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Technology Rotational Development Program Jobs in Chicago, IL

Flexport

Rotational Development Program

Chicago, IL

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 ...

New

Flexport

Rotational Development Program

Chicago, IL · On-site

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 ...

New

Flexport

Rotational Development Program

Chicago, IL · On-site

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 ...

New

Sepire

Leadership Development Program

Willowbrook, IL · On-site

Sepire is a fast-growing, technology-enabled communications company serving some of the most ... What You Will Actually Do During your first two years, you will rotate through departments and ...

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All JobsTechnology Rotational Development Program JobsTechnology Rotational Development Program Jobs in Chicago, IL

Technology Rotational Development Program information

See Chicago, IL salary details

$23.1K

$61.9K

$130.4K

How much do technology rotational development program jobs pay per year?

As of Sep 6, 2026, the average yearly pay for technology rotational development program in Chicago, IL is $61,905.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,136.00 and $66,717.00 per year, depending on experience, location, and employer.

What is a technology rotational development program?

A Technology Rotational Development Program is a structured early-career program designed to give recent graduates exposure to different roles and teams within a technology organization. Participants typically rotate through several assignments over a set period, such as software development, IT operations, cybersecurity, and project management. The goal is to develop a broad skill set, gain hands-on experience, and build a professional network within the company. These programs often include mentorship, training, and the opportunity to discover which area of technology best suits the participant's interests and strengths.

What types of projects and technologies can participants expect to work with during a technology rotational development program?

Participants in a Technology Rotational Development Program typically gain hands-on experience across multiple technical domains, such as software development, cybersecurity, data analytics, and IT infrastructure. Projects often range from developing internal tools and customer-facing applications to implementing automation solutions and enhancing cybersecurity measures. This structure allows participants to collaborate with various teams, understand different business areas, and quickly broaden their skill sets. Exposure to diverse technologies and project methodologies prepares program members for advanced technical roles or leadership positions within the organization.

What are the key skills and qualifications needed to thrive in a technology rotational development program, and why are they important?

To thrive in a Technology Rotational Development Program, you generally need a bachelor's degree in computer science, information technology, or a related field, along with foundational programming and problem-solving skills. Familiarity with technical tools such as coding languages (e.g., Python, Java), project management platforms, and version control systems (like Git) is often expected. Strong communication, adaptability, and teamwork skills help participants succeed as they rotate through diverse teams and projects. These competencies are crucial for quickly learning new technologies, contributing effectively in various environments, and building a well-rounded technical career.

What is the difference between Technology Rotational Development Program vs Software Engineer?

AspectTechnology Rotational Development ProgramSoftware Engineer
CredentialsBachelor's degree in Computer Science or related field; some programs may require internshipsBachelor's degree in Computer Science, Software Engineering, or related field
Work EnvironmentRotational assignments across different teams or projects within a companyFocused on developing, testing, and maintaining software applications
Employer UsageCommon in large corporations for leadership developmentWidely used across tech companies, startups, and other industries

The Technology Rotational Development Program offers participants diverse experiences across various teams, aiming to develop future leaders. In contrast, a Software Engineer typically specializes in designing and building software solutions. While both roles require similar educational backgrounds, the program emphasizes rotation and broad exposure, whereas the Software Engineer role focuses on technical expertise in software development.

What are popular job titles related to Technology Rotational Development Program jobs in Chicago, IL?

For Technology Rotational Development Program jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Technology Rotational Development Program jobs in Chicago, IL look for?

The top searched job categories for Technology Rotational Development Program jobs in Chicago, IL are:

Technology Rotational Development Program jobs near you
Infographic showing various Technology Rotational Development Program job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $61,905 per year, or $29.8 per hour.

Rotational Development Program

Flexport

Chicago, IL

Full-time

Posted 2 days ago

New

Flexport rating

4.4

Company rating: 4.4 out of 10

Based on 11 frontline employees who took The Breakroom Quiz

Job description

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.

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