M365 Trainer

We are seeking a highly accomplished and engaging Microsoft 365 Adoption and Training Specialist for an enterprise-level contract opportunity based in Toronto. In this role, you will take on a premier instructional and change enablement capacity within the modern workplace and corporate IT services stream, specializing in the end-to-end design, customization, and delivery of high-impact training programs.

As a principal adoption champion, you will bridge the gap between technical cloud architectures and non-technical business users. Operating within a flexible hybrid framework, you will embed yourself across various departments to map out standard team workflows, diagnose structural knowledge gaps, and deliver hands-on, in-person training sessions. This role demands an expert who can confidently cultivate digital literacy, maximize platform utilization, and demystify emerging artificial intelligence productivity tools to drive an efficient and unified modern collaborative culture.

Location: Toronto, ON (Hybrid - 5 to 10 onsite delivery days per month)

Contract Duration: 4 months (with potential for extension)

Advantages
Strategic User Enablement: Own the end-to-end enablement loop, converting raw software capability into practical, day-to-day team efficiencies.

Cutting-Edge AI Curriculum: Drive the corporate rollout of introductory Microsoft 365 Copilot modules, establishing organizational standards for prompting best practices and responsible AI use.

High-Impact Collaboration: Work fluidly across a prestigious and diverse multidisciplinary environment, directly influencing departmental productivity frameworks.

Flexible Operating Structure: Enjoy the balance of independent remote instructional design paired with focused, energetic onsite facilitation days.

Responsibilities
Training Program Design & Delivery
Develop, structure, and deliver comprehensive, hands-on Microsoft 365 training sessions tailored for departments and cross-functional teams.

Customize instructional content to reflect real-world business scenarios, accommodating users with varying levels of technical literacy and comfort.

Provide foundational training on Microsoft 365 Copilot, guiding staff through prompt engineering basics, practical productivity use cases, security awareness, and platform limitations.

Conduct interactive office hours, informal coaching circles, and structured follow-up workshops to reinforce training retention and address user inquiries.

Workflow Diagnostics & Stakeholder Engagement
Meet directly with corporate business units to analyze existing workflows, document collaboration gaps, and isolate systemic communication bottlenecks.

Promote consistent, secure file-management practices, maximizing user adoption across centralized repositories, shared cloud storage channels, and collaborative workspaces.

Partner with IT Services and key administrative stakeholders to ensure all training assets align with institutional governance, information security baselines, and recommended data protection controls.

Learning Content & Asset Creation
Author, publish, and maintain a reusable repository of polished training artifacts, including quick reference guides, localized tip sheets, clear FAQs, and detailed session outlines.

Script, record, and edit high-quality software demonstrations and recorded walkthrough modules to support continuous asynchronous learning.

Conduct recurring gap analyses to isolate adoption barriers and submit data-driven sustainability frameworks to guide post-engagement platform adoption.

Compile an end-of-engagement executive summary mapping out completed training milestones, thematic user feedback, and tactical recommendations for future workflow optimization.

Qualifications
Core Technical & Training Requirements
Professional Instructional Tenure: Demonstrated senior-level experience designing and delivering Microsoft 365 training programs to professional business users within large corporate or enterprise environments.

M365 Platform Mastery: Deep, comprehensive knowledge of the core Microsoft 365 application ecosystem, including Outlook, Teams, OneDrive, SharePoint, Word, Excel, PowerPoint, Forms, Planner, To Do, and Loop.

AI Tooling Enablement: Solid familiarity with Microsoft 365 Copilot capabilities, including prompt patterns, responsible use criteria, data privacy guardrails, and cloud boundaries.

Artifact Architecture Depth: Proven track record authoring professional quick reference materials, interactive user guides, step-by-step documentation, and inclusive, accessible learning aids.

Facilitation Excellence: Exceptional comfort managing and facilitating dynamic, hands-on software workshops for large groups with diverse technical skill sets.

Preferred Qualifications & Industry Assets
Industry Certifications: Active status as a Microsoft Certified Trainer (MCT) or holding role-aligned platform credentials (e.g., Teams, SharePoint, or Copilot training certifications) is highly desired.

Change Management Frameworks: Practical experience utilizing formal user adoption, change enablement, or service delivery frameworks (such as Prosci, ADKAR, or Microsoft Service Adoption methodologies).

Sector Background: Prior experience supporting digital transformation or adoption initiatives within higher education, the public sector, or highly complex, multi-stakeholder professional organizations.

Interpersonal & Communication Strength
Technical Articulation: Outstanding verbal and written communication skills, with a proven ability to translate abstract cloud technologies into simple, clear, and actionable business concepts.

Consultative Facilitation: Superior consulting, relationship management, and stakeholder engagement skills used to navigate competing departmental priorities.

Independent Execution: A self-motivated, highly organized professional who drives projects forward autonomously while maintaining strict alignment with core IT governance teams.

Summary
If you're interested in the Microsoft 365 Adoption and Training Specialist role based in Toronto, we encourage you to apply online at www.randstad.ca. Only qualified candidates will be contacted for the next steps. We look forward to hearing from you!

Randstad Canada is committed to fostering a workforce reflective of all peoples of Canada. As a result, we are committed to developing and implementing strategies to increase the equity, diversity and inclusion within the workplace by examining our internal policies, practices, and systems throughout the entire lifecycle of our workforce, including its recruitment, retention and advancement for all employees. In addition to our deep commitment to respecting human rights, we are dedicated to positive actions to affect change to ensure everyone has full participation in the workforce free from any barriers, systemic or otherwise, especially equity-seeking groups who are usually underrepresented in Canada's workforce, including those who identify as women or non-binary/gender non-conforming; Indigenous or Aboriginal Peoples; persons with disabilities (visible or invisible) and; members of visible minorities, racialized groups and the LGBTQ2+ community.

Randstad Canada is committed to creating and maintaining an inclusive and accessible workplace for all its candidates and employees by supporting their accessibility and accommodation needs throughout the employment lifecycle. We ask that all job applications please identify any accommodation requirements by sending an email to accessibility@randstad.ca to ensure their ability to fully participate in the interview process.