Staff Software Engineer: Applied AI

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.

Staff Software Engineer: Applied AI

Every day, thousands of shipments cross borders, change hands, and hit unexpected problems. For decades, fixing those problems meant phone calls, emails, and humans heroically firefighting. We think that's about to change completely.

We've been building AI agents that spot trouble before it happens, reroute shipments, and keep goods moving—with our team of experts in the loop where it counts. The early results have been jaw-dropping. We're now going all in on a future where supply chains run themselves, and we're looking for the people who want to build that future with us.

This isn't a role where you join a team and pick up tickets. You'll find the highest-leverage problems, design the solutions, and ship them to operators moving freight across 112 countries. If that sounds like your idea of a good time, read on.

What You'll Do

You'll build the cutting-edge agents and AI-powered applications that make Flexport's operations smarter, faster, and increasingly autonomous. That means:

• Designing and shipping end-to-end AI agents that handle real logistics work—customs compliance, document processing, exception management, and more
• Crossing organizational boundaries to understand problems deeply, align stakeholders, and get things done without waiting for permission
• Moving fast from idea to production, treating every deployment as a learning opportunity
• Working directly with operators, domain experts, and leadership to turn ambiguous problems into shipped solutions

You Should Have

• 10+ years of software engineering experience; you've built with LLMs extensively — whether in production, side projects, or just because you couldn't stop yourself
• Strong product instincts: you can identify what's worth building, not just execute on a spec
• LLM fluency: agent patterns, RAG, prompt engin