Artificial Intelligence Full Time Canada Remote $60,000 - $80,000 CAD per year

ProServeIT is a leading IT solutions provider that specializes in delivering innovative technology solutions to help businesses thrive. With over 20 years of experience, we've established ourselves as a trusted partner in the ever-evolving world of technology.

We’re seeking a Microsoft 365 Copilot Adoption Associate to join ProServeIT’s AI and Modern Workplace team. In this role, you will help clients successfully adopt Microsoft Copilot and Microsoft 365 by preparing their people, processes, and ways of working for meaningful, measurable change. You will work across client engagements to translate technical capabilities into practical business value, lead discovery and stakeholder activities, develop adoption and communications plans, create learning content, and facilitate user enablement sessions.

Projects may include Copilot readiness and rollout, Microsoft 365 adoption, Teams and SharePoint enablement, responsible AI guidance, governance awareness, and security or compliance-related adoption programs.

Life at ProServeIT is fast paced, performance-driven, rewarding, and fun! We value and support our team members' growth opportunities and ongoing professional development. And we recognize their achievements and outstanding results on a regular basis. We work hard and play hard.

"People Matter. Be like gumby. Do it right." These are the three values we follow every day. These truly represent who we are and what we care about.

As a Microsoft 365 Copilot Adoption Associate, you will:

Facilitate virtual and in-person workshops, executive briefings, train-the-trainer sessions, and end-user training

Support Copilot adoption through use-case discovery, persona-based scenarios, responsible AI guidance, champions programs, reinforcement activities, and adoption measurement

Translate Copilot and Microsoft 365 capabilities into practical messages, scenarios, and experiences that help business users change how they work





Provide adoption and change management support to ProServeIT clients implementing Microsoft Copilot and Microsoft 365 solutions

Define success measures and use feedback, Microsoft 365 usage insights, Copilot adoption indicators, and readiness signals to refine the approach

Manage assigned deliverables, timelines, risks, and client communications across concurrent projects

Collaborate with ProServeIT project management, technical delivery, Modern Workplace, security, and AI specialists to deliver integrated client outcomes

Continuously build capability in Microsoft Copilot, Microsoft 365 adoption, change management, responsible AI, and ProServeIT’s AI enablement offerings

Bring a growth mindset, strong client focus, and commitment to helping organizations move from Microsoft 365 usage to meaningful Copilot adoption and AI-enabled ways of working

We would love to hear from you if you:

Have a Degree in Business, Organizational Change, Communications, Education, Technology, or a related field, or equivalent practical experience

2+ years of relevant experience in change management, adoption, business consulting, digital transformation, learning and development, customer success, or technology advisory

Have experience in change management, training, communications, or a related field

Are comfortable leading workshops, presenting to a range of audiences, and building trusted client relationships

Can independently manage adoption deliverables, communications plans, training activities, priorities, and deadlines across multiple client engagements

Have experience creating polished, audience-focused communications, presentations, and learning materials

Can translate technical concepts into clear,



practical messages that connect technology with business value and user needs

Have experience driving Microsoft Copilot adoption and helping organizations build confidence, capability, and sustained use of AI-enabled Microsoft 365 tools

Have worked in a consulting environment where you managed and delivered multiple client projects or workstreams at the same time

Have technical writing experience and can turn complex concepts into clear, practical, and audience-friendly communications and documentation

Have instructional design experience creating compelling, learner-focused training content and supporting materials

Have facilitated engaging user enablement sessions for Microsoft Copilot, Teams, Outlook, SharePoint, OneDrive, Microsoft 365 productivity apps, sensitivity labels, and data loss prevention (DLP) awareness

Have strong organization, prioritization, writing, and verbal communication skills

Are willing and able to support client engagements virtually and, when needed, work at client locations or travel based on project requirements

Application Process To ensure a fair and efficient recruitment process, we use AI-powered screening tools to assist in the initial review of applications. These tools help us identify candidates whose qualifications closely match the job requirements. All final hiring decisions are made by our human recruitment team.

Diversity, Inclusion and Accessibility ProServeIT values diversity of thought and is proud to be an equal opportunity employer. We are committed to creating a diverse and inclusive environment where all people feel supported, connected, and belonging at work.

All applications will receive consideration for employment without regard to race, colour, creed, gender, gender identity or expression, ancestry, citizenship, sex, sexual orientation, marital status, family status, ethnic origin, place of origin, disability, or age. Please let us know if you require any accommodations or support during the recruitment process.

📌 Copilot Adoption Associate (Winnipeg)
🏢 Proserveit
📍 Winnipeg