AI Strategy Enablement Lead

Role Description

We are hiring an AI Strategy Enablement Lead to drive the hands-on execution of CAI’s enterprise AI transformation. This is a builder’s role. You will take the AI strategy set by executive leadership and make it operational — standing up the workstreams, running the cadence, producing the deliverables, and shepherding initiatives from concept through adoption across CAI’s core business functions.

You will sit within CAI’s Strategy & Operations function and serve as the day-to-day execution engine for CAI’s AI strategy program. This work spans internal AI transformation across CAI’s business functions, AI-driven evolution of our go-to-market service lines, and the development of new AI-enabled offerings. You will own the execution mechanics — the roadmaps, the tracking, the artifacts, the follow-through — and ensure the program produces measurable outcomes rather than slide decks.

This is a high-visibility individual-contributor role with significant autonomy over how the work gets done. You will partner closely with the AI Steering Committee, the AI Strategy Leadership team, and cross-functional stakeholders, orchestrating the cadence and surfacing the decisions, risks, and trade-offs that leadership needs to act on. You will pressure-test timelines, flag blockers early, and keep the transformation moving.

Qualifications

• 5+ years of experience in management consulting, enterprise transformation, or AI/digital strategy and delivery.
• Demonstrated experience executing enterprise transformation or AI/digital initiatives hands-on — building roadmaps, running the cadence, and driving work through to adoption, not advisory only.
• Working knowledge of the AI landscape: large language models, agentic AI, enterprise AI platforms, data strategy, and AI governance frameworks.
• Strong project and program management skills, including roadmap and project-plan development, RAID management, and executive reporting.
• Proven ability to operate in complex stakeholder environments up to the C-suite and senior VP level, coordinating competing priorities and navigating organizational resistance.
• Ability to assess AI tools and technical approaches with informed judgment — technical enough to challenge assumptions, practical enough to prioritize what matters.
• Exceptional written and verbal communication skills — able to facilitate workshops and produce high-quality, executive-ready deliverables.
• Advanced proficiency with Microsoft Office, particularly PowerPoint, Excel, and Visio.
• Bachelor’s degree required; MBA or advanced degree preferred.
• Must be legally authorized to work in the United States without the need for employer sponsorship, now or at any time in the future.

Requirements

• Experience in public sector, state and local government, or government-adjacent industries.
• Familiarity with government procurement dynamics, compliance frameworks (FedRAMP, GovRAMP), and the structural constraints of public sector AI adoption.
• Experience with AI-driven workforce transformation, including change management, productivity measurement, and upskilling program design.
• Hands-on familiarity with Anthropic’s Model Context Protocol (MCP), agentic AI frameworks, or enterprise AI orchestration platforms.
• Transformation experience across procurement, sourcing (S2P), or related functions.
• Track record of designing and piloting operating models, governance structures, and performance frameworks.

Benefits

• Medical, dental, and vision insurance.
• 401k retirement account access.
• Paid time off and may also be entitled to paid sick leave and/or other paid time off as provided by applicable law.

Company Description

CAI is a global services firm with over 9,000 associates worldwide and a yearly revenue of $1.3 billion+. We have over 40 years of excellence in uniting talent and technology to power the possible for our clients, colleagues, and communities. As a privately held company, we have the freedom and focus to do what is right—whatever it takes. Our tailor-made solutions create lasting results across the public and commercial sectors, and we are trailblazers in bringing neurodiversity to the enterprise.