Lead AI Systems Engineer
BenepassBenefits Administration company
Remote$190,000 - $220,000Lead
Centana Growth Partners
FoW Partners
Portage Ventures
Threshold Ventures
Modern Venture Partners
Operator Partners
Data & AI
About the role
TL;DR
Lead AI Systems Engineer to build and scale Benepass's internal AI platform.
- •Benepass is seeking a Lead AI Systems Engineer to build its internal AI platform from the ground up.
- •This role is deeply technical and strategic, focusing on architecting a shared internal AI platform that starts with the engineering SDLC and scales into automation across the company.
- •Key Responsibilities Design and implement Benepass's internal AI platform and strategy.
- •Accelerate the Engineering SDLC with AI-assisted coding, review, and delivery workflows.
- •Enable AI-driven quality, testing, and release confidence.
- •Build agentic workflows and knowledge systems company-wide.
- •Partner across the company as a platform force multiplier.
- •Requirements Staff-level (or equivalent platform/cross-functional) impact shipping systems others depend on.
- •Strong programming fundamentals (Python and/or TypeScript/JavaScript preferred).
- •Hands-on with modern AI systems: coding agents, LLM APIs, orchestration, and production operability.
- •Experience building internal platforms, developer tools, or automation integrated into CI/CD.
- •Solid systems instincts: APIs, permissions, observability, reliability.
Required skills
PythonTypeScriptJavaScriptOpenAI APIAnthropic APIGemini APILangChainHugging FaceDockerKubernetesCI/CDGitLinuxPostgreSQLAWS
Nice-to-have skills
TerraformPytestPlaywright
Domain expertise
developer-toolsaiproductivity
Benefits & perks
95% coverage of medical, dental, and vision, $250 WFH setup, $500/year Learning & Development Benefit, $150/month cell phone + internet, $100/month Wellness, $100/month Co-working and Commuter Benefit, Team onsites, Flexible PTO, Equity
Tech stack
PythonTypeScriptJavaScriptOpenAI APIAnthropic APIGemini APILangChainHugging FaceDockerKubernetesCI/CDGitLinuxPostgreSQLRedisElasticsearchAWSGoogle CloudAzureTerraformJestPytestSeleniumCypressPlaywright