Engineering Manager II, AI Systems

• Lead and grow the AI Platform and AI Enablement Squad engineering teams, responsible for the internal tooling, deployment patterns, and integrations that power Root's AI features
• Partner with business partners including  product managers, data scientists, and quantitative scientists to define and execute the AI engineering roadmap
• Establish engineering standards for AI system development including reliability, observability, security, and responsible AI practices
• Manage team members to ensure they are performing well individually and as a cohesive unit; use coaching, feedback, and delegation to achieve business and individual goals
• Identify gaps in the team and develop plans to address them through individual development, hiring, or cross-functional partnership
• Engage directly with code, design reviews, and technical challenges alongside your team when necessary, demonstrating a hands-on approach to problem-solving
• Work closely with the Engineering Leadership team to improve the effectiveness of the Engineering organization as a whole
• Coordinate across teams where AI infrastructure intersects with Platform, Data Platform, and product engineering to ensure seamless delivery

• →5+ years as a software engineer
• →3+ years as a people manager on engineering teams
• →Experience leading teams building AI/ML infrastructure, integrations, or developer tooling
• →Familiarity with large language model APIs, prompt engineering, retrieval-augmented generation, or AI agent frameworks
• →Proven ability to manage in ambiguity and drive execution on evolving technical strategy
• →Excellent communication skills with engineering colleagues, data scientists, and senior business leaders
• →Experience with cloud infrastructure (AWS preferred) and modern application development workflows

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