This role requires hands-on technical fluency with Microsoft
365 Copilot/Microsoft Chat and Copilot Studio and is not intended for
generalist project management profiles.

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 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 Power Platform / Copilot Studio 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

• 
  Working knowledge of how M365 Copilot uses Microsoft Graph
  and operates within user permissions and compliance boundaries (sensitivity
  labels, security trimming
• 
  Familiarity with M365 rollout prerequisites and operational
  dependencies (identity, access patterns, end-user readiness steps documented
  for pilots).
• 
  Ability to coordinate Copilot Studio governance controls,
  including Power Platform admin center data policies/DLP and security/governance
  concepts for agents.
• 
  Demonstrated experience working with cloud security and
  compliance controls in an enterprise environment, including coordination with
  security and risk teams on topics such as identity and access management, data
  protection, compliance requirements, risk assessments, and implementation of
  required security controls for cloud‑based services (e.g., Purview).
• 
  Comfortable working with network/security teams on technical
  constraints, configuration dependencies, and risk mitigations reflected in
  Copilot risk documentation.
• 
  (Preferred) Ability to build basic Copilot Studio agents
  (prototype level) to validate patterns and accelerate delivery.

M365 Copilot + Microsoft Chat rollout delivery

• 
  Support the delivery of the Copilot pilot/rollout workplan
  including licensing activation, onboarding, communications, training
  coordination, and support pathways.
• 
  Lead technical prerequisites and readiness steps for
  enterprise roll-out and user access.
• 
  Manage delivery of the approved use case approach and
  adoption measurement mechanisms that support phased rollout.
• 
  Copilot Studio agents (agentic AI) delivery + governance
  coordination
• 
  Plan and coordinate development of Copilot Studio agents,
  including environment setup, release sequencing (dev/test/prod), and access
  controls consistent with Power Platform governance practices described in City
  materials.
• 
  Coordinate required governance controls for agents (e.g.,
  data policies/DLP via Power Platform admin center) and ensure these are
  incorporated into delivery plans and release gates.
• 
  Where required, build or co-build basic Copilot Studio agent
  prototypes to validate patterns, connectors/knowledge sources, and operational
  readiness.

GitHub Copilot rollout

• 
  Lead the technical aspects of the enterprise roll-out
  for GitHub Copilot as part of the broader AI enablement portfolio
  (planning, onboarding, training, adoption tracking), consistent with prior City
  roadmap references to Copilot for GitHub.
• 
  Work with engineering/security stakeholders to ensure
  enterprise governance aligns with documented enterprise policy controls for
  GitHub Copilot.
• 
  Security, privacy, IM, and compliance delivery gates
• 
  Maintain and drive 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.
• 
  Coordinate with security and compliance stakeholders on
  controls such as plugin posture and governance expectations noted in risk
  documentation.
• 
  Coordinate with TCS/CISO in establishment and execution of a
  Purview compliance ownership/operating model referenced as a Copilot
  implementation deliverable.
• 
  Reporting, stakeholder management, and delivery
  transparency
• 
  Produce concise delivery reporting (status, risks,
  dependencies, decisions) to program leadership and senior stakeholders and
  manage escalations through structured options.
• 
  Grounded in the City’s existing rollout/operating model
  approach across AI enablement.
• 
  Ensures project deliverables meet clients’ business
  requirements on time, scope and budget, with a focus on cost-effectiveness,
  efficiencies and compliance with OPS project management methodologies and
  frameworks.
• 
  Resolves resourcing and inter-personal conflicts, negotiates
  changes to resourcing, ensures knowledge is shared among team members such as
  project objectives and deliverables are met.
• 
  Proactively identifies potential risk events and issues
  before they occur so that proper mitigating strategies can be developed.
• 
  Uses appropriate strategies and actions to overcome
  resistance to change and capitalize on forces in support of change during all
  stages of projects - concept, definition, planning, implementation and
  close-out.
• 
  Articulates and prioritizes issues and risks at senior
  executive levels and recommends mitigation strategies for decision makers

Requirements