Manager, Enterprise AI Learning, Development & Enablement

GEICO • Bethesda, MD

6d

About The Position

GEICO is seeking a dynamic Manager, AI Learning and Development (L&D) to lead enterprise AI learning and enablement. The manager will scale AI literacy and adoption across our large, U.S.-distributed workforce, ensuring associates can use AI responsibly and effectively in their day-to-day work. This is a unique opportunity to design, develop, and deliver high-impact learning experiences that build AI fluency at scale and help transform our workforce for the AI era. The manager will lead complex, cross-functional programs from design, development through execution in partnership with Technology, Communications, People, Operations, and business leaders. The Manager, AI Learning and Development will lead end-to-end planning, coordination, and execution of enterprise AI learning and development initiatives. This role translates priorities into actionable roadmaps, aligns stakeholders across functions, and drives consistent, measurable outcomes tied to business goals. Success requires strong learning and development expertise, disciplined project management, partnership, and the ability to shape practical, scalable AI enablement solutions that build workforce fluency and adoption.

Requirements

• 5-7+ years of experience leading large-scale learning and development or talent/organizational development, tech enablement / transformation programs in a complex enterprise environment, with a track record of delivering measurable business results.
• Experience in AI-related and Tech Fluency L&D Roles in developing training curricula, enabling upskilling with AI tools and emerging technologies in a large-scale enterprise environment.
• Familiarity with generative AI applications (e.g., prompt engineering, ChatGPT or Microsoft Copilot) and understanding of how to integrate them into business workflows.
• Strong program and project management skills, including roadmap development, stakeholder alignment, risk management, and disciplined execution from concept through launch.
• Excellent facilitation, presentation, and communication skills, with the ability to make complex topics clear, practical, and engaging for a range of audiences, including senior leaders.
• Bachelor’s degree in Business, Education, Organizational Development, Technology, or a related field, along with the ability to thrive in ambiguity, adapt quickly, and lead through change transformation in a fast-evolving environment.

Nice To Haves

• Experience in a large enterprise environment working on AI enablement, digital transformation, or technology adoption initiatives with proven skills in AI tools (e.g., Microsoft 365 Copilot, Claude) and enterprise learning platforms.
• Certification in AI or Program or Project Management (PMP, Agile, or equivalent).
• Background or certification in Instructional Design, Adult Learning theory, or Learning Experience Design for technology-related skills.
• Exposure to enterprise L&D platforms / tools, digital adoption platforms, and data analytics for learning (to track impact and adjust programs accordingly).

Responsibilities

• Design and Deliver Scalable AI Learning Programs: Design, develop and deliver large-scale AI literacy and upskilling initiatives that reach employees at all levels. This includes creating and deploying blended learning experiences (workshops, webinars, e-learning modules, on-demand resources) to rapidly increase AI fluency and adoption across the enterprise.
• Project Management & Execution: Oversee end-to-end project management for AI learning and development projects, including goal setting, roadmaps, project planning, stakeholder coordination, timeline management, and post-program evaluation. Ensure on-time, high-quality delivery of AI learning programs that meet business needs at scale.
• Content Development & Curation: Work with subject matter experts (SMEs) to develop and curate AI-driven learning content (e.g., interactive workshops on using AI tools, job aids, prompt libraries, just-in-time learning support, etc.). Translate complex AI and machine learning concepts into accessible, practical lessons for non-technical audiences, emphasizing real-world applications in their roles.
• Facilitation & Hands-On Training: Facilitate engaging learning sessions – from live demos and hands-on training on generative AI tools (e.g., Microsoft 365 Copilot, ChatGPT Enterprise, LLM-based platforms) – to empower employees and champion transformation. Lead workshops and immersive training that demonstrate AI use cases and best practices, building confidence and enthusiasm.
• Cross-Functional Alignment: Ensure that AI learning initiatives adhere to enterprise guidelines and responsible AI governance policies. Coordinate closely with IT, governance, and internal teams to integrate AI usage standards into training content. Maintain alignment with the organization’s overall AI strategy (e.g., working with the Head of AI L&D or digital transformation leaders) so that learning programs directly support broader AI integration goals.

Benefits

• Competitive pay, benefits, and flexibility to support your well-being and future.
• Personalized development programs, mentorship, and certification assistance.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager