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Randstad Logo Randstad · IT - Software Development

Senior Project Manager/Leader

Canada, Toronto · Job Posted June 11, 2026
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Job Description

We are seeking a highly accomplished Senior Project Manager/Leader for an enterprise-level contract opportunity based in Toronto. In this role, you will take on a premier leadership capacity within the IT project delivery stream, specializing in planning, directing, and executing complex, mission-critical technology initiatives and business transformations. As a principal project leader, you will bridge the gap between complex software engineering frameworks and corporate business strategies. Operating entirely onsite, you will direct cross-functional delivery teams, oversee large project budgets, manage high-profile vendor relationships, and navigate integrated cloud and web-service implementations. This role is designed for a senior delivery expert who can champion structured agile frameworks, align projects with rigorous public sector standards, and ensure high-quality software solutions are delivered seamlessly to end-users.

Job Responsibility

  • End-to-End Project Execution: Lead the planning, scoping, and on-time delivery of high-profile IT initiatives, ensuring alignment with defined scope, timeframes, and quality metrics
  • Requirements & Schedule Engineering: Gather and develop multi-workstream requirements to formulate detailed integrated project plans, critical path timelines, and resource schedules
  • Agile Framework Orchestration: Guide iterative software development cycles, managing product backlogs, running sprint planning, tracking team velocity, and coordinating retrospectives
  • Budgetary & Fiscal Oversight: Manage complex project budgets across multiple funding channels, overseeing precise financial estimations, risk contingencies, and regular cost reconciliation
  • Cross-Functional Team Leadership: Mobilize, coordinate, and mentor diverse technical squads composed of business analysts, architects, developers, and testing specialists, clarifying performance expectations
  • Integrated Change Control: Evaluate inbound technical change requests, run variance analyses, adjust dependencies, and present impact reports to formal Change Control Boards
  • Risk & Issue Mitigation: Proactively identify project dependencies, construct robust risk-mitigation registers, and communicate status barriers clearly to executive stakeholders
  • Strategic Business Transformation: Design comprehensive business adoption plans and organizational frameworks to overcome resistance to change across all lifecycle stages
  • Knowledge Optimization: Author and compile exhaustive knowledge-transfer documentation to ensure seamless platform handovers and sustainable operational continuity
  • Governance & Standards Compliance: Promote strict compliance with established corporate I&IT standards, methodology frameworks, and digital health accessibility guidelines

Requirements

  • 10+ years of progressive project management experience leading and planning complex, mission-critical initiatives involving business transformation and the deployment of web, cloud, and API-based solutions
  • 10+ years of deep experience managing the Software Development Life Cycle (SDLC) across Waterfall, DevOps, Agile, or Iterative environments
  • 7+ years of hands-on experience running Agile development practices, including sprint planning, velocity tracking, and backlog management (active Scrum Master certification is highly preferred)
  • Advanced experience utilizing specialized tracking software, including Jira, Microsoft Azure DevOps, MS Project, or Planview
  • Project Management Professional (PMP) designation is highly desired
  • 10+ years of foundational experience working with teams building full-stack Java or Microsoft .NET web applications and cloud-hosted microservices
  • Practical familiarity with containerized deployments and cloud tools (such as MS Azure, OpenShift, Kubernetes, Docker, IBM Cloud Pak, or web application servers)
  • 7+ years of dedicated experience working with public-sector healthcare providers, holding working knowledge of digital health data standards (such as HL7 FHIR) and privacy legislation (PHIPA / FIPPA)
  • Solid understanding of public sector enterprise architecture processes, gating models, and structured systems development methodologies
  • Outstanding verbal and written communication skills, with a track record of facilitating JAD sessions, presenting dashboards, and reporting to senior executive levels
  • Elite interpersonal and negotiation skills, with a proven ability to manage resource constraints, build consensus, and drive negotiations to positive outcomes
  • Superior troubleshooting, critical thinking, and decision-making capabilities applied to complex project timelines and budget variables
  • Must hold a recent Criminal Record and Judicial Matters Check (CRJMC) or equivalent security clearance certificate to work within governed public environments
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