# Senior Software Engineer, Autonomous Freight Systems

**Company:** [Flexport](https://hotfix.jobs/companies/flexport)
**Location:** San Francisco, CA
**Role:** Fullstack Engineering
**Salary:** $183k – $229k/yr
**Experience:** 5+ years
**Skills:** React, Java, Spring Boot, Ruby on Rails, AWS, LLMs, AI, Temporal, SQL
**Posted:** 2026-06-03

> As a Senior Software Engineer on the Autonomous Freight Systems team, you will take end-to-end technical ownership of core systems, driving the engineering of AI-powered features for Flexport's client-facing rates platform and self-serve freight booking experience. You will identify high-leverage problems, propose solutions, and mentor junior engineers.

## Job Description

## The Opportunity

The Autonomous Freight Systems team is a brand new, AI-first engineering team in San Francisco, building Flexport's 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 don't 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 base—turning the complexity of global trade into a seamless digital experience for thousands of shippers.

## You Will

* 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 team's 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.

## You Should Have

* 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 it—and you make sure it doesn't 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 workflows—not 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).

## It's a Plus If You Have

* 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.

The US base salary range for this position (this does not include bonus, equity and benefits):$183,000—$229,000 USD

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