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GustoGusto

Staff Software Engineer, AI Developer Tools

Staff-level engineer architecting AI-native developer tools and infrastructure to accelerate engineering velocity across Gusto. Requires 8+ years experience building production AI systems with deep expertise in LLMs, RAG, and multi-agent workflows.

About the job

Responsibilities

  • Architect AI Core Infrastructure: Design, scale, and maintain the internal platform and APIs that integrate LLMs into the developer workflow, with a heavy focus on autonomous agents, custom retrieval-augmented generation (RAG), and smart context-delivery systems.
  • Drive Technical Leadership & Vision: Establish engineering best practices for building with AI at Gusto, including robust evaluation frameworks (evals), guardrails for code safety, and strategies for optimizing model latency and token spend.
  • Collaborate & Evangelize: Partner closely with product engineering teams to uncover systemic friction points, and collaborate with core Infrastructure and Security teams to ensure all AI tooling is scalable, compliant, and secure.
  • Optimize Feedback Loops: Identify and eliminate critical bottlenecks in the local-to-production lifecycle at scale across Gusto.
  • Maintain Enterprise Reliability: Treat AI infrastructure with production-grade rigor. Monitor system health, diagnose complex integration or networking issues, and mitigate model drift or downtime.

Requirements

  • 8+ Years of Systems Expertise: Seasoned engineer comfortable navigating massive, complex codebases and delivering production-grade, distributed software.
  • Production AI Experience: Proven track record of moving AI beyond prototypes. Deep understanding of prompt engineering, fine-tuning, RAG architectures, and orchestrating multi-agent workflows.
  • Developer-First Mindset: Passionate about Developer Experience and Productivity. Understand what makes an internal tool frictionless, fast, and empowering for other engineers.
  • Strategic Execution: Think deeply about data privacy, security, cost management, and systemic reliability when deploying AI solutions.
  • Exceptional Communication: Translate bleeding-edge AI capabilities into clear, actionable infrastructure strategies, mentoring junior engineers and aligning cross-functional stakeholders.
  • Working as a Team: Work across team boundaries and bring other teams and groups along towards strategic vision.

Compensation & Benefits

  • Cash compensation targeted at $180,000/yr to $200,000/yr in Denver & most remote locations, $220,000/yr to $245,000/yr for San Francisco, New York & Seattle.
  • Stock equity is additional.
  • All full-time employees receive competitive base pay, benefits, and equity (RSUs).

Skills

LLMs, RAG, Prompt Engineering, Fine-Tuning, Multi-Agent Systems, AI Infrastructure, Distributed Systems, Evaluation Frameworks, CI/CD, Developer Productivity Tools

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