AI​/Trans Strategy - Sr. Program Manager

Job Location s: US-MA-Boston | US-Remote

• :
• Position Type:
  Full-Time
• Job Grade: 17
• Department:  Global Legal & Compliance, Exec Staff
• Market:
  Corporate Center
• Minimum Salary: USD $/Yr.
• Maximum Salary: USD $/Yr.
• Typical Starting Salary: $134,800 - $176,800
• Recruiter:
  Roy Ruhling
• Internal Final date to receive applications: 10/2/26
• Referral Bonus Eligible?:
  No

AI Transformation & Strategy exists to make AI a practical, embedded capability across Global Legal & Compliance, not an experiment on the side, but a core part of how we work, deliver, and create value for the enterprise. This pillar drives GL&C's ability to responsibly adopt, scale, and govern AI and emerging technologies in service of our 2030 vision: to serve as both a protector of the enterprise and an accelerator of Liberty Mutual's ability to win in the markets where we compete.

This AI Transformation and Strategy role sits within the GL&C Data Office under Strategy, Intelligence & Integration, connecting AI strategy directly to data governance, analytics, product management, and knowledge management so that our AI investments are grounded in trusted data, aligned to GL&C priorities, and built to compound over time.

• Defining and maintaining GL&C's AI strategy — a clear, prioritized roadmap that connects AI investments to the work evolution decision engine, GL&C practice group (PG) needs, and the productivity savings glidepath
• Evaluating and advancing AI tools for deployment with rigor and speed
• Embedding AI into how GL&C works – moving AI from isolated experiments to standard practice across every role to integrate AI into delivery models
• Governing AI adoption responsibly – establishing the guardrails, quality standards, and risk management frameworks
• Building AI fluency across GL&C – partnering with the GL&C Learning & Development team; and
• Connecting GL&C to the enterprise AI ecosystem

Responsibilities of the Senior Program Manager, AI Transformation & Strategy, include, but are not limited to, the following:

• Managing the AI tool evaluation and piloting pipeline — coordinating the day-to-day process for identifying, vetting, piloting, and scaling GenAI and agentic AI tools, including vendor touchpoints, proof-of-concept logistics, and business case documentation, in support of the AI Transformation Lead's roadmap priorities
• Managing pilot execution and impact tracking — running individual AI pilots end-to-end, including scoping, scheduling, and stakeholder coordination, and tracking adoption, quality, and impact metrics at each stage to inform decisions on scaling to production
• Supporting practice group AI integration — partnering with practice groups to help build and maintain tailored AI integration plans, gathering workflow and use-case input, and serving as a day-to-day point of contact on AI tools and pilots
• Coordinating AI governance administration — supporting execution of GL&C's internal AI governance framework by maintaining intake and tracking processes, coordinating risk and quality reviews, and helping ensure pilots and deployed tools meet established guardrails and standards
• Supporting AI fluency program delivery — coordinating with GL&C Learning & Development on the logistics and delivery of AI training and enablement resources, and tracking completion and competency metrics across GL&C
• Managing cross-functional dependencies and risks — identifying interdependencies, resource needs, and timeline or budget risks across active AI initiatives, and escalating issues to the Data Officer and/or AI Transformation Lead and other stakeholders as needed
• Maintaining the GL&C AI knowledge base — keeping documentation,…