Employment Terms:

Full-time, 12-month contract with potential for extension

Reports to:

Director, Digital Products & Technology

Position Summary

Special Olympics Canada (SOC) is seeking a bilingual Microsoft 365 & Digital Adoption Specialist / Trainerto strengthen digital skills, improve collaboration and support the effective use of Microsoft 365 across its national organisation.

The primary focus of this role is to develop and deliver practical, engaging training that helps employees and Chapters use Microsoft 365 confidently and effectively. Training will range from foundational and beginner-level instruction to intermediate guidance, adapting to different levels of technical knowledge and user needs.

Working across a distributed, multi-site setting, you will create training curricula, lead instructor‑led and virtual sessions, develop practical learning resources and provide hands‑on user support. You will help establish consistent Microsoft 365 knowledge and working practices across SOC, including best practices for Teams, SharePoint, OneDrive, Outlook, Word, Excel and PowerPoint.

Alongside training and user adoption, you will support Microsoft 365 administration, troubleshooting, secure collaboration, digital workplace improvements and the responsible adoption of tools such as Microsoft Copilot.

RESPONSIBILITIES:

- Develop and deliver Microsoft 365 training programs for National Office staff and Chapters.
- Facilitate instructor‑led, virtual, and small‑group training sessions on Microsoft Teams, SharePoint, OneDrive, Outlook, Forms, Power Automate, Copilot, and secure collaboration practices.
- Create learning materials, quick‑reference guides, videos, FAQs, and knowledge base articles.




- Deliver Microsoft 365 onboarding sessions for new employees and support digital workplace orientation.
- Track training participation, adoption trends, and user feedback to improve future learning programs.

Microsoft 365 Administration:

- Administer and support Microsoft 365 services including Microsoft Teams, SharePoint Online, Exchange Online, OneDrive for Business, Microsoft Entra ID, Microsoft Intune, Microsoft Forms, Power Automate, and Microsoft Copilot.
- Provision and deprovision user accounts and support employee onboarding and offboarding activities.
- Manage Microsoft 365 licensing, shared mailboxes, distribution lists, security groups, Teams memberships, and SharePoint permissions.
- Monitor Microsoft 365 service health and elevate issues to Microsoft or external partners as required.
- Maintain technical documentation, standards, procedures, and user support resources.

User Support and Service Delivery:

- Provide Tier 2 support for Microsoft 365 applications and services.
- Troubleshoot Outlook, Teams, OneDrive synchronization, SharePoint access, Intune, mobile device enrollment, and authentication issues.
- Resolve user access, permissions, collaboration, and file‑sharing issues in a timely and professional manner.
- Identify recurring issues and recommend permanent solutions to improve the user experience.




- Work with external vendors and Microsoft support where escalation or specialized expertise is required.
- Support the rollout, adoption, and optimization of Microsoft Copilot across SOC.
- Deliver Copilot awareness sessions, prompt‑writing workshops, and practical use‑case demonstrations.
- Assist departments in identifying opportunities to use Copilot responsibly to improve productivity and collaboration.
- Create guidance materials and best practices for responsible AI usage in alignment with SOC policies.
- Measure and report on Copilot adoption, user feedback, and business value realization.

Security, Compliance and Governance:

- Promote secure use of Microsoft 365 technologies and support cybersecurity awareness initiatives.
- Support the implementation and adoption of multi‑factor authentication, passwordless authentication, Conditional Access, device compliance standards, and secure file‑sharing practices.
- Assist with Data Loss Prevention, information protection, retention, and data governance initiatives.
- Support Microsoft Defender, Intune, and Microsoft Entra ID administration activities as assigned.
- Ensure users understand their role in protecting organizational information and using Microsoft 365 securely.

Digital Transformation and Continuous Improvement:

- Participate in SharePoint modernization, Teams governance, Copilot, automation, and business process improvement initiatives.
- Identify opportunities to reduce manual work using Microsoft 365 tools such as Forms, Lists, Power Automate, and Power Apps.
- Support chapter technology enablement and adoption across C

📌 Bilingual Microsoft 365 Trainer (Toronto)
🏢 Special Olympics Canada
📍 Toronto