Flexport
Rotational Development Program
Chicago, Illinois, United States +1 · Full-time · Posted Sep 4, 2026
- Location
- Chicago, Illinois, United States
New York City, New York, United States
About the job
An 18-month rotational program that trains participants in global trade operations, customs, sales/account management, and AI and low-code tooling, with graduates placed into a role with operational or technical scope.
What you'll do
- Rotate through Gateway Ops, Customs, and Sales/Account Management, completing live business work in each.
- Build automation, reporting, workflow, or process improvements, including a capstone project presented to leadership.
- Develop operational, commercial, and client-facing skills while managing shipment lifecycles and customs compliance.
What they ask for
- Be on track to graduate or recently graduated.
- Be curious about AI and low-code tooling and willing to build practical fluency.
- Operate with minimal supervision, prioritize high volumes of work, and communicate clearly under pressure.
- Have a compliance-first mindset.
Tools
AI, low-code tooling, SQL
AI focus
Earn certifications in AI and low-code tooling and apply those skills through coursework, automation builds, and a capstone project.
Model-written summary · the original posting is authoritative