MS Copilot Trainer - AI Upskilling

Position: Copilot Trainer - AI Upskilling
Location: Washington, DC (metro accessible)
Duration: Long Term Contract (12+ months)
Hybrid: 4 day/week onsite required

Job Summary
The Microsoft Copilot Trainer - AI Upskilling plays a central role in strengthening Company‑wide AI literacy and capability by designing, delivering, and scaling Company’s AI learning programs. The role leads the development of tailored learning pathways, practical training experiences, and hands‑on enablement.

Major Duties and Responsibilities

• AI Learning Programs and Curriculum Development
  • Translate organizational priorities into practical, Company relevant learning paths covering AI Foundations, GenAI tools, AI agents, responsible AI, prompt engineering, and advanced practitioner skills.
  • Support a structured, role based AI learning framework aligned with the Company’s persona based learning levels and evolving institutional needs.
• Program Delivery and Facilitation
  • Design and deliver high‑quality AI learning sessions, hands-on labs, role‑based workshops, and practical scenario exercises supporting responsible, safe, and effective AI use across departments.
  • Lead delivery of flagship programs such as:
    • AI Foundation Learning
    • AI Peer Learning
    • Applied AI training for teams adopting specific solutions (Copilot, Agentic workflows etc.)
  • Act as the primary facilitator for in-person and virtual AI training.
• Content Design and Continuous Improvement
  • Develop practical learning assets, including playbooks, scenario sheets, prompt libraries, micro-learning modules, demos, and hands-on exercises.
  • Update content continuously to reflect the fast-evolving AI landscape and new Company approved tools.
  • Ensure all training materials integrate responsible AI practices, Company safeguards, and data protection requirements.

• Copilot, Copilot Studio, Cowork and other Copilot skills in office apps (Word, Excel, PowerPoint, Teams, Web) are MUST HAVES
• Strong understanding of AI concepts, GenAI capabilities, prompt engineering, and the implications of AI for workflows, governance, and change management.
• Experience delivering technology learning programs, digital upskilling curricula, or AI training at scale.
• Familiarity with AI learning platforms, instructional design principles, and hands‑on learning methodologies.

• Exceptional communication, facilitation, and storytelling skills for senior‑level and technical audiences. 
• Experience leading workshops, events, and high-engagement learning activities.