AI Strategy Lead - Remote

CSAA Insurance Group, a AAA Insurer•Washington, DC

3d•Remote

About The Position

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.

Requirements

Bachelor’s degree in business, engineering, or related field.
5-7 years of experience in management consulting, corporate strategy, or enterprise technology strategy
Experience working directly with senior business stakeholders.
Solid understanding of AI concepts, capabilities, and real-world business applications.

Nice To Haves

Advance degree
Experience in regulated or complex enterprise environments preferred
Actively shapes our company culture (e.g., supporting employee resource groups, mentoring employees, volunteering, joining cross-functional projects)
Champions our cultural norms (e.g., willing to have cameras when it matters: helping onboard new team members, building relationships, etc.)
Demonstrates a company ownership mindset, thinking beyond boundaries of their own area
Travels as needed for role, including divisional / team meetings and other in-person meetings
Fulfills business needs, which may include investing extra time, helping other teams, etc.

Responsibilities

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.
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.
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.
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.
Engage confidently with senior business leaders, initiative owners, and cross-functional partners as a strategic thought partner.
Influence decisions through structured logic, data-driven insights, and clear storytelling.
Support governance routines, prioritization discussions, and value-tracking efforts to ensure disciplined progression of AI initiatives.