Manage and coordinate enterprise M365 and AI (Copilot) rollout projects: licensing, onboarding, governance assessments, training, communications, risk tracking, deployment sequencing, and executive reporting. Lead stakeholder engagement, change management, project reporting (RAID), and support operational readiness and knowledge transfer for sustained service delivery.
Qualifications
- Post secondary education in IT, Computer Science,
Engineering, Business Management, or related field, or equivalent relevant
experience.
- Strong communication skills to translate technical topics
(security, privacy, identity, governance) into delivery decisions and
user-facing guidance.
- Demonstrated judgement and accountability in a public sector
or similar environment.
- Knowledge and understanding of Project Management’s
Institute’s Project Management Body of Knowledge.
- Knowledge and understanding of Information Management
principles, concepts, policies, and practices.
- Knowledge and understanding of Accessibility for Ontarians
with Disability Act (AODA) and related regulations and standards.
Experience
- 5+ years supporting/delivering complex technology rollouts
or digital enablement initiatives in large organizations.
- Experience delivering M365 or enterprise SaaS rollouts
involving technical implementation, licensing, onboarding, training, comms, and
adoption measurement.
- Experience coordinating delivery gates across
security/privacy/compliance stakeholders (e.g., assessments/risk treatment
approach).
- Experience with Copilot Studio / M365 Copilot / GitHub
Copilot / other AI applications or solutions delivery is a strong asset
(agents, environments, governance).
- Ability to handle client relationships to manage
expectations, provides updates as required, identifies potential conflicts
between project and functional areas.
Technical Capabilities
- Familiarity with AI rollout prerequisites and operational
dependencies (identity, access patterns, end-user readiness steps documented
for pilots/production deployments).
Assignment of duties
- Support the delivery of the workplan including licensing
activation, onboarding, communications, training coordination, and support
pathways.
- Lead project progress reporting, budgeting risk management,
and tracking of action items.
- Draft divisional and city-wide communications e.g. emails,
memos, guidelines, FAQs, etc.
- Creation of roadmaps-and-overview PowerPoint presentations
to deliver to senior leadership.
- Lead and/or support change management (stakeholder Mgmt.,
Comms, client engagements) for the AI team.
- Developing end-to-end process maps and outlining of
operational steps to support team’s project sustainment
- Assist in developing operating procedures, training
materials, and knowledge transfer documentation
- Maintain project workplans and ensure resource assignments,
tasks, and timelines remain current.
- Produce concise delivery reporting (status, risks,
dependencies, decisions) to program leadership and senior stakeholders and
manage escalations through structured options.
- Support the technical design, configuration, testing, and
deployment of AI solutions, ensuring alignment with business, security, and
operational requirements.
- Coordinate development, including environment setup, release
sequencing (dev/test/prod), and access controls consistent with governance
practices described in City materials.
- Coordinate required governance controls (e.g., data
policies/DLP via Power Platform admin center) and ensure these are incorporated
into delivery plans and release gates.
- Collaborating with various divisional or interdivisional
stakeholders to gather project updates
- Working alongside program coordinator in divisional licence
demand and provisioning, and tracking and monitoring of relevant activities
- Experience scheduling meetings, creating meeting recaps,
minutes and tracking of action items
- Monitoring project document repository and ensuring all
documents are reviewed and maintained in the repository.
- Track and monitor project dependencies, escalations, and
critical path activities.
- Maintain RAID logs (Risks, Assumptions, Issues,
Dependencies) and ensure timely resolution.
- Maintain and support completion of required assessments like
SAR, TRA, IM, IAM, PIA and risk treatments tied to Copilot and Copilot Studio
enablement and related services, ensuring delivery sequencing reflects
governance gates
Requirements
Deliverables
- Maintain integrated workplans, schedules, milestones,
dependencies, and action logs for M365 Copilot, Copilot Studio Agents, and
GitHub Copilot initiatives.
- Coordinate user onboarding, licensing, provisioning, and
divisional rollout activities.
- Produce weekly/monthly status reports, dashboards, RAID
logs, and executive reporting materials.
- Develop and distribute communications, FAQs, training
materials, and stakeholder engagement content.
- Coordinate governance activities, including SAR, TRA, PIA,
IAM, IM assessments, approvals, and risk treatment tracking.
- Support operational readiness and service transition
activities, including SOPs, support processes, and knowledge transfer
documentation.
- Monitor and maintain project repositories, meeting records,
decision logs, and project documentation.
- Track adoption, utilization, training completion, and
rollout progress metrics, providing recommendations for continuous improvement
Must Haves:
- 5+ years supporting/delivering complex technology rollouts or digital enablement initiatives in large organizations.
- Experience delivering M365 or enterprise SaaS rollouts involving technical implementation, licensing, onboarding, training, comms, and adoption measurement.
- Experience coordinating delivery gates across security/privacy/compliance stakeholders (e.g., assessments/risk treatment approach).
- Experience with Copilot Studio / M365 Copilot / GitHub Copilot / other AI applications or solutions delivery is a strong asset (agents, environments, governance).
- Familiarity with AI rollout prerequisites and operational dependencies (identity, access patterns, end-user readiness steps documented for pilots/production deployments).
- Support the delivery of the workplan including licensing activation, onboarding, communications, training coordination, and support pathways.
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