Director of Transportation

$135k - $140k

JCSI

Chicago, IL

Job Description

Director of Transportation — Airline Catering

O'Hare International Airport (ORD) | Chicago, IL

Compensation : $135,000–$140,000 base + 20% annual incentive | Full-Time

A leading global in-flight catering provider is hiring a Director of Transportation to lead a 600-person transportation department at one of the busiest airline catering operations in the country, based at Chicago O'Hare International Airport (ORD). You'll oversee a fleet of 130+ trucks and serve as the third-highest-ranking leader at the station, directly impacting on-time aircraft servicing for 550+ daily flights.

This is a hands-on leadership role for someone who wants real ownership, not a desk job.

What You'll Do

Lead 3 Senior Transportation Managers and their teams (~600 employees total) — dispatchers, CDL/non-CDL drivers, airfield personnel, and truck loaders
Drive safety performance and DOT compliance across a 130+ vehicle fleet
Split your time between strategic planning and hands-on, front-line leadership on the ramp and airfield
Partner with the fleet manager on vehicle readiness and maintenance
Develop the management bench and build a leadership pipeline
Own departmental budget and drive continuous process improvement

What You Bring

Large-scale, 24/7 transportation leadership — in-flight catering, airline ground handling, airport/airfield operations, or comparable high-volume hub/distribution environments (40+ vehicles, 100+ drivers)
Strong track record in safety performance and DOT compliance
Experience managing multiple departments or functions
A visible, collaborative leadership style — comfortable on the floor, not just in the office
Bachelor's degree or equivalent experience; 5–7 years in a related field
Union environment experience a plus

Note: This role requires regular weekend coverage (especially in the first 6–12 months) and availability to support the team as operational needs arise. Ideal for someone energized by a high-engagement, 24/7 environment rather than a traditional 9-to-5.

Why Join

Genuine scope and autonomy in one of the company's largest, most critical stations
Visible, measurable impact — your team keeps flights on schedule
Competitive pay: $135K–$140K base + 20% annual incentive
Benefits eligible day one

Apply

Vacancy posted 4 days ago

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