# Staff Software Engineer, Autonomous Freight Systems

**Company:** [Flexport](https://hotfix.jobs/companies/flexport)
**Location:** San Francisco, CA
**Role:** Backend Engineering
**Salary:** $197k – $246k/yr
**Skills:** LLMs, RAG, Prompt Engineering, Temporal, Java, Spring Boot, Ruby on Rails, React, AWS, AI Agents, Workflow Orchestration
**Posted:** 2026-04-24

> Staff Engineer leading development of AI agents for autonomous freight systems, handling pricing intelligence, booking compliance, and self-serve platforms using LLMs, agent patterns, and orchestration tools. Requires architecture leadership, production AI experience, and technical rigor in distributed systems.

## Job Description

## Responsibilities
- 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: 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.

## Requirements
- **LLM Fluency**: Experience with agent patterns, RAG, and prompt engineering. 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**: Don't wait for a spec; find the highest-leverage automation problems and design the AI-driven solution.
- **Product Instincts**: Identify what is worth building, not just execute on a spec. 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**: 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**: Ability to convey technical ideas in common terms to business partners, product managers, and engineers alike.

## Nice-to-haves
- 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.

## Compensation
**US base salary range**: $196,875—$246,094 USD (does not include bonus, equity and benefits).

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