Transportation Supervisor

Cheney Brothers, Inc.; Punta Gorda (FL); On-site; USD 52,000 - 72,000; Full time

Benefits offered by this job

Day 1 Health & Wellness Benefits

Employee Stock Purchase Plan

401K Employer Matching

Education Assistance

Paid Time Off

Growth opportunities

Inclusive working environment

Job summary

Cheney Brothers, Inc. is seeking a Transportation Supervisor in Punta Gorda, FL to oversee driver teams and ensure safe, efficient deliveries. You will monitor DOT logs, coach drivers, and uphold compliance with company and regulatory standards.

You will work closely with the Transportation/Operations Manager, manage paperwork, and help optimize routes while maintaining a safe and inclusive work environment.

Qualifications

• High School Diploma/GED or equivalent experience.
• 2–4 years transportation or related experience with knowledge of DOT and safety regulations.
• Experience operating computerized fleet management systems.

Responsibilities

• Supervises drivers, including staffing, training, coaching, and performance management.
• Assists in scheduling and ensures timely deliveries and pickups.
• Rides with drivers for training and evaluation purposes.
• Supports daily administration of transportation and delivery functions and reviews logs and expense reports.
• Ensures DOT compliance and maintains driver records and paperwork.
• Monitors vehicle safety, restraints, lifting practices and equipment handling.
• Maintains post-trip inspections and vehicle maintenance documentation.
• Collaborates with Transportation/Operations Manager to optimize routes and reduce costs.

Skills

Staff management

DOT compliance

Safety awareness

Training

Education

High School Diploma/GED

Tools

Fleet management software

Job description

• Competitive pay and benefits, including Day 1 Health & Wellness Benefits, Employee Stock Purchase Plan, 401K Employer Matching, Education Assistance, Paid Time Off, and much more
• Growth opportunities performing essential work to support America’s food distribution system
• Safe and inclusive working environment, including culture of rewards, recognition, and respect

Job Description

We Deliver the Goods

• Competitive pay and benefits, including Day 1 Health & Wellness Benefits, Employee Stock Purchase Plan, 401K Employer Matching, Education Assistance, Paid Time Off, and much more
• Growth opportunities performing essential work to support America’s food distribution system
• Safe and inclusive working environment, including culture of rewards, recognition, and respect

Position Summary

Responsible for supervision and training of drivers at Operating Company (OpCo), and for ensuring deliveries are made in safe, efficient and timely manner. Assists with monitoring Department of Transportation (DOT) logs, ensures drivers are in compliance with all DOT and OpCo regulations, and coordinates the tracking of all relevant information on drivers. Functions as a team member within the department and organization, as required, and performs any duty assigned to best serve the company.

Position Responsibilities

• Supervises associates to include, but not limited to: staffing, training, coaching, performance management and problem resolution. Assists in scheduling as well as ensuring deliveries and pickups are made in a timely manner. Rides with drivers for training and/or evaluation purposes.
• Assists Transportation/Operations Manager with overall day-to-day administration of transportation and delivery functions, which may include calculating driver payroll, reviewing driver trip logs and expense reports, identifying and resolving problems, and ensuring that drivers are compliant with DOT and OpCo regulations. Operates computer keyboard to enter and access data in automated fleet management system.
• Ensures drivers fulfill duties safely by monitoring vehicle safety, safe usage of ramps and handcarts, seat and weight belt use, and safe lifting and product-handling practices. May attend quarterly safety meetings.
• Coordinates tracking of all relevant information on drivers, such as license status, traffic tickets, accidents and other risk and safety-related data.
• Ensures accurate completion of all delivery and driver-related paperwork including invoices, cash receipts, collection register, trip reports, fuel tickets, deposit slips, DOT logs, Driver Vehicle Inspection Reports (DVIR), driver qualification files and accident reporting.
• Ensures maintenance of all trucks, tractors and trailers through detailed review of post-trip inspections.
• Works in conjunction with Transportation or Operations Manager to minimize operating expenses and to ensure all deliveries are efficiently routed.
• Performs other related duties as assigned.

Required Qualifications

High School Diploma/GED or Equivalent Experience

2-4 years transportation or related experience including knowledge of DOT and safety regulations, along with

experience in operation of computerized fleet management systems