AI Platform Eng Manager II — Remote | Equity Eligible

Root Insurance; United States; Remote; USD 188,000 - 260,000; Full time

Job summary

Root Insurance is seeking an Engineering Manager II, AI Systems to lead the AI Platform and Enablement Squad, shaping infrastructure, tooling, and integrations that power AI across Root's products and operations.

This is an early and high-visibility role: you will shape how Root builds AI-powered systems, establish engineering standards for responsible AI deployment, and grow a team of skilled engineers working on some of the most strategically important work at the company.

Qualifications

• 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.

Responsibilities

• Lead and grow the AI Platform and AI Enablement Squad engineering teams, responsible for 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.

Skills

Software engineering

People management

AI/ML infrastructure

Cloud architecture

Communication

Tools

AWS

DevOps tooling

Job description

Root Insurance is seeking an Engineering Manager II, AI Systems to lead the AI Platform and Enablement Squad, shaping infrastructure, tooling, and integrations that power AI across Root's products and operations.

This is an early and high-visibility role: you will shape how Root builds AI-powered systems, establish engineering standards for responsible AI deployment, and grow a team of skilled engineers working on some of the most strategically important work at the company.