Senior Legal Innovation Strategist - Remote

External candidates: In order for your application to be correctly processed please sign-in before you apply

Internal candidates: Please go to Workday and click "Find Jobs" link under Career

Thank you for considering opportunities with us!

Job Title

Senior Legal Innovation Strategist - Remote

Requisition Number

R7662 Senior Legal Innovation Strategist - Remote (Open)

Location

California - Home Teleworkers

Additional Locations

Alabama - Home Teleworkers, Alabama - Home Teleworkers, Arizona - Home Teleworkers, Arkansas - Home Teleworkers, Colorado - Home Teleworkers, Connecticut - Home Teleworkers, Delaware - Home Teleworker, District of Columbia - Home Teleworkers, Florida - Home Teleworkers, Georgia - Home Teleworkers, Idaho - Home Teleworkers, Illinois - Home Teleworkers, Indiana - Home Teleworkers, Iowa - Home Teleworkers, Kansas - Home Teleworker, Kentucky - Home Teleworkers, Louisiana - Home Teleworkers, Maine Home Teleworkers, Maryland - Home Teleworkers, Massachusetts - Home Teleworkers, Michigan - Home Teleworkers, Minnesota - Home Teleworkers, Mississippi - Home Teleworker, Missouri - Home Teleworker, Montana - Home Teleworkers {+ 21 more}

Job Information

CSAA Insurance Group (CSAA IG), a AAA insurer, is one of the leading personal lines property and casualty insurance groups in the United States. Here, every employee shapes our mission. We build innovative, human-centered solutions that help AAA members prevent, prepare for, and recover from life's uncertainties. You will join a collaborative, inclusive culture where your strengths have room to grow and your ideas can drive real impact. Step into a role where you can contribute to our shared success through meaningful work.

We are actively hiring for a Legal Innovation Strategist - Remote!

Your Role: The Senior Legal Innovation Strategist drives the identification, evaluation, and adoption of AI- and technology-enabled solutions across the Legal Division. This role translates Legal business needs into practical, compliant solutions and ensures responsible, scalable adoption through structured experimentation, deployment, training, and sustained use.

Success is defined by measurable improvements in efficiency, quality, cycle time, and user adoption. The role partners closely with Legal departments (including corporate law teams and staff counsel) along with IT, Data and Security teams to accelerate value realization from AI while maintaining strong governance and user confidence. Success is defined by measurable improvements in efficiency, insight generation, and decision-making across Legal teams.

Your Work:

• Identify and prioritize high-impact innovation and AI opportunities across Legal practice groups.
• Conducts and synthesizes business process analysis, user research, and technology assessments to inform AI use cases and prioritization.
• Partner with attorneys and Legal Operations to translate workflows and pain points into testable use cases.
• Design hypotheses, pilots, and experimentation plans with clearly defined success metrics.
• Lead initiatives from pilot through deployment and sustained adoption, including change management and training.
• Shape AI-enabled workflows, including prompt design, data structure, and solution architecture decisions.
• Design solutions within regulatory and compliance-sensitive environments, establishing guardrails, documentation, and accountability.
• Provides ongoing support, troubleshooting, and continuous improvement for Legal AI tools.
• Evaluate technology vendors using structured criteria such as proof-of-value testing, integration feasibility, scalability, and risk.
• Advise on buy-versus-build decisions aligned with Legal risk posture and long-term strategy.
• Track outcomes such as time savings, cycle-time reduction, quality indicators, and adoption rates.
• Act as the primary AI champion and subject-matter resource for Finance teams.
• Prepare executive-ready updates, insights, and recommendations for Legal leadership.

Required Experience, Education and Skills

• Bachelor’s degree in Business, Law, Technology, Innovation, or a related field; or equivalent practical experience.
• 8+ years of experience in innovation, technology enablement, legal operations, consulting, or related roles.
• Demonstrated ability to support or lead early-stage innovation efforts across multiple initiatives.
• Practical experience with generative AI tools and AI-enabled workflows.
• Experience implementing or supporting business-facing technology solutions.
• Strong ability to influence cross-functional stakeholders