Lead AI Systems Engineer

Benepass

Salary range

$190,000–$220,000/yr

Benefits

Unlimited PTO

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The Role:

  • We are seeking a Staff-level AI systems engineer to build our internal AI platform from the ground up.
  • You will own the AI roadmap, starting with engineering SDLC and scaling company-wide.

Responsibilities:

  • Design and implement reusable AI primitives including agents, tools, retrieval, and workflow runners.
  • Drive AI adoption across CI/CD, testing, and developer experience, measuring impact on cycle time and quality.

Requirements:

  • Proven staff-level impact shipping internal platforms or developer tools.
  • Strong programming in Python or TypeScript, with hands-on experience in LLM APIs and orchestration.

Benefits:

  • 95% coverage of medical, dental, and vision, plus flexible PTO and equity.
  • Additional stipends for WFH, wellness, learning, and commuters.

Benepass

Benepass is a fintech platform that makes employee benefits easy, allowing companies to customize perks for their workforce. We're a fast-growing startup backed by major investors with $75M raised and named one of Inc.'s Best Workplaces.

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