This article reports on FedEx Corporation's enterprise-wide AI education and literacy initiative, delivered in partnership with Accenture across a global workforce of more than 500,000 employees. The central argument is that large-scale AI upskilling requires a phased, role-differentiated approach rather than uniform training deployment. FedEx is framed as a case study in workforce transformation, with Accenture's LearnVantage platform providing personalized, role-based learning pathways and skill recognition. Key findings, articulated primarily by Accenture's talent strategy lead Stephen Wroblewski, include: a three-phase prioritization sequence targeting leaders first, then technical and operations teams, then frontline workers; the positioning of AI literacy as a talent signal informing performance management and career mobility; and a stacked KPI model measuring adoption, application, and impact beyond completion rates. The article implies that AI fluency data should be integrated into broader talent systems, including workforce planning and performance conversations, representing a structural shift in how learning and development metrics are interpreted within performance management frameworks. Key insights: AI literacy is positioned not merely as a training metric but as a talent signal that can inform performance management, internal mobility, and workforce planning decisions. A phased rollout that prioritizes leaders and decision-influencers before frontline workers is presented as a strategy to build organizational momentum for AI adoption. Traditional L&D metrics such as course completions and quiz scores are characterized as necessary but insufficient; the article advocates for measuring workflow redesign and behavioral change as indicators of AI training effectiveness. Practical takeaways: Organizations implementing AI upskilling programs may consider segmenting workforce training by role-based AI fluency requirements — ranging from basic awareness to advanced design and oversight — rather than applying uniform curricula. Integrating AI literacy data into existing talent systems, such as performance conversations and internal job opportunity platforms, represents an emerging approach to connecting learning outcomes with talent decisions.