Project Manager, AI

Roots is seeking an execution-focused Project Manager, AI to join our Customer Success team and lead the end-to-end delivery of AI-powered automations for some of the world’s most complex insurance carriers.

We’re building cutting-edge infrastructure that powers real-time document processing, custom model deployment, and multimodal intelligence. Our platform automates complex insurance workflows with 98%+ accuracy and speed, helping carriers and brokers go from months to value in just weeks. Your role is to drive the execution that brings these AI technologies into production, translating technical performance into measurable ROI.

About the team:

You will join the Customer Success team, where we bridge the gap between AI innovation and P&C insurance operations. Reporting to a Customer Success Manager, you will fully own the execution of 2–3 concurrent implementation projects.

For every project, you will lead a dedicated cross-functional team (1 Business Analyst, 1 Solution Architect, and 1 Automation Engineer) to automate workflows like claims indexing and underwriting. Your success is measured by more than just "go-live", as you will own the reporting of automation metrics & ROI, proving exactly how our AI-driven results outperform legacy manual processes.

Responsibilities:

• Drive the end-to-end delivery of 2-3 concurrent AI implementations, moving projects from initial kickoff to full production while managing timelines, technical risks, and resource dependencies.

• Own the customer-facing implementation journey, leading all stakeholder communication and expectation setting while reporting on key performance metrics (e.g., STP and accuracy) to demonstrate clear value over legacy manual processes.

• Orchestrate the day-to-day execution of a cross-functional squad (Business Analyst, Solution Architect, and Automation Engineer), ensuring technical builds and model tuning remain strictly aligned with customer business objectives.

• Maintain rigorous project governance and documentation, including requirements, timelines, and the tracking of automation performance milestones to ensure a seamless transition from UAT to production.

Qualifications:

• 2–3 years of experience as a Project Manager, Implementation Manager, or similar role leading technical software implementations, with a proven track record of owning projects from kickoff to production.

• Process Engineering: Experience mapping complex business workflows and translating them into clear technical requirements for BAs and Engineers.

• Data Literacy: Comfortable interpreting automation performance data (STP, accuracy) and translating technical results into business-focused progress reports.

• Conflict & Change Management: Demonstrated ability to navigate customer friction, manage scope creep, and confidently "push back" on stakeholders to protect delivery timelines.

• Domain Aptitude: Familiarity with the P&C insurance lifecycle (Claims or Underwriting) or a high capacity to master complex, document-heavy industries quickly.

• Highly organized, resilient, and confident communicator who knows when to push back, escalate, or say no when necessary.

Roots is building agentic AI to transform insurance.

We’re trusted by 3 of the Top 5 P&C insurance carriers and 3 of the Top 10 brokers, and we’ve built InsurGPT™, the most advanced Generative AI model trained on proprietary, insurance-specific data. It reads, reasons, and infers like a human, with purpose-built models tuned for real-world performance and precision.

Roots has raised $44M from top-tier investors including Harbert Growth Partners, MissionOG, and Liberty Mutual Strategic Ventures. We’re growing fast, tackling massive industry challenges, and shaping the future of AI in one of the world’s largest markets.

Join a world-class team building multimodal AI systems, shipping production-grade models, and redefining what’s possible through collaboration, speed, and curiosity.

Final offer amounts are determined by multiple factors, including experience and expertise, and may vary from the amounts listed above.

Equity: In addition to the base salary, equity may be part of the total compensation package.

Roots Automation is an Equal Opportunity Employer. All applicants will be considered for employment without attention to race, color, religion, sexual orientation, gender identity, national origin, veteran or disability status. Roots Automation is a progressive and open-minded workplace where we do not tolerate discrimination or harassment in any form. If you are smart, passionate and good at what you do, come as you are.

Roots Automation is also committed to providing reasonable accommodations to individuals with disabilities throughout the application process and employment. If you need assistance or an accommodation, please contact us for more information.