation, and growth. Charlie’s was founded in quality, and we are proud that it is still our focus.

With a team of dedicated people who are passionate about food, supply chain, and their community we are looking for like minded individuals to help further our goal to enhance our communities through quality produce.

What We Offer:

• An amazing company culture!
• Medical/Dental/Vision coverage on the first of the month following hire.
• ESOP (Profit Sharing) and 401(k).
• Paid vacations, sick time,and holidays.
• Pre-tax commuter benefits, and onsite parking.
• 100% Prepaid College Tuition for employees and their dependents.
• Employee assistance program (EAP).
• Potential 90-day performance-based raise
• Yearly review with possibility of increase based on performance and tenure

Job Description

• Team Support: Work closely with the Transportation Manager to supervise and lead our fleet of drivers. Provide training, coaching, and guidance to ensure smooth operations and foster continuous improvement within the team.
• Scheduling & Route Optimization: Assist with scheduling, dispatching, and route/backhaul coordination to ensure timely deliveries while maximizing route profitability. Utilize technology and knowledge of delivery areasto optimize routes and improve overall efficiency.
• Safety Coordination & Compliance: Investigate safety complaints, coordinate driver safety meetings, and stay updated on industry best practices to promote a culture of safety.Maintain compliance with company safety standards and ensure all drivers comply withDOT, FMCSA, and state regulations.
• Problem-Solving: Serve as a primary resource for drivers, resolve delivery issues, and address customer concerns promptly. Maintain a customer service-driven approach while balancing company interests and driver needs.
• Team Engagement: Promote teamwork, accountability, and a safety-first mindset within the transportation department.Organize team-building activities and recognition programs to boost morale and retention.
• Technology Integration: Maintain awareness of transportation technologies and systems. Evaluate and recommend new tools that can improve operations, assist withimplementation andtraining efforts for adopted technologies.

Qualifications

• 3+ years of experience in transportation operations or a supervisory role.
• Strong verbal and written communication skills, must be able towork effectively with drivers, internal teams, and external partners.
• A customer-focused, solutions-oriented approach to problem-solving.
• Ability to adapt and thrive in a fast-paced environment.
• Familiarity with state and federal transportation regulations; knowledge of FMCSA, DOT, and Oregon requirements a plus.
• Proficiency in Microsoft Office applications (Outlook, Excel, Word, PowerPoint)
• For insurance purposes, a current driver’s license, DOT medical card, and acceptable driving record is strongly preferred. CDL Class A or B preferred but not required.

Additional Information

All your information will be kept confidential according to EEO guidelines.

This is a safety-sensitive position.

This employer participates in E-Verify and will provide the Social Security Administration and if necessary, the Department of Homeland Security with information from each new employee's Form I-9 to confirm work authorization.

We do not provide H1-B sponsorships at this time.

Please note that the pay range provided is a good faith estimate for the position at the time of posting. Actual compensation will be dependent on factors, including but not limited to, the individual’s qualifications, experience, knowledge, skills, and abilities as well as physical work location within the state.

Charlie's Produce is an Equal Opportunity Employer