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Senior Learning and Skilling Enablement Lead, AI-First Content Ecosystem

Microsoft

$116,900 - $203,600
Oct 30, 2025
Redmond, WA, US
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In this era of AI, defined by exponential change and ever-increasing business demands, the way we enable people to learn and grow must fundamentally transform. We are seeking a Sr. Learning & Skilling Enablement Lead to steer a bold, enterprise-wide disruption: one that moves us to a future of agentic learning and skilling.

Requirements

  • 5+ years of demonstrated ability to architect, govern, and optimize content repositories and learning systems across multiple platforms (e.g., LMS, SharePoint, adaptive content hubs), ensuring interoperability, lifecycle management, and enterprise-wide adoption.
  • 2+ years of hands-on experience establishing machine-readable, modular content frameworks that enable intelligent agents to mine, atomize, and recombine assets for dynamic, personalized learning experiences at scale.
  • 5+ years’ experience in leading cross-functional teams and collaborating with diverse stakeholders to align content strategy, drive execution, and ensure content meets evolving business and learner needs.

Responsibilities

  • Establish an open, machine-readable content ecosystem that intelligent agents can seamlessly mine, atomize, and recombine—enabling dynamic, personalized learning experiences at scale.
  • Define and enforce federation-wide content standards that ensure interoperability, machine-readability, and modularity—enabling rapid curation and deployment of learning and skilling assets at scale and speed across AI-driven platforms.
  • Architect and manage systems that leverage AI for automated content vetting—ensuring accuracy and user trust—while automating metadata tagging, classification, and quality checks to accelerate agent discoverability and personalization at scale.
  • Establish AI-driven pipelines that pull from trusted, vetted sources to automate content updates—ensuring refresh cycles keep pace with business change and deliver the most current, high-quality learning experiences at scale.
  • Lead the transformation from legacy LMS-based systems into adaptive, agent-ready content hubs—prioritizing governance, content lifecycle management, and interoperability to ensure sustainable evolution and enterprise-wide adoption.
  • Drives the mapping of the necessary points of engagement with relevant stakeholders to enable content execution and address operational needs.
  • Provides guidance on how data should be used to see how successfully the content is meeting pre-established objectives for various deliverables.

Other

  • You will be responsible for shaping and governing a modern, intelligent content ecosystem that enables personalized, scalable learning and skilling across a federated enterprise.
  • This role blends deep content strategy expertise with program leadership and cross-functional coordination — serving as the intersection between Academy teams, engineering, and enterprise stakeholders.
  • Exemplifies best practices in identifying and developing relationships with key stakeholders/partners across audiences, business units, or verticals/industries to represent their content ecosystem needs.
  • Drives assessment of content to determine how it is being consumed by stakeholders, including the evaluation of content feedback from relevant stakeholders and partners through feedback sessions.
  • Embody our culture and live our values