# Lead AI Systems Engineer at Benepass

- Company: Benepass
- What the company does: Backed by Y Combinator.
- Company website: http://www.getbenepass.com
- Type: Startups (AI role)
- Level: Senior
- Location: U.S Remote
- Work setup: Remote
- Pay: $190K to $220K base salary per year (USD)
- Posted: 2026-08-07
- Apply by: 2026-10-08
- Apply: https://jobs.ashbyhq.com/benepass/e44e3219-9ff4-4283-9ab8-ac96ed39ec05
- Page: https://www.1752.vc/careers/jobs/benepass-lead-ai-systems-engineer/

## About the role

This role is deeply technical, highly strategic, and critical to Benepass’s velocity. You will own the AI systems roadmap and architect a shared internal AI platform that starts with the engineering SDLC, and is explicitly designed to scale into automation and agentic systems across the company (Operations, Product, Design, Support, and other internal workflows).

## What they're looking for

- Staff-level (or equivalent platform/cross-functional) impact shipping systems others depend on
- Strong programming fundamentals (Python and/or TypeScript/JavaScript preferred)
- Experience building internal platforms, developer tools, or automation integrated into CI/CD
- Hands-on with modern AI systems: coding agents, LLM APIs, orchestration, and production operability
- Experience enabling quality through automation (E2E/integration testing, intelligent quality gates)
- Solid systems instincts: APIs, permissions, observability, reliability

Tags: Engineering