People Operations Associate

Join Flexport and Help Shape the Future of Global Trade

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.

The opportunity:

Flexport is looking for a savvy and detail-oriented People Operations Associate to join our People team based in Chicago. You’ll play a critical role in delivering exceptional employee experiences across the full employee lifecycle. You’ll help drive operational excellence by managing core HR processes, supporting key HR systems (like Workday), and contributing to scalable solutions that empower our teams.

This is an exciting opportunity for someone who thrives in fast-paced environments, loves solving problems, and is energized by operational and logistical work that keeps our people programs running smoothly.

You will:

• Partner with the People Operations team to execute key employee lifecycle events (onboarding, offboarding, job changes, leaves of absence, etc.) in Workday.
• Own and manage incoming employee and manager inquiries through our HR ticketing system (Jira experience is a plus), ensuring timely, accurate, and thoughtful support.
• Assist with HR documentation and compliance including verification of employment letters, I-9 processing, and data audits.
• Support internal processes related to immigration matters such as visa letters, document collection, and coordination with external immigration counsel.
• Collaborate cross-functionally with Payroll, IT, Legal, and other internal partners to drive seamless employee experiences.
• Help identify and implement process improvements to increase accuracy, efficiency, and scalability of People Ops practices.
• Maintain a high standard of data integrity across systems and processes.
• Support People team projects and process rollouts across the company.

You should have:

• 1–3 years of experience in People/HR Operations or related field.
• Hands-on experience with Workday required; Jira or other ticketing systems a strong plus.
• Strong attention to detail and organizational skills, you can manage high volumes of work without dropping the ball.
• A customer-first mindset with strong written and verbal communication skills.
• Ability to handle sensitive information with discretion and professionalism.
• Experience supporting immigration processes (H-1B, OPT, etc.) a plus.
• Team-oriented attitude, adaptability, and a willingness to roll up your sleeves to get things done.

The range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the position in the posting's respective region. Our salary ranges are determined by role, level, and location. Within the range displayed, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education and/or training.

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.

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