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Senior Information Technology Program Manager

Flexstaf I.T. Inc.about 22 hours ago
Hybrid
Toronto, Ontario, Canada
Senior Level
CONTRACTOR

About the role

Position: Senior Program Manager

Requisition Number: RQ00200 Start Date: June 15th, 2026 End Date: December 14th, 2026 Location: Toronto Work Schedule: Hybrid Work Model: 3 days onsite / 2 days remote (eventually onsite 5 days a week)

MANDATORY SKILLS

Bachelor's degree in Computer Science, Information Technology, Business Administration, or equivalent experience. 8+ years of progressive experience in IT project/program management. Experience in Agile, Waterfall, and hybrid delivery methodologies. Strong understanding of enterprise IT systems, system integration, cloud technologies, cybersecurity, and solution delivery. Advanced skills in program planning, financial management, risk management, and governance. Demonstrated ability to manage vendors, contracts, and third-party delivery partners. Exceptional communication, negotiation, and relationship-building skills. Ability to liaise with IT.

Position Overview

The Senior Program Manager (IT) is responsible for leading large‑scale, complex, multi-year technology programs that span business areas, delivery teams, and vendor partners. This role provides strategic oversight, governance, and end-to-end delivery leadership to ensure programs meet business objectives, align with enterprise architecture standards, and deliver measurable value. The Senior Program Manager drives collaboration across cross-functional teams, manages risks and financials, and ensures solutions are delivered on time, within scope, and within budget.

Key Responsibilities

Program Leadership & Strategy

Define program vision, scope, objectives, and success measures in alignment with enterprise and business strategies. Develop multi-year program roadmaps, integrating business priorities, technology strategy, budget constraints, and resource capacities. Provide leadership across multiple concurrent projects, ensuring cohesive and coordinated delivery.

Governance & Stakeholder Management

Establish program governance, including decision-making forums, reporting structures, and performance metrics. Lead communication with senior executives, business partners, and technical leadership to ensure alignment and transparency. Manage competing priorities and negotiate acceptable solutions across stakeholder groups.

Program Delivery & Execution

Oversee end-to-end planning, execution, monitoring, and closure of program components. Drive program status reporting, including progress, risks, issues, dependencies, and budget health. Ensure quality assurance practices, architectural alignment, and adherence to IT policies and standards.

Financial & Resource Management

Develop and manage multi‑year program budgets, forecasts, and investment proposals. Allocate and optimize resources across project teams, vendor partners, and shared services. Oversee procurement activities, contracts, and vendor performance.

Risk & Issue Management

Identify, document, and mitigate program risks and issues throughout the delivery lifecycle. Lead escalation management, cross-team dependency resolution, and scope change control. Implement best practices focused on proactive risk detection, transparent reporting, and strong program control frameworks.

Leadership & Team Development

Provide coaching, guidance, and direction to project managers, business analysts, technical leads, and delivery teams. Foster a culture of collaboration, accountability, and continuous improvement. Champion diversity, inclusion, psychological safety, and high-performance team principles.

Qualifications

Education & Experience Bachelor's degree in Computer Science, Information Technology, Business Administration, or equivalent experience. 8+ years of progressive experience in IT project/program management, including leadership of large, complex, multi-stakeholder initiatives. Experience in Agile, Waterfall, and hybrid delivery methodologies.

Technical & Professional Skills

Strong understanding of enterprise IT systems, system integration, cloud technologies, cybersecurity, and solution delivery. Advanced skills in program planning, financial management, risk management, and governance. Demonstrated ability to manage vendors, contracts, and third-party delivery partners. Exceptional communication, negotiation, and relationship‑building skills.

Preferred Certifications

PMP, PgMP, or PMI-ACP PROSCI Change Management ITIL Agile/Scrum certifications (e.g., CSM, SAFe)

Key Competencies

Strategic Thinking Leadership & Influence Stakeholder Engagement Decision Making Change Leadership Problem Solving Financial Acumen Delivery Excellence

Required

Bachelor's degree in Computer Science, Information Technology, Business Administration, or equivalent experience. 8+ years of progressive experience in IT project/program management. Experience in Agile, Waterfall, and hybrid delivery methodologies. Strong understanding of enterprise IT systems, system integration, cloud technologies, cybersecurity, and solution delivery. Advanced skills in program planning, financial management, risk management, and governance. Demonstrated ability to manage vendors, contracts, and third-party delivery partners. Exceptional communication, negotiation, and relationship-building skills. Ability to liaise with IT.

About Flexstaf I.T. Inc.

IT Services and IT Consulting
11-50 employees

Flexstaf IT is an Approved Vendor for The Ministry of Government Services, Task-Based Information and Information Technology (I&IT) Services - VOR # OSS-00430429. FlexStaf I.T. is a Canadian-based organization specializing in providing various organizations across all industries with the best qualified I.T. personnel for short or long-term contract assignments, permanent placement positions, or fully managed end-to-end I.T. project solutions. Specialized I.T. professionals include resources skilled in Application Development, Infrastructure Support, Business Analysis, Quality Assurance, Management and Senior Executive level, from all I.T. technical domains.

With 17 years of I.T. Sales Management and Recruitment experience, our management team's strength includes the instinct to deliver professional candidates to respective employers efficiently, effectively, and most importantly, successfully ensuring complete satisfaction.

We are a 100% Canadian Firm with the ability to support Security Screening, Privacy & Compliance requirements, including Enhanced Reliability and Secret Clearance screening.

"Flexible people, delivering flexible solutions"​

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