
AI Transformation Lead - Global Legal & Compliance
Liberty Mutual · Insurance
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Job Description:
Responsibilities of the AI Transformation Lead, include, but are not limited to, the following: Defining and owning GL&C's AI strategy and roadmap — building and maintaining a clear, prioritized, multi-year AI roadmap that connects AI investments, including existing and future agentic workflow use cases, to the work evolution decision engine, practice group needs, and the $60M productivity glidepath underpinning GL&C's 2030 vision, while proactively identifying interdependencies, resource needs, and delivery or budget risks across the portfolio Evaluating and advancing AI tools for deployment — developing an efficient pipeline and governance process to identify, vet, pilot, and scale high-value GenAI and agentic AI tools, including advanced legal AI, that align with GL&C priorities and LMG's 2030 strategy, and moving promising pilots to production with rigor and speed Embedding AI into how GL&C works — moving AI from isolated experiments to a reliable, secure, and measurable part of GL&C's daily workflows and delivery models, partnering closely with Performance & Execution so teams work faster and produce higher-quality work Measuring and scaling AI impact — developing a framework to measure ROI and business value from AI usage across existing and new use cases, and driving the organizational shift from Level 1 everyday AI experimentation to Level 2 supercharging work on the LMG AI maturity curve Diving deep into the technical architecture — partnering with the team on solutioning that advances GL&C's future-state vision and closes gaps between business and technology Governing AI adoption responsibly — establishing the department's internal guardrails, quality standards, and risk management frameworks that allow GL&C to move fast without compromising integrity, accuracy, or trust Building AI fluency across GL&C — partnering with the newly formed GL&C Learning & Development function and Talent Team to establish baseline AI proficiency and target skill levels, roll out core education, and track adoption and competency metrics Connecting GL&C to the enterprise AI ecosystem — aligning GL&C's AI investments with Liberty's broader technology and AI strategy, Data Officers across other functions, and enterprise-wide governance frameworks This role requires someone who can think strategically and execute operationally — who is equally comfortable presenting an AI roadmap to the Chief Legal Officer and rolling up their sleeves to run a pilot with a litigation team. The ability to influence a diverse range of stakeholders will be critical to success in the role. 8+ years of experience in AI/technology strategy, digital transformation, legal technology, or a related field — with a track record of moving AI from concept to scaled adoption in complex organizations Demonstrated ability to evaluate emerging technologies with business rigor — separating real potential from noise and building credible business cases Experience designing and implementing AI governance frameworks, including responsible AI principles, quality standards, and risk management protocols Strong partnership skills — the ability to build trust and credibility with senior leaders, domain experts, and technical teams simultaneously Experience leading through ambiguity — building new capabilities where playbooks don't yet exist Excellent communication skills — the ability to translate complex AI concepts into clear, actionable language for legal professionals, business leaders, and technical audiences 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