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AI/Trans Strategy - Sr. Program Manager

Liberty Mutual
Boston, MA, US; Remote, US
Full-time

About this role

Description

  • 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.

  • AI Transformation & Strategy is accountable for:

  • 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

  • Job Responsibilities

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, playbooks, and templates for AI tool evaluation, piloting, and governance current and accessible to practice groups and Data Office peers

Qualifications

  • This role requires someone who can execute with rigor and pace, who is equally comfortable running a detailed pilot plan and translating AI capabilities into terms a practice group leader can act on. The ability to coordinate across a wide range of stakeholders will be critical to success in the role.

  • Required Qualifications:

  • 5-7 years of experience in AI/technology program or project management, digital transformation, legal technology, or a related field — with a track record of managing pilots from concept to production

  • Demonstrated ability to evaluate and vet emerging technologies against clear criteria — separating real potential from noise

  • Experience supporting or administering governance, risk, or quality-control processes, including intake, tracking, and reporting

  • Strong coordination and relationship-building skills — the ability to work effectively with practice group stakeholders, technical teams, and vendors

  • Experience managing multiple pilots or projects concurrently, including scoping, scheduling, and status reporting

  • Excellent communication skills — the ability to translate AI concepts and pilot results into clear, actionable updates for business and technical audiences

  • Preferred Qualifications:

  • Experience in legal operations, legal technology, or professional services environments

  • Familiarity with the insurance industry, regulatory environments, or enterprise risk management

  • Hands-on experience with generative AI tools, large language models, or agentic AI architectures

  • Experience working within or alongside a Data Office, analytics function, or enterprise technology organization

  • Understanding of legal service delivery models, including in-house legal departments, managed legal services, and legal process outsourcing

  • Employees may apply for a new role after completing 12 months of employment in their current position.

  • Only open to US-based employees.

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