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FlexportFlexportSan Francisco, CA

Staff Software Engineer, Autonomous Freight Systems

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.

197k – 246k/yr
On-siteBackend Engineering

About the role

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).

Skills

LLMsRAGPrompt EngineeringTemporalJavaSpring BootRuby on RailsReactAWSAI AgentsWorkflow Orchestration

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