Microsoft 365 Copilot Trainer

Job Title: Microsoft 365 Copilot Trainer – AI Adoption & Enablement

Location: Columbus, OH Area (Local or Nearby Candidates Preferred)
Duration: 12+ Months
Employment Type: Contract
Experience Required: 10+ Years

Job Summary

We are seeking an experienced Microsoft 365 Copilot Trainer to drive enterprise-wide AI adoption, enablement, and value realization initiatives. The ideal candidate will be a functional Microsoft 365 Copilot expert with strong training, facilitation, organizational change management (OCM), and digital adoption experience.

This role will focus on accelerating Microsoft 365 Copilot adoption through persona-based training programs, hands-on labs, design thinking workshops, prompt coaching, change management activities, and train-the-trainer initiatives. The successful candidate will help transform awareness into measurable business outcomes and productivity gains.

Required Experience

• 10+ years of experience in:
  • Training & Facilitation
  • Organizational Change Management (OCM)
  • Digital Adoption
  • Productivity Transformation
  • Microsoft 365 Enablement
• Experience delivering enterprise-scale training programs
• Experience supporting AI, Copilot, or digital workplace transformation initiatives
• Strong stakeholder engagement and consulting experience

Must Have Technical Skills

Microsoft 365 Copilot

Strong hands-on expertise with:

• Microsoft 365 Copilot
• Copilot for Teams
• Copilot for Outlook
• Copilot for Word
• Copilot for PowerPoint
• Copilot for Excel
• Microsoft 365 productivity workflows
• AI-assisted workplace productivity

Prompt Engineering & Prompt Coaching

Experience with:

• Prompt fundamentals
• Prompt design best practices
• Persona-based prompt development
• Prompt libraries
• Prompt optimization techniques
• AI workflow enablement

Training & Facilitation

Strong experience delivering:

• Instructor-led training
• Virtual webinars
• In-person workshops
• Hands-on labs
• Office hours and coaching sessions
• Learning path development
• Adult learning methodologies

Learning Design

Experience creating:

• Lesson plans
• Facilitator guides
• Learner workbooks
• Hands-on lab guides
• Training playbooks
• Assessment frameworks
• Certification programs

Discovery & Design Thinking

Strong experience facilitating:

• Persona discovery sessions
• Day-in-the-Life (DITL) interviews
• Design Thinking workshops
• Workflow mapping exercises
• Use-case prioritization
• Scenario development

Change Management & Adoption

Experience with:

• Organizational Change Management (OCM)
• Champion networks
• Train-the-Trainer programs
• Adoption campaigns
• Communications planning
• User engagement programs
• Adoption reinforcement strategies

Adoption Analytics & Value Realization

Experience with:

• Adoption metrics
• Usage analytics
• User engagement reporting
• ROI measurement
• Satisfaction surveys
• Executive reporting
• Value realization frameworks

Key Responsibilities

Copilot Enablement & Training

• Deliver role-based Microsoft 365 Copilot training sessions
• Conduct webinars, demonstrations, and hands-on workshops
• Develop recorded learning content and self-service resources
• Facilitate office hours and user coaching sessions

Prompt Coaching & AI Adoption

• Train users on effective prompt-writing techniques
• Build and maintain persona-specific prompt libraries
• Coach users on improving AI-generated outcomes

Persona Discovery & Use Case Development

• Conduct stakeholder interviews and Day-in-the-Life assessments
• Identify high-value Copilot use cases
• Create role-based learning journeys and scenario maps

Design Thinking & Workshop Facilitation

• Facilitate workshops to identify workflow opportunities
• Capture user journeys and business pain points
• Develop prioritized adoption and training roadmaps

Change Management & Community Building

• Lead Change Corner sessions and adoption clinics
• Support champion and change agent networks
• Drive community engagement through Teams and collaboration platforms

Adoption Campaigns

• Develop:
  • Copilot Tips & Tricks
  • Prompt of the Week
  • Use Case of the Week
  • Success Stories
  • Adoption Communications

Train-the-Trainer Programs

• Develop trainer certification programs
• Create trainer toolkits and facilitator guides
• Enable long-term client self-sufficiency

Continuous Learning

• Monitor Microsoft Copilot feature releases
• Update training content and labs regularly
• Educate stakeholders on new capabilities and opportunities

Preferred Qualifications

Certifications

Preferred but not required:

• Microsoft 365 Certifications
• Microsoft Copilot Certifications / Badges
• Prosci / ADKAR Certification
• Design Thinking Facilitation Certification

Industry Experience

• Financial Services
• Insurance
• Highly regulated industries
• Compliance-sensitive environments

Additional Knowledge

• Copilot extensibility concepts
• Copilot Agents
• Plugins and integrations
• Viva Engage
• Microsoft Teams Communities

Deliverables Owned

• Persona-based training strategies
• Learning paths and lesson plans
• Facilitator guides and workbooks
• Prompt libraries
• Scenario catalogs
• Change Corner playbooks
• Adoption campaign materials
• Trainer certification kits
• Adoption improvement recommendations

Success Metrics

• Number of users trained
• Webinar attendance and completion rates
• Adoption growth and active usage metrics
• Internal trainer certifications achieved
• User satisfaction and confidence scores
• Documented productivity improvements and ROI outcomes