Director of Transportation & Fleet Operations — Airline Catering
Location: Our Chicago Hub is located in Des Plaines, IL near Chicago O'Hare International Airport
Compensation: $170,000–$180,000 plus 20% annual bonus
Benefits: No waiting period — eligible as of Day 1
Keep one of the world's busiest aviation hubs moving.
We are seeking a strategic, operationally driven Director, Catering Transportation & Operations Planning to lead transportation, dispatch, fleet operations, logistics planning, and airline/ground handling service execution for our Chicago operations. This is a high-impact leadership role for an experienced aviation, airline, ground handling, station operations, fleet, supply chain, or logistics professional who thrives in a fast-paced 24/7 environment where every minute matters — and who is just as comfortable on the ramp as they are in a planning meeting.
You will serve as the critical link between airline operations, catering production, dispatch teams, transportation resources, and station leadership — ensuring the right products reach the right aircraft at the right time, every time.
Why This Role Matters
Every flight departure depends on flawless coordination. As Director, you will oversee the operational planning and execution that drives on-time catering performance, fleet efficiency, safety compliance, and customer satisfaction across a complex airline network. This role requires a leader who splits time between strategic planning and being visibly present on the floor with drivers, dispatchers, and frontline teams — not a purely desk-based planning role.
Key Responsibilities
Knowledge, Skills and Experience
- 5-7+ years in airline, aviation, airline catering, ground handling, ramp operations, station operations, fleet operations, supply chain, distribution, or 3PL logistics, with direct leadership of large-scale transportation and dispatch functions. In-flight catering experience strongly preferred; equivalent airport/ground ops, fleet, or logistics experience considered.
- Proven leadership of a large-scale transportation operation — typically 100+ drivers, 40+ commercial vehicles, and support for 200–300+ daily departures. General over-the-road (OTR) trucking experience without this scale or airline/airport context is not a fit for this role.
- Demonstrated, quantifiable safety and DOT compliance track record — able to speak to specific results, not just program oversight.
- Comfortable operating in a “boots-on-ground” leadership style — regularly present with frontline teams, not solely office/planning-based.
- Experience supporting airline operations and understanding flight scheduling dynamics.
- Strong operational leadership experience in a 24/7 environment.
- Experience managing dispatch, transportation, routing, and service delivery functions.
We are an EEO and Affirmative Action Employer of Women/Minorities/Veterans/Individuals with Disabilities.