Driver Supervisor

Posted Thursday, December 11, 2025 at 5:00 AM

For over 100 years, Sid Wainer has been a trusted partner to chefs—delivering exceptional ingredients that inspire menus and elevate kitchens. Family-founded in 1914, Sid Wainer has grown from a regional produce supplier into a leading curator of specialty foods. From peak‑season produce to artisan cheeses, premium olive oils, fine chocolates, and center‑of‑the‑plate offerings like meats and seafood, Sid Wainer sources the best of the best from around the world.

Our relationships with farmers, producers, and food artisans—combined with a deep understanding of culinary trends—allow us to bring chefs exactly what they need to create standout dining experiences. Rooted in tradition and driven by innovation, Sid Wainer continues to serve New England’s finest chefs with integrity, passion, and a chef‑first mindset.

Please click on the link above to see a Day in the Life of a Driver at CW!

Pay Range $70,000 - $80,000

This position is a working supervisor role. The supervisor will be responsible for taking a daily route assignment in addition to performing the other supervisor functions outlined in the above description. Plans, directs, coordinates, and participates in activities of warehouse / delivery drivers for the Company including personnel scheduling, meeting customer delivery obligations and standards, and ensuring compliance with applicable state and federal transportation regulations.

Duties may be performed personally or through subordinate supervisors.

• Coordinate and supervise daily activities of warehouse/driver personnel including route assignments, vehicle assignments, customer deliveries and vendor pick‑ups.
• Ensure compliance with all USDOT requirements as well as those of other regulatory bodies related to vehicle use and maintenance, safe operation of vehicles, and required medical certifications.
• Train warehouse/driver personnel to required standards and complete periodic evaluations of driver performance.
• Maintain USDOT-required driver files.
• Maintain and update work and duty schedules for warehouse / driver personnel.
• Ensure that vehicles are clean and meet maintenance standards and requirements.
• Reports services issue to leasing company.
• Respond to and resolves customer complaints, including immediate problem‑solving, coordinating response with appropriate sales personal and applying corrective action and/or discipline as required.
• Train warehouse / drivers in all aspects of material handling both on and off the vehicle.
• Evaluate employee performance on an ongoing basis – including regularly scheduled road‑testing – and respond with appropriate reinforcement, coaching or correction as necessary.
• Execute all aspects of accident investigation and insurance reporting in coordination with the Operations Manager, other Company officials, or representatives of insurance interests as circumstances dictate.
• Monitor trip and dispatch logs and vehicle monitoring software for conformance with schedules and direct preparation and retention of dispatch and vehicle operations records and reports.
• Maintain mileage records for taxes and leasing company.
• Gain proficiency in the Company’s primary sales processing software system as well as subordinate systems.
• Drive routes during peak times and as needed to carry out the operation’s delivery obligations.
• Conduct weekly meetings to inform staff of new procedures and other company‑wide information. Collaborate with Operations, Product, Purchasing and Sales personnel to ensure information is accurate and comprehensive.

• Possess a high school diploma or GED equivalent certification.
• Have a valid CDL driver’s license.
• Must Pass a DOT physical.
• Experience driving and parking large vehicles.
• Able to lift 25 pounds.
• Experience using hand trucks, pallet jacks and forklifts a plus.
• Professional with a pleasant disposition and able to give all clients a positive customer service experience.
• Candidate should be dependable, hardworking and an effective communicator.
• Excellent time‑management and organizational skills required.

The above job description is not an all-inclusive list…