Supervisor, Transportation

Winebow; Virginia; On-site; USD 70,000 - 80,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

Life insurance

AD&D

401k with company match

Paid time off

Job summary

Winebow seeks a Transportation Supervisor to oversee route delivery timeliness and driver coverage in a Virginia setting. You will supervise staff, manage payroll processes, and ensure DOT/FMCSA compliance while coordinating between drivers and sales teams.

The role requires 1 year of supervisory logistics experience, a valid driver’s license (CDL preferred), and 3–5 years as a truck driver. In-office schedule and a comprehensive benefits package accompany this position.

Qualifications

• High school diploma or GED required; additional education preferred.
• One year of supervisory experience in a logistics role.
• Valid driver’s license; CDL preferred.
• Three to five years of experience as truck driver.

Responsibilities

• Ensure all routes are delivered in a timely manner.
• Manage coverage of drivers, vacations, and absences.
• Monitor driver performance and report issues to Transportation Manager.
• Train staff on safety policies and procedures; improve processes for safety.
• Handle payroll submissions, vacation approvals, recruiting, and performance appraisals.
• Conduct driver audits and maintain fuel receipts.
• Maintain daily Error Log and liaise between drivers and sales.

Skills

Supervisory experience

Payroll processing

Staff training

DOT/FMCSA compliance

Education

High school diploma or GED

CDL preferred

Tools

MS Office

Job description

Why Winebow?

At Winebow, we are strongly committed to creating an environment that fosters diversity, equity, and inclusion. We are intentional in our efforts to ensure that every employee has a sense of value and opportunity in our company, and we work tirelessly to promote a culture of inclusion where our team feels safe, respected, and valued. We want our Winebow family to feel at home and to be empowered to bring their best selves forward.

We seek talent from all backgrounds to join our organization and are dedicated to achieving a diverse workforce in all aspects of employment including but not limited to recruiting, hiring, promotion, training, benefits, wage and salary equity.

The starting salary for this position is $70,000 - $80,000 annually. We also offer a comprehensive benefits package of medical, dental, vision, life, AD&D, 401k with company match, and paid time off. If you are hired at Winebow, your final base salary compensation will be determined based on factors such as geographic location, skills, education and/or experience. In addition to those factors, we consider internal equity of our current team members as a part of any final offer.

ESSENTIAL FUNCTIONS:

• Ensures all routes are delivered in a timely manner.
• Manages coverage of drivers, accounting for vacations, absences, etc.
• Monitors performance of drivers and reports any disciplinary issues to the Transportation Manager.
• Trains staff on and follows all vehicular safety policies and procedures; actively makes improvements to processes to ensure highest level of safety at all times; reports all accidents to the appropriate group.
• Responsible for payroll submissions, vacation approvals, recruiting, and conducting performance appraisals on direct reports.
• Completes scheduled driver audits for all drivers in assigned territory.
• Maintains all fuel receipts for all terminals, matching them to monthly billing statements.
• Keeps daily Error Log with Driver Check-In Coordinator to monitor delivery, warehouse, and sales errors.
• Acts as liaison between drivers and sales consultants.
• Recruits and trains all new drivers in accordance with company orientation checklist and DOT New Driver criteria.
• Fills in as emergency back-up for any route in the event driver is unavailable.
• Works with Transportation Manager to maintain compliance with all DOT and FMCSA rules and regulations.
• Perform spot vehicle inspections and report findings to Transportation Manager.
• Arrives to work, meetings, appointments, and other work-related functions on time and as scheduled.
• Meets agreed-upon goals and objectives effectively and in a timely manner.

OTHER FUNCTIONS:

• Follows all safety policies and procedures; communicate hazards and/or suggest improvements to Manager
• Other duties as assigned

WORKING CONDITIONS:

Normal office and/or warehouse environment. Occasional prolonged sitting, driving, ability to work in severe weather conditions, both heat and cold.

EQUIPMENT/MACHINERY USED:

Manual pallet jack, electric pallet jack (when duly certified), hand truck.

PHYSICAL REQUIREMENTS:

Sitting, standing, bending, manual dexterity, reaching, visual acuity, bending, climbing, lifting, pushing, pulling lifting and moving up to 50lbs.

MINIMUM REQUIREMENTS:

• High school diploma or GED; additional education preferred.
• One year of supervisory experience in a logistics role.
• Valid driver’s license; CDL preferred.
• Three to five years of experience as truck driver.
• Ability to operate and maintain equipment in a safe manner at all times.
• Required In-office days: Monday-Friday

EMPLOYERS RIGHTS:

This job description does not list all the duties of the job. You may be asked by management to perform other duties. Winebow has the right to revise this job description at any time. This job description is not a contract for employment. Your continued employment with Winebow is by mutual consent.