Rotational Development Program

Chicago💼 Full-time🗓 2026-09-12 → 2026-09-26

Core

18-month rotational program for recent graduates to build operational and technical skills in global trade, shipping, and automation.

Role type

Rotational Development Program (RDP) for recent graduates

Builds

Live, revenue-generating work in Gateway Ops, Customs, and Sales/Account Management

Domain

Global supply chain, logistics, and trade technology

Deliverable

production ML models | product features | dashboards & analysis | client delivery

Required skills

supply chain operations, customs regulations, SQL, workflow automation, Lean process improvement, AI/low-code tooling, client management, data integrity

Preferred skills

curiosity about AI and low-code, ability to operate with minimal supervision, compliance-first mindset

Technologies

SQL, low-code tooling, AI frameworks

Responsibilities

Execute bookings and manage shipment lifecycle exceptions, navigate customs regulations and ensure compliance, build automation tools and reporting, present capstone projects to leadership

Seniority

Entry-level, recent graduate

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About Flexport

Series E1000 Employees

Flexport is looking for Product Security Engineers to help Flexport establish itself as the most trusted company in the global trade ecosystem. As a Product Security Engineer, you’ll develop a deep understanding of product development and strategy, and will be able to quickly identify and communicate security risks to diverse audiences while offering alternative solutions.