Senior Software Engineer, Autonomous Freight Systems

At Flexport we believe global trade can move the human race forward. Thats why its our mission to make global commerce so easy there will be more of it. Were shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today companies of all sizesfrom emerging brands to Fortune 500suse 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 Autonomous Freight Systems team is a brand new AI-first engineering team in San Francisco building Flexports client-facing rates platform and self-serve freight booking experience from the ground up. We own two of the highest-leverage surfaces in the Client App: how clients see pricing and how they book freight without manual intervention.

As a Senior Engineer you will own significant technical domains end-to-end not just features but whole problem spaces. You will drive the engineering of systems that power rate visibility pricing intelligence and AI-assisted booking across ocean air and trucking. You dont wait to be told what to build next; you identify the highest-leverage problems propose solutions and see them through to production. You will be a technical force multiplier on the team: raising the bar on code quality helping junior engineers grow and shipping with a velocity and confidence that comes from deep ownership.

This is a ground-floor opportunity to build the platform that moves Flexport from an assisted-sales model to a tech-run one for the long tail of our client baseturning the complexity of global trade into a seamless digital experience for thousands of shippers.

• Take end-to-end technical ownership of core systems: from schema design and backend APIs to the React surfaces our customers use and drive them to production without needing oversight.
• Proactively identify gaps inefficiencies and engineering problems within your domain and lead the effort to resolve them.
• Design and build AI-powered features and integrations moving beyond AI familiarity to hands-on implementation of agent workflows and LLM-backed automation in production.
• Drive technical design for significant features producing well-reasoned proposals and aligning teammates before writing the first line of code.
• Mentor and support P2 engineers through code review pairing and design feedback raising the quality of the teams output.
• Collaborate closely with product design pricing and operations to translate complex domain problems into elegant production-ready solutions.
• Build and ship incrementally: this team deploys to production dozens of times per day and you are comfortable with that pace.
• Ensure reliability and quality by building in metrics monitoring and applying learnings from incidents to all systems you own.

• 5 years of professional software engineering experience with a proven track record of shipping production-grade systems with increasing levels of independence.
• Deep Ownership Instinct: You hold yourself accountable for outcomes not just outputs. When something breaks you fix itand you make sure it doesnt break again.
• Full-Stack Fluency: You can own a feature from the database to the browser. You are opinionated about schema design API contracts and frontend architecture not just one layer.
• AI/LLM Hands-On Experience: You have built software that integrates LLMs into real user workflowsnot just proof-of-concepts but production systems. You understand the practical challenges: latency reliability prompt fragility and cost.
• Agency and Drive: You identify the next most important problem without being asked. You default to action propose solutions and bring others along.
• Technical Rigor: A genuine passion for simple well-tested well-structured code. You push back on complexity and leave systems better than you found them.
• Communication: You can explain a technical tradeoff clearly to a product manager and to a staff engineer. Your design docs and code reviews are worth reading.
• Proficiency with deploying monitoring and maintaining production services on cloud infrastructure (AWS).

• Experience with elements of our tech stack: Java Spring Boot Ruby on Rails React AWS.
• Familiarity with agentic patterns RAG or workflow orchestration (e.g. Temporal).
• Experience in logistics supply chain freight technology or pricing systems.
• A bias for action: when you see a problem you own the fix.

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