Head of Engineering, AI Platform

Gusto is seeking a Head of Engineering, AI Platform to lead the whole AI Platform group — approximately 25 engineers plus managers — which builds AI agents that help small business owners get work done, and the underlying platform those agents run on. The platform is already in production and running a growing number of agents; much of the work now is scaling it. The role leads managers, sets technical direction and roadmap, and partners with product and data science stakeholders. Hybrid in San Francisco, CA (2–3 days/week). Salary: $274,000–$305,000 (Denver/remote); $321,000–$356,000 (SF/NY/Seattle).

• 12+ years in engineering, including at least 5 leading through other managers and tech leads. You've grown other leaders and empowered them to run their teams. • A track record of shipping AI or agent products that people rely on, with clear ownership of the engineering behind them. You understand how these systems work in depth: LLM agents, orchestration, tool calling, RAG, and the evaluation and monitoring that keep them dependable. • The ability to set technical strategy across several teams and see it through, including aligning teams you don't directly manage around shared outcomes. • Enough technical depth to engage senior engineers on a difficult architecture decision, without needing to write the code yourself. • Experience growing an engineering organization, ideally somewhere that was still finding its shape. • Comfort leading a cross-functional group, working closely with product managers, designers, and data scientists as much as with engineers.