AI Strategy Lead - Remote
Remote / Online - Candidates ideally in
Burlington, Chittenden County, Vermont, 05401, USA
Listed on 2026-05-30
Burlington, Chittenden County, Vermont, 05401, USA
Listing for:
CSAA Insurance Group
Remote/Work from Home
position Listed on 2026-05-30
Job specializations:
-
Management
Program / Project Manager, Corporate Strategy, Business Continuity, Business Analyst
Job Description & How to Apply Below
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Job Title
AI Strategy Lead - Remote
Requisition NumberR
7687 AI Strategy Lead - Remote (Open)
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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 AI Strategy Lead - Remote Your Role:
The AI Strategy Lead is a senior individual contributor within a centralized AI Strategy team, responsible for advancing enterprise‑aligned AI strategies across business units. This role partners closely with business leaders, initiative owners, and cross‑functional teams to bring structure, rigor, and strategic insight to AI prioritization and planning. By applying a consistent enterprise strategy approach, the AI Strategy Lead helps business units clarify their AI vision, identify AI‑enabled business value, and build prioritized use‑case portfolios, operating with high autonomy, executive presence, and comfort navigating ambiguity to deliver decision‑ready strategic outcomes.
Your Work:
Business Unit AI Strategy Partner with business unit leaders and initiative owners to support the development of AI strategies aligned to enterprise strategy, principles, and guardrails.
Support articulation of business unit AI vision, AI-enabled value propositions, and strategic objectives.
Apply AI strategy frameworks to guide consistent, high-quality strategy development across business units.
Strategy Development & Opportunity Structuring Support identification and sizing of AI-enabled business value, including value pools and priority business outcomes.
Facilitate value-chain analysis to identify where AI can drive impact.
Develop structured AI use case portfolios, including value hypotheses, feasibility considerations, risks, and prioritization recommendations.
Contribute to clear investment horizon view Enterprise Alignment & Synthesis Synthesize insights across business unit engagements to identify cross-business unit themes, dependencies, and opportunities for reuse or scale.
Support enterprise-level views of AI opportunity pipelines, capability needs, and investment considerations.
Ensure business unit strategies remain aligned to enterprise direction, shared capabilities, and responsible AI principles.
Strategic Analysis & Decision Support Lead structured problem solving in ambiguous contexts, framing complex questions into clear analyses and recommendations.
Conduct market, competitive, and capability analysis to inform business unit and enterprise AI strategy decisions.
Develop executive-read materials that clearly communicate insights, trade-offs, and recommendations.
Business Partnership & Influence Engage confidently with senior business leaders, initiative owners, and cross-functional partners as a…
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