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Senior Project Manager/Leader

Canada, Toronto · Job Posted June 09, 2026
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Job Description

We are seeking a highly accomplished, strategic, and results-driven Senior Project Manager/Leader for an enterprise-level contract opportunity. In this role, you will take complete ownership of the planning, development, and delivery of high-impact technical initiatives in a highly regulated environment. As a senior leader, you will act as a critical bridge between business strategy and technical execution, orchestrating cross-functional teams to translate complex requirements into actionable product roadmaps. This position demands an expert who thrives under tight deadlines and high-pressure situations, managing multi-year, multi-million dollar budgets while maintaining alignment among diverse stakeholder groups.

Job Responsibility

  • End-to-End Project Governance: Lead the comprehensive planning, execution, and delivery of multi-phase technology projects, ensuring milestones are achieved within scope, on schedule, and on budget.
  • Roadmap & Lifecycle Execution: Define, prioritize, and manage strategic product roadmaps, detailing feature releases, application enhancements, and long-term delivery visions.
  • Cross-Functional Orchestration: Coordinate and guide technical and business project streams, facilitating unified collaboration among development teams, architects, and business stakeholders.
  • Proactive Risk Mitigation: Identify, assess, and mitigate project risks and bottlenecks to safeguard timelines, protect budgets, and ensure alignment with enterprise standards.
  • Financial & Budgetary Control: Manage multi-million dollar, multi-year project budgets, performing continuous financial tracking, scope control, and cost assessments.
  • Compliance & Documentation: Lead the creation of critical project documentation, including comprehensive business cases, Threat Risk Assessments (TRA), and Privacy Impact Assessments (PIA).
  • Agile Artifact Generation: Formulate standard Agile delivery artifacts such as release plans, epics, features, prioritized user stories, and backlog schedules.
  • Stakeholder Facilitation: Manage executive stakeholder communication, leading regular status updates and feedback sessions to maintain transparency across the project lifecycle.
  • Team Mentorship: Provide ongoing technical guidance, mentorship, and support to junior team members, fostering knowledge sharing and professional growth within an Agile framework.

Requirements

  • Transformational Leadership: Extensive hands-on experience successfully managing complex, multi-phase technology projects within highly regulated or public sector environments.
  • Financial & Scale Mastery: Proven track record of direct accountability over multi-year, multi-million dollar project budgets and multi-stakeholder engagements.
  • Risk & Scope Engineering: Elite capability in identifying structural project risks, establishing contingency plans, and executing strict scope controls under high-pressure conditions.
  • Communication Excellence: Outstanding written and verbal communication skills, with a demonstrated ability to influence decision-makers and lead multidisciplinary teams.
  • Lifecycle Management Tooling: High proficiency tracking project backlogs, sprints, and lifecycles using tools like Jira, Azure DevOps, Microsoft Project, or Kanban boards.
  • Agile & Collaboration Expertise: Strong background in formulating Agile requirements and utilizing collaborative software (Miro, Confluence, Teams, Office 365).
  • Compliance Assessments: Demonstrated experience developing enterprise-level privacy, security, and financial documentation (such as PIAs, TRAs, and Requests for Service).
  • Framework Familiarity: Solid understanding of public sector governance frameworks, formal PMO stage-gate procedures, and ITIL processes (incident, release, and support management).
  • Cloud Platform Awareness: Basic foundational knowledge of cloud environments, preferably the Microsoft Azure platform.

What we offer

  • Scale & Scope
  • Technical Breadth
  • Strategic Leadership
  • Contract Stability: Establish a long-term professional footprint with a solid 12-month foundational contract and strong extension prospects.
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