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We are seeking a highly accomplished, delivery-focused Senior Program Manager (IT) to drive large-scale, complex, multi-year technology programs. In this role, you will provide strategic oversight, robust governance, and end-to-end delivery execution across multiple concurrent projects, business units, and vendor networks. You will be responsible for defining program visions, optimizing multi-million dollar budgets, and mitigating systemic delivery risks to ensure that solutions align seamlessly with enterprise architecture standards and deliver concrete business value. Location: Toronto, ON (Hybrid - 3 days onsite / 2 days remote; subject to change to full-time onsite) Duration: 6-month contract
Job Responsibility
Strategic Program Roadmapping: Define the overarching vision, scope, objectives, and key performance indicators (KPIs) for multi-year technology initiatives, balancing resource capacities, technology transformations, and financial caps
Governance Framework Engineering: Establish and enforce comprehensive program governance structures, including executive decision-making forums, operational steering hierarchies, and transparent status reporting matrices
End-to-End Delivery Leadership: Oversee the structural planning, daily execution, proactive milestone monitoring, and formal closure of all sub-projects and program work packages
Financial & Procurement Management: Author and manage multi-year program budgets, forecasts, and capital investment proposals. Drive downstream procurement tracks, contract negotiations, and vendor statement of work (SOW) compliance
Risk & Change Governance: Identify, log, and neutralize enterprise-level delivery risks, dependencies, and complex bottlenecks. Lead scope change-control workflows and clear technical escalation pathways
Executive Stakeholder Management: Serve as the primary delivery liaison to senior executives, business champions, and technical leadership groups to negotiate acceptable solutions across competing priorities
Team Development & Culture: Provide coaching, mentorship, and clear technical direction to Project Managers, Business Analysts, and Engineering leads, fostering a culture of psychological safety, accountability, and delivery excellence
Requirements
8+ years of dedicated professional experience managing massive IT project/program portfolios, with a proven track record of: Developing and executing complex, multi-year program roadmaps
Directing the end-to-end lifecycle planning and closure of cross-functional program components
Building robust corporate governance models, reporting frameworks, and performance structures
Deep operational knowledge across Agile (Scrum/SAFe), traditional Waterfall, and hybrid software delivery models
Sound conceptual understanding of enterprise-level computing setups, systems integration protocols, cloud technologies, and modern cybersecurity baselines
Elite interpersonal and verbal/written communication skills, with a demonstrated ability to steer multi-stakeholder workshops and align vendor partners
Bachelor's degree in Computer Science, Information Technology, Business Administration, or a related field (or an equivalent combination of education and experience)
Professional designations such as PgMP, PMP, PMI-ACP, PROSCI Change Management, ITIL, or SAFe certifications are highly advantageous
Prior experience steering large-scale initiatives within the public sector or a municipal environment is a definite asset
Nice to have
Professional designations such as PgMP, PMP, PMI-ACP, PROSCI Change Management, ITIL, or SAFe certifications are highly advantageous
Prior experience steering large-scale initiatives within the public sector or a municipal environment is a definite asset
What we offer
High-Impact Enterprise Influence: Command total technical and operational governance over an influential, multi-year technological modernization portfolio
Complex Stakeholder Scope: Broaden your professional profile by managing high-stakes interdependencies across executive groups, engineering teams, and prominent third-party vendors
End-to-End Delivery Autonomy: Own the complete strategic playbook—from initial roadmapping, resource optimization, and financial controls up to live system deployment and change adoption
Predictable Hybrid Framework: Benefit from a structured, collaborative weekly routine split between downtown team collaboration and remote work flexibility