Engineering Manager

Cascade AI builds AI agents that automate real HR work at scale — from onboarding and open enrollment to leave of absence, compensation, and employee support. Our agents don’t just answer questions; they execute workflows, integrate deeply with enterprise systems, and deliver instant, conversational help to employees around the world. We’re deployed globally, trusted by Fortune 100 companies, and backed by Gradient Ventures (Google’s AI fund). As one of the fastest-growing companies in HR technology, we’re looking for an Engineering Lead to lead the team building the next generation of our end-user experiences. This is a hands-on leadership role. You’ll manage and grow a team of engineers, own the architecture and quality of the interfaces employees use to interact with Cascade’s AI agents, and partner closely with product and design to ship reliable, high-performance experiences. You’ll report directly to the CTO and own day-to-day delivery and team health for this surface. What You’ll Do Lead and grow a team of engineers — own day-to-day execution, technical direction, and the team’s delivery and health. Drive full-stack development of Cascade’s core end-user experiences: conversational interfaces, workflow surfaces, and agent-driven interactions. Architect frontend and backend systems that support real-time, long-running HR workflows. Make and guide architectural decisions that balance performance, reliability, and rapid iteration. Mentor and develop engineers through code reviews, pairing, and direct technical and career guidance. Partner cross-functionally with product, design, and the AI/LLM platform team to define roadmap priorities and shape features. Turn user feedback into iterative improvements that increase clarity, trust, and engagement. Own production excellence: monitoring, observability, and incident response for your surface. What We’re Looking For 7+ years of professional software engineering experience, including time leading or managing engineers. Strong proficiency in Python (required). Strong cloud experience (required) — we’re not opinionated about which cloud you know best, as long as your depth is real. Strong system design experience (required), with a clear track record of designing robust systems deployed to production. A track record of owning large, multi-sprint initiatives end-to-end and shipping them. Strong product intuition — able to turn ambiguous requirements into concrete, elegant technical plans. Experience with scalable architectures and containerized deployments (Docker/Kubernetes). Clear communicator who can align engineering decisions with business goals and operate with autonomy. Preferred Qualifications TypeScript / React and frontend development experience. Experience with LLM-powered systems or agentic UX. Familiarity with real-time or interactive experiences (streaming, async workflows, event-driven systems). Frontend performance tuning and accessibility expertise. Experience building high-performance, user-centric interfaces in a SaaS environment. Experience scaling systems and teams during periods of rapid growth. Background integrating with enterprise systems (Workday, ADP, UKG, ServiceNow, Slack, Teams). Tech Stack You’ll work with — and help evolve — a modern, AI-centric platform: Python React Docker, Kubernetes, and serverless Functions on Azure and GCP MongoDB (primary database) and Elasticsearch (vector DB) LLM infrastructure on LangChain, with LLM tracing on LangSmith Auth on WorkOS Why Join Cascade Lead the core user experience for AI agents used by hundreds of thousands of employees globally. Work directly with the founders and CTO to shape product direction. Meaningful equity in a fast-growing, venture-backed AI company. Competitive compensation, comprehensive benefits, and unlimited PTO. A collaborative, high-ownership engineering culture where your impact is immediate.