Director, Learning & Development - AI Upskilling & Reskilling

Mastercard
Purchase, New YorkPosted 22 March 2026

Tech Stack

Job Description

Our Purpose Mastercard powers economies and empowers people in 200+ countries and territories worldwide. Together with our customers, we’re helping build a sustainable economy where everyone can prosper. We support a wide range of digital payments choices, making transactions secure, simple, smart and accessible. Our technology and innovation, partnerships and networks combine to deliver a unique set of products and services that help people, businesses and governments realize their greatest potential. Title and Summary Director, Learning & Development - AI Upskilling & Reskilling At Mastercard, the rapid acceleration of AI, automation, and emerging technologies is fundamentally reshaping how work gets done—and what skills matter most. The Director of AI Upskilling & Reskilling plays a critical enterprise role in ensuring our workforce is equipped to thrive in this transformation. Reporting to the Vice President, Skill Acceleration, this role is accountable for owning and delivering Mastercard’s enterprise-wide AI upskilling strategy and curriculum, as well as designing and implementing reskilling and redeployment pathways that enable workforce agility, productivity, and internal mobility at scale. This leader brings a strong, practical point of view on AI capability-building—translating complex and fast-evolving technologies into clear, role-relevant, and business-applied learning experiences. The Director is both a strategic thought leader and an execution-oriented builder, with proven ability to move beyond theory into real-world application that drives measurable business outcomes. Key Responsibilities Enterprise AI Upskilling Strategy & Curriculum Ownership • Own and deliver Mastercard’s enterprise AI upskilling strategy, ensuring alignment with business priorities, technology roadmaps, and workforce needs • Design and oversee a cohesive, tiered AI learning curriculum—from foundational AI literacy to advanced, role-specific and applied AI capabilities • Ensure AI learning experiences are persona- and role-based, accelerating time-to-proficiency and on-the-job application • Continuously evolve the AI curriculum to reflect emerging technologies, tools, and use cases, balancing speed, relevance, and scalability Reskilling & Workforce Redeployment Enablement • Lead the design and implementation of reskilling pathways that support role evolution, redeployment, and future-critical capability building • Partner with Global Skilling, Talent Partners, HR Partners and business leaders to identify priority reskilling populations and skill adjacencies • Translate skills data and workforce insights into practical reskilling journeys that enable mobility and redeployment across the enterprise • Ensure reskilling initiatives are tightly linked to real roles, work, and outcomes, not abstract skill development Business Partnership & Applied Impact • Serve as a trusted thought partner to business, technology, and HR leaders on AI capability-building and workforce transformation • Anchor all AI upskilling and reskilling initiatives to clear business outcomes, such as revenue, productivity lift, speed to proficiency, role readiness, and adoption of AI-enabled ways of working • Act as a connector across the organization to ensure end-to-end execution and adoption Execution Excellence & Portfolio Leadership • Lead the end-to-end execution of AI upskilling and reskilling initiatives—from needs identification and experience design through delivery, adoption, and continuous improvement • Manage a complex portfolio with disciplined prioritization, ensuring focus on the highest-impact initiatives • Oversee vendor and partner relationships related to AI learning and reskilling solutions, with a strong focus on quality, scalability, and ROI Measurement, Insights & Continuous Evolution • Define and track success metrics that demonstrate the impact of AI upskilling and reskilling on business and workforce outcomes • Partner with Global Skilling, Talent ... (truncated, view full listing at source)
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