Rotational Development Program

Flexport • Chicago, IL

2d

About The Position

At Flexport, we believe global trade can move the human race forward. We're shaping the future of a $10T industry with technology and people who understand it end to end. The Rotational Development Program (RDP) exists because that combination — real supply chain fluency plus the ability to build and automate — doesn't exist at scale in the market today. So we're building it ourselves. This is an 18-month program, not a rotation for rotation's sake. Every assignment is live, revenue-generating work. Every participant leaves with a certification in AI and low-code tooling running alongside their operational and commercial training. And every graduate places into a role with real scope: primarily Account Management, with paths into Automation Engineering, Forward Deployed Engineering/Consulting, Sales Engineering, or a traditional Ops/Sales/Customs track.

Requirements

• On track to graduate, or recently graduated, and want to build a career at the intersection of supply chain operations and technology.
• Genuinely curious about AI and low-code tooling and want to build real fluency.
• Can operate with minimal supervision, prioritize a high volume of work, and communicate clearly under pressure.
• Have a "compliance-first" mindset.

Nice To Haves

• Build your first automation and reporting skills through structured coursework running in parallel.
• Move into applied technical work: SQL, workflow automation, Lean process improvement, etc.
• Build the tooling or process fix that solves it.

Responsibilities

• Own the shipment lifecycle. Execute bookings, manage exceptions, and hold data integrity to Flexport's standard.
• Become a global trade expert by navigating the complex world of customs regulations to ensure goods comply with international laws.
• Take on go-to-market work and build client-facing skills, operating with more independence.
• Identify a real business problem in the function you're sitting in and build the tooling or process fix that solves it.
• Present your capstone project to leadership at graduation.

Benefits

• Increased earning potential as you clear program benchmarks

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level