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Microsoft is redefining how people skill in the age of AI. As the **Director of AI-Era Skilling Transformation** you will lead the disruption of skilling into a dynamic, AI-powered, in-flow experience that meets the evolving demands of work. This role is central to operationalizing our vision to **Work to** **Skill** **via Agentic enabled Work Embedded Skilling** - a new SaaS category that enables real-time, personalized, and scalable development across the enterprise.

Why This Role Matters

This is not just a job; it’s a movement. You will help Microsoft, and its customers close the productivity gap by enabling “always skilled” talent. Your work will shape the future of learning and skilling.

The **Director, AI-Era Skilling** **Transformation,** is a pivotal role focused on disrupting how Microsoft’s global workforce builds and evolves future-ready skilling. This role exists to deliver transformative skilling experiences that intrinsically motivate individuals and teams to skill through exploration, demonstration, and real-world experiences. You’ll collaborate across **Academies, Engineering,** **Human Resources, Data Analytics** , and global learning partners, applying **Agile** **methodology** to provide input into strategy, define success metrics, and deliver solutions that build critical skills with measurement, confidence and clarity.

Microsoft’s mission is to empower every person and every organization on the planet to achieve more. As employees we come together with a growth mindset, innovate to empower others, and collaborate to realize our shared goals. Each day we build on our values of respect, integrity, and accountability to create a culture of inclusion where everyone can thrive at work and beyond.

Responsibilities

+ **Thought** **Leadership:**

+ Champion the shift from episodic learning to continuous, AI-augmented skilling embedded directly into the flow of work through business aligned co creation.  Advance foresight practices ensuring anticipatory and proactive approaches to identifying, pursuing and building skills while building systems that keep content, modalities and feedback up to date and relevant to end users.

+ **Portfolio Development, Management and Evolution:**

+ Develop, manage and evolve a comprehensive portfolio of agentic enabled and infused skilling experiences meeting the on-going needs of Microsoft’s organizations, teams and individuals to skill at the pace and scale of change.  Adult learning and neuroscience expertiseis expected to drive high quality end user experiences, while innovating at speed to skilling revolution.

+ **Innovation & Productization:**

+ Collaborate and co-create on the design and deployment of intelligent skilling agents powered by Microsoft Copilot. Define and scale new learning experiences that triple upskilling speed and halve time-to-competency.

+ **Cross-Functional Collaboration:**

+ Partner with Academies Engineering, HR, Product, and Business stakeholders to integrate skilling into workflows, tools, and platforms. Ensure co-creation and business centricity with business outcomes aligned to measurable talent strategies.

+ **Motivation and Completion** :

+ Design and deliver skilling solutions thatintrinsically motivate individuals, teams and organizations to pursue skillingas a necessary investment in themselves and their profession.  Successful user experiences will deliver high completion of skilling, with measurable impactand low dropout rates.

+ **Data-Driven Impact:**

+ Leverage deep telemetry and AI insights to measure and optimize skilling effectiveness. Use data to dynamically inform talent decisions with shifting business needs and drive measurable performance outcomes.

+ **Connections to Projects and Job**

+ Partner with colleagues in the career and development space to ensure necessary connections for end users across career, job, skilling and learning experiences.

+ **Change Management & Adoption:**

+ Build trust and engagement across the workforce by anticipating AI-skilling adoption needs and barriers.

+ **Other**

+ Embody our culture and values

Qualifications

Required/Minimum Qualifications

+ Master's Degree or equivalent AND/OR 5+ years experience in Learning and Development, relevant technical roles, business development, quota management, human resources (HR), customer success, collection management, research/restoration evaluation, industry, or program/project management

+ OR Vocational qualification or higher education degree (e.g., Bachelor's Degree) AND/OR 7+ years experience in Learning and Development, relevant technical roles, business development, field or sales, HR, customer success, collection management, research/restoration evaluation, industry, or program/project management

+ OR equivalent experience.

+ 3+ years of experience leading skilling at scale in customer facing organizations.

+ 3+ years of experience leading AI transformations in large business and functional organizations.

Additional** **or Preferred Qualifications

+ Demonstrated expertise in leveraging agentic infrastructures to deliver individual and team business aligned value.

+ 3+ year of experience leading AI first enterprise-wide learning or skilling transformations.

+ 3+ years of experience having strategic thought leadership, design, creation, measurement and feedback loop life cycles in product design and delivery for impeccable end user experiences

+ Deep understanding of learning science, digital skilling platforms, and AI applications in workforce development.

+ Fluent in influencing highly matrixed organizations to get co create, align and execute

+ Demonstrated success in building scalable, data-informed skilling ecosystems.

+ Experience delivering measurable business outcomes in skilling and AI initiatives, including time-to-competency reduction.

+ Passion for empowering all people through technology and a commitment to inclusive, human-centered design.

+ Role modelsusage of latest technology to make self and others more effective and efficient

+ Personal usage of AI and agents for high performance.

+ Followership as a leader in an organization, committed to teamwork, mentorship and inclusive work experience

Integrated Learning IC6 - The typical base pay range for this role across the U.S. is USD $130,900 - $277,200 per year. There is a different range applicable to specific work locations, within the San Francisco Bay area and New York City metropolitan area, and the base pay range for this role in those locations is USD $165,600 - $303,600 per year.

Certain roles may be eligible for benefits and other compensation. Find additional benefits and pay information here: https://careers.microsoft.com/us/en/us-corporate-pay

Microsoft will accept applications for the role until July 21, 2025.

Microsoft is an equal opportunity employer. Consistent with applicable law, all qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity or expression, genetic information, immigration status, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application process, read more about requesting accommodations (https://careers.microsoft.com/v2/global/en/accessibility.html) .