SharePoint & Microsoft Teams Trainer

SharePoint & Microsoft Teams Trainer

Location: This is a hybrid position based in Calgary, Alberta. The role requires regular in-person work at the client’s downtown Calgary office. Travel time to other client sites may vary depending on the engagement and location.

Insight at a Glance

• 14,000+ engaged teammates globally
• #20 on Fortune’s World's Best Workplaces™ list
• $9.2 billion in revenue
• Received 35+ industry and partner awards in the past year
• $1.4M+ total charitable contributions in 2023 by Insight globally

Now is the time to bring your expertise to Insight. We are not just a tech company; we are a people-first company. We believe that by unlocking the power of people and technology, we can accelerate transformation and achieve extraordinary results. As a Fortune 500 Solutions Integrator with deep expertise in cloud, data, AI, cybersecurity, and intelligent edge, we guide organizations through complex digital decisions.

About the role

We’re seeking a SharePoint & Microsoft Teams Trainer to join Insight Canada’s Adoption & Change Management team and collaborate closely with our Modern Workplace specialists. You will help clients build the skills and confidence required to adopt modern collaboration practices using SharePoint Online and Microsoft Teams. Working as part of a multidisciplinary project team, you will facilitate engaging virtual and in-person training for end users, site owners, content owners, support teams, and train-the-trainer audiences. You will partner with Organizational Change Management, communications, eLearning, project management, and technical resources to ensure training is accurate, role-based, practical, and aligned with each migration wave. Projects may include cloud migrations, SharePoint information architecture initiatives, Microsoft Teams collaboration programs, and other Microsoft 365 adoption engagements.

As a Consultant I on a SharePoint Migration project you will:

• Deliver engaging virtual and in-person SharePoint Online and Microsoft Teams training for end users, site owners, content owners, support teams, and other identified audiences
• Facilitate train-the-trainer sessions that prepare client trainers to confidently deliver role-based learning during later migration waves
• Adapt delivery approaches, demonstrations, exercises, and examples to audience roles, departmental needs, migration timing, and approved future-state ways of working
• Prepare for each session by validating the training environment, demonstrations, materials, technical setup, learner access, and required scenarios
• Partner with the Organizational Change Management Consultant to align training with change impacts, readiness findings, adoption objectives, and reinforcement needs
• Partner with the eLearning Content Creator & Instructional Designer to review learning objectives, scripts, job aids, facilitator materials, knowledge checks, and role-based learning paths for accuracy and usability
• Partner with the Communications & Deployment Coordinator to support training schedules, invitations, session logistics, attendance tracking, and delivery across migration waves
• Gather learner feedback, identify recurring questions or knowledge gaps, and recommend updates to training materials, FAQs, support guidance, or reinforcement activities
• Manage assigned training deliverables, preparation activities, delivery commitments, risks, and client communications while collaborating with project management and technical delivery resources
• Be AmbITious: This opportunity is not just about what you do today but also about where you can go tomorrow. When you bring your hunger, heart, and harmony to Insight, your potential will be met with continuous opportunities to upskill, earn promotions, and elevate your career

What we’re looking for

Core requirements:

• You have experience delivering client-facing technical training, user enablement, or Microsoft 365 learning programs
• You have strong working knowledge of SharePoint Online and Microsoft Teams, including sites, document libraries, channels, permissions, navigation, and collaborative file management
• You’re comfortable facilitating virtual and in-person sessions for a range of audiences and creating an engaging, inclusive learning environment
• You can confidently demonstrate technology, explain workflows, respond to learner questions, and adjust your delivery based on audience needs
• You have experience using facilitator guides, participant materials, job aids, demonstrations, exercises, and knowledge checks to support learning
• You can translate technical and governance concepts into clear, practical guidance that connects technology with day-to-day work
• You have strong organization, preparation, presentation, facilit