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Staff Software Engineer, Autonomous Freight Systems

Flexport, San Francisco, California +1

Posted pay

$197K–$271K

a year

Location: San Francisco, California +1
Work type: Not given
Level: Staff
Skills in the job text: AWS
React
Java
Rails
Ruby
Spring
Posted: Apr 24, 2026
Last check: 20 min ago
Job type: Software engineering

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Flexport

About Flexport: funding, hiring and pay

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The role

The Autonomous Freight Systems team is a brand new, AI-first engineering team in San Francisco. This team will own Flexport’s client-facing rates platform and the self-serve freight booking experience—two of the highest-leverage surfaces in our Client App that dictate how clients see pricing and book freight without manual intervention.

As a Staff Engineer, you will be the technical anchor for our next-generation AI-powered rates platform. We aren't just building a UI; we are building AI agents that handle real logistics work: parsing complex rate sheets, managing pricing intelligence across ocean, air, and trucking, and making "Self-Serve" a reality for thousands of shippers. You will build the intelligence layer that allows clients to commit freight on technology alone, with no account executive and no operations touch.

This is a ground-floor opportunity to shape technical direction, set up a new codebase, and build the platform that moves Flexport from an assisted-sales model to a tech-run one for the long tail of our client base. You will partner with Pricing, Sales, Ops, and Design on hard domain problems and ship to the most-used client surfaces at the company.

What you will do

Design and ship end-to-end AI agents that handle pricing intelligence and booking compliance without human oversight.
Create the tooling and secure AI infrastructure required to expose internal logistics data to LLMs safely.
Navigate the rapidly evolving landscape of agent patterns, RAG, and prompt engineering to solve problems that don’t have "Stack Overflow" answers yet.
Build and launch products rapidly and incrementally: we ship to production dozens of times per day.
Mentor and uplevel engineers across the team, fostering a culture of technical excellence.
Partner with the Engineering Manager to define the team’s technical roadmap and hiring bar.

Nice to have

Experience with elements of our tech stack: Java, Spring Boot, Ruby on Rails, React, AWS.
Experience in logistics, supply chain, or freight technology.
Experience building internal tools or operator-facing applications.
A bias for action: When you see a problem, you solve it.

The range displayed on each job posting reflects the minimum and maximum target for new hire base salary 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. Base salary is just one part of our total rewards package at Flexport, which also includes bonus, equity, and comprehensive benefit offerings such as medical, dental, and flexible time off.

The US base salary range for this position (this does not include bonus, equity and benefits):

$196,875—$270,703 USD

You should have

LLM Fluency: Experience with agent patterns, RAG, and prompt engineering. You know what works in production versus what only looks good in a demo.
Agentic Orchestration: Experience with workflow orchestration (e.g., Temporal) and building reliable systems around non-deterministic AI.
Entrepreneurial Drive: You don't wait for a spec; you find the highest-leverage automation problems and design the AI-driven solution.
Product Instincts: You can identify what is worth building, not just execute on a spec. You have a proven track record of building data-heavy applications where high-quality user interaction is the priority.
Architecture Leadership: Demonstrated experience leading technical initiatives across multiple teams or systems, specifically in building unified interfaces that aggregate data from various backend systems.
Technical Rigor: A love of simple, well-tested code that is easy to extend and hard to break, combined with experience building large-scale distributed systems.
Technical Communication: The ability to convey technical ideas in common terms to business partners, product managers, and engineers alike.

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.

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.

Legal notes

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.

Read the job posting on the Flexport site

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Source: the Flexport Greenhouse job board. We last checked this job 20 min ago. We first saw it 5 days ago. A job on a job board does not always mean that the team interviews people now. We found this job board in a public list. We did not yet compare it with the careers page of the company.

Company facts

Money raised: $2.3BSum of funding rounds on record
Newest round: Uncapped convertible noteJan 20, 2024

Funding records can have errors and can be missing. The company page has the links.

Flexport

Open tech jobs: 33
With posted pay: 55%
Median posted base: $148K–$202K

About Flexport: funding, hiring and pay

Compared with similar jobs

This base pay is near the median for staff software engineering jobs in the Bay Area.

Median: $240K a year
Other jobs in the group: 706

We compare the middle of each posted range. This is base pay as posted. The group does not include this job.