Transportation Manager

Address Chicago, IL

Compensation $60,000.00 - $75,000.00/year

The Transportation Manager oversees and manages all daily shuttle transportation operations, ensuring safe, efficient, and customer-focused service for passengers and employees traveling to and from airport terminals, employee lots, and designated locations. This role ensures strict compliance with all company, DOT, and airport regulations while leading a high-performing transportation team.

Shift: Full-time, open availability Monday through Sunday

Compensation: $60,000/yr - $75,000/yr

• Lead, supervise, and mentor a team of shuttle drivers, ensuring high performance, safety, and professionalism.
• Ensure all transportation routes are fully staffed and operating on schedule.
• Conduct recurring safety meetings, coaching sessions, and performance evaluations.
• Collaborate with airport partners, internal management, and operations teams to resolve issues and improve service.
• Perform ride‑along evaluations to ensure customer service and operational standards are consistently met.
• Enforce DOT regulations, airport safety rules, and all company policies.
• Verify that all drivers maintain valid CDL credentials, passenger endorsements, medical cards, and clean MVRs.
• Ensure proper completion of pre‑trip and post‑trip inspections and correct reporting of mechanical issues.
• Coordinate maintenance schedules, vehicle repairs, and ensure all shuttles meet operational safety standards.
• Respond to incidents, accidents, and emergency situations, completing required documentation promptly.
• Train and hold drivers accountable for delivering high‑quality customer service.
• Handle escalated customer concerns and ensure timely, respectful resolutions.
• Ensure ADA compliance, including proper use of wheelchair lifts, tie‑downs, and passenger assistance procedures.
• Maintain a culture of hospitality, professionalism, and safety.
• Oversee scheduling, attendance, payroll inputs, and route coverage.
• Maintain accurate records for fuel logs, incident reports, inspection logs, and compliance documentation.
• Assist with interviewing, hiring, and onboarding new transportation staff.
• Monitor route performance, passenger counts, and adjust service levels based on operational needs.

• Valid Class A or B Commercial Driver’s License (CDL) with Passenger Endorsement required.
• Valid and unexpired DOT Medical Certificate required.
• Minimum of 3 years of licensed driving experience.
• Clean MVR meeting the following guidelines: no more than one minor violation in the last 3 years, must pass drug screen and criminal background check, must be at least 20 years of age.
• Strong leadership and team‑building abilities.
• Excellent communication and customer service skills.
• Ability to work independently and follow direction.
• Ability to work flexible hours, including nights, weekends, holidays, and overtime.
• Strong problem‑solving and decision‑making abilities.

• Ability to lift, push, and pull at least 50 pounds.
• Ability to stand, walk, bend, and drive for extended periods.
• Ability to work outdoors in all weather conditions.
• Ability to assist passengers with luggage and ADA equipment when necessary.

• Team atmosphere
• Growth opportunities
• Pay Activ (access up to 50% of earned wages instantly)
• Paid training
• Free company uniform
• Health coaching and wellness resources
• Employee Assistance Program (EAP)
• Smoking cessation program

• 401(k)
• Medical, dental, vision
• Paid time off
• Short‑term and long‑term disability