Summary written by USA Jobs 24 from Flexport's advert and our data on 17,030 current US jobs. How we check every job
At a glance
Flexport is hiring a Rotational Development Program in Chicago, IL; New York, NY. It is a full-time role in Other Roles, first listed on November 1. The description mentions SQL. Flexport has 78 other openings in the US, 24 of them in Chicago, IL.
Before you apply
- Check it is still open. We found this job on Flexport's Greenhouse site on November 1 and checked it again November 4, 5:17 AM ET. When an employer takes a job down, we remove it at our next daily update.
- Check the location works for you. This role is based in Chicago, IL (or one of 1 other locations). If you would need to move, ask whether relocation help is offered.
- Tailor your resume. Use the advert's own words, such as SQL, wherever they are true for you. Our resume guide shows how.
- Apply only through Flexport's own site. Our Apply button goes straight to Flexport's Greenhouse page. If anyone contacts you about this job and asks for money, gift cards or bank details, stop and check it with our scam checker. Read how to spot a fake job offer.
About hiring at Flexport
Flexport has 79 openings on USA Jobs 24 today across 10 states. Most are in sales & BD (28), operations (12) and software & IT (11). The biggest locations are San Francisco, CA (34), Chicago, IL (25) and Bellevue, WA (20). 14% of them are remote, 8% are open to entry-level candidates and 75% show pay. We collect Flexport's jobs every day straight from its own careers system (Greenhouse), never from job boards or agencies.
The employer's advert
This is Flexport's own description of the job, copied word for word from its careers site. We have not edited it.
Show the full advert from FlexportHide the advert738 words
About Flexport:
At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year.
The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us.
Build the operational and technical skill set that runs global trade
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.
What you'll do
You'll rotate through three functions, six months each, with AI/low-code curriculum running continuously across all three:
- Gateway Ops (Air or Ocean). Own the shipment lifecycle. Execute bookings, manage exceptions, and hold data integrity to Flexport's standard. Build your first automation and reporting skills through structured coursework running in parallel.
- Customs. Become a global trade expert by navigating the complex world of customs regulations to ensure goods comply with international laws. Simultaneously, move into applied technical work: SQL, workflow automation, Lean process improvement, etc.
- Sales / Account Management. Take on go-to-market work and build client-facing skills, operating with more independence. Your capstone: identify a real business problem in the function you're sitting in and build the tooling or process fix that solves it. You'll present it to leadership at graduation.
Throughout the program, you'll get:
- A day-to-day manager in your current rotation and a Rotation Program Manager tracking your development, with mid-point and end-of-rotation evaluations at every stage.
- Certifications in AI/low-code tooling, from foundational bootcamp through applied builds to a capstone project.
- Bi-weekly cohort touchpoints and a standing alumni mentor community.
- Increased earning potential as you clear program benchmarks
This role is for you if you
- Are on track to graduate, or recently graduated, and want to build a career at the intersection of supply chain operations and technology — not just run one or the other.
- Are genuinely curious about AI and low-code tooling and want to build real fluency, not just check a resume box.
- Can operate with minimal supervision, prioritize a high volume of work, and communicate clearly under pressure.
- Want real ownership fast? This program hands you live client and business work from the very beginning — it is not a shadowing or classroom based program.
- Have a "compliance-first" mindset. We operate in a heavily regulated industry, and that matters in every rotation.
Ready to build the future of global trade — and the skill set to run it?
Apply now.
Commitment to Equal Opportunity
At Flexport, our ability to fulfill our mission of making global commerce easy and accessible relies on having a diverse, dedicated and engaged workforce. All qualified applicants will receive consideration for employment regardless of race, color, religion, sex, national origin, age, physical and mental disability, health status, marital and family status, sexual orientation, gender identity and expression, military and veteran status, and any other characteristic protected by applicable law.
Global Data Privacy Notice for Job Candidates and Applicants
Depending on your location, the General Data Protection Regulation (GDPR) and California Consumer Privacy Act (CCPA) may regulate the way we manage the data of job applicants. By submitting your application, you are agreeing to our use and processing of your data as required. Please see our Privacy Notice available at www.flexport.com/privacy for additional information.
USA Jobs 24 copied this listing from Flexport's official careers site on November 1, 2026 and checked it again November 4, 5:17 AM ET. Flexport will never ask you to pay to apply or to buy equipment with a check they send you. If anyone does, it is a scam.
Something wrong with this listing? Tell us and we will look into it.
Get new jobs in Illinois by email
Similar other jobs in Chicago, IL
Renewals Specialist
Stripe
As a Renewals Specialist, you will partner with account teams and cross-functional stakeholders to protect and grow Stripe's revenue. This is an analytical role at its core.
- Chicago, IL
- 6+ yrs
NewDirector, Personal Lines Programs
AIG
Mandate Accountability: Act as the central point for regulatory requirements issued by the AIG Compliance Officer.
- New York, NY; Parsippany, NJ +2
- $150,000–$180,000 a year
NewSenior Claims Adjuster - Casualty Coverage and Mass Tort
AIG
Join us as a Casualty Coverage and Mass Tort Senior Claims Adjuster to play your part in that transformation.
- Jersey City, NJ; Philadelphia, PA +1
- $86,000–$106,000 a year
NewTrust Reporting Analyst 1
U.S. Bank
U.S. Bank Global Corporate Trust Services is one of the largest providers of corporate trust services in the world.
- Chicago, IL; Irvine, CA +1
- $68,850–$81,000 a year
NewSenior Director, Forward Deployed Engineering
Salesforce
We are seeking a technically adept and innovative Agent Builder Leader to join our Forward Deployed Engineering Team.
- San Francisco, CA; Chicago, IL +1
- $196,700–$299,390 a year
New