AI Transformation Lead - Global Legal & Compliance

Liberty Mutual Insurance•Boston, MA

7d•$173,000 - $229,500

About The Position

The AI Transformation Lead sits within the newly formed Global Legal & Compliance (GL&C) Data Office, under the Strategy, Intelligence & Integration organization, and reports to the GL&C Data Officer. The role connects AI strategy with data governance, analytics, product management, and knowledge management, ensuring GL&C’s AI investments are based on trusted data, aligned with priorities, and designed to build value over time. The role designs GL&C’s holistic AI strategy and roadmap through 2030, focusing on key AI value drivers and leading complex, cross-functional initiatives that support GL&C’s goals and productivity targets. The Lead builds alignment among senior leaders and stakeholders, synthesizes diverse perspectives, and maintains strong relationships while ensuring initiatives support strategic business priorities. In partnership with the GL&C Data Officer, technology leadership, Performance and Execution, Data Science, Product Owner, Learning and Development, the GL&C AI Big Rock Team, and other stakeholders, the Lead turns strategy into an executable plan and infrastructure. The work advances GL&C’s internal AI capabilities, building on foundational work completed by its cross-functional working team.

Requirements

At least 8 years of experience in AI or technology strategy, digital transformation, legal technology, or a related field, with a record of moving AI from concept to scaled adoption in complex organizations.
Demonstrated ability to evaluate emerging technologies with business rigor, distinguish potential from noise, and build credible business cases.
Experience designing and implementing AI governance frameworks, including responsible AI principles, quality standards, and risk management protocols.
Ability to build trust and credibility with senior leaders, domain experts, and technical teams.
Experience leading through ambiguity and building capabilities where established playbooks do not yet exist.
Excellent communication skills, including the ability to explain complex AI concepts clearly and actionably to legal professionals, business leaders, and technical audiences.

Nice To Haves

Experience in legal operations, legal technology, Data Science, 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, and 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.

Responsibilities

Define and own GL&C’s AI strategy and multi-year roadmap, linking AI investments and agentic workflow use cases to the work evolution decision engine, practice group needs, and the $60M productivity glidepath for GL&C’s 2030 vision; identify portfolio interdependencies, resource needs, and delivery or budget risks.
Develop a pipeline and governance process to identify, evaluate, pilot, and scale high-value generative AI and agentic AI tools, including advanced legal AI, and move promising pilots into production.
Embed AI into GL&C’s daily workflows and delivery models as a reliable, secure, and measurable capability, partnering with Performance & Execution to help teams work faster and produce higher-quality work.
Develop a framework to measure AI return on investment and business value, and drive progression from Level 1 everyday AI experimentation to Level 2 supercharging work on the LMG AI maturity curve.
Partner with the team on technical solution design to advance GL&C’s future-state vision and address gaps between business and technology.
Establish internal AI guardrails, quality standards, and risk management frameworks for responsible adoption.
Partner with GL&C Learning & Development and the Talent Team to define baseline AI proficiency and target skill levels, deliver core education, and track adoption and competency metrics.
Align GL&C’s AI investments with Liberty Mutual’s broader technology and AI strategy, other functions’ Data Officers, and enterprise-wide governance frameworks.