Rotational Development Program

Flexport

Chicago, ILFresher51m agovia LinkedInH-1B sponsor · 8 entry-level filings

About Flexport

At Flexport, our mission is to make global commerce so easy there will be more of it. We are shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people.

About the Role

The Rotational Development Program (RDP) is an 18-month program designed to build operational and technical skill sets for global trade. Every assignment is live, revenue-generating work. Participants will gain certification in AI and low-code tooling, alongside operational and commercial training. Graduates will move into roles primarily in Account Management, with potential paths into Automation Engineering, Forward Deployed Engineering/Consulting, Sales Engineering, or traditional Ops/Sales/Customs tracks.

Key Responsibilities

You will rotate through three functions, six months each, with AI/low-code curriculum running continuously:

  • Gateway Ops (Air or Ocean):
  • Own the shipment lifecycle.
  • Execute bookings, manage exceptions, and ensure data integrity.
  • Build automation and reporting skills through structured coursework.
  • Customs:
  • Navigate customs regulations to ensure goods comply with international laws.
  • Engage in applied technical work including SQL, workflow automation, and Lean process improvement.
  • Sales / Account Management:
  • Undertake go-to-market work and build client-facing skills with increasing independence.
  • Capstone project: Identify a business problem in your current rotation and build a tooling or process solution. Present this to leadership at graduation.

Program Benefits

Throughout the program, you will receive:

  • Guidance from a day-to-day manager and a Rotation Program Manager.
  • Mid-point and end-of-rotation evaluations.
  • Certifications in AI/low-code tooling, from foundational to applied builds and a capstone project.
  • Bi-weekly cohort touchpoints.
  • Access to a standing alumni mentor community.
  • Increased earning potential as you clear program benchmarks.

Requirements & Tech Stack

  • On track to graduate or recently graduated.
  • Genuine curiosity for AI and low-code tooling.
  • Ability to operate with minimal supervision, prioritize a high volume of work, and communicate clearly under pressure.
  • A "compliance-first" mindset, crucial for operating in a regulated industry.
  • Eagerness for ownership, as the program involves live client and business work from the start.

Qualifications

  • Desire to build a career at the intersection of supply chain operations and technology.
  • Willingness to build real fluency in AI and low-code tooling.
  • Understanding of the importance of compliance in a heavily regulated industry.

H-1B sponsor

Flexport filed 8 entry-level H-1B applications for new hires (Oct 2025 - Jun 2026, Department of Labor).

See their H-1B record →

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