Head of Strategic Project Management Office

The Ontario Securities Commission (OSC) is the statutory body responsible for regulating Ontarios capital markets in accordance with the mandate established in the provincial Securities Act and the Commodity Futures Act. The mandate of the OSC is to provide protection to investors from unfair improper or fraudulent practices to foster fair efficient and competitive capital markets and confidence in the capital markets to foster capital formation and to contribute to the stability of the financial system and the reduction of systemic risk. This mandate is performed through policy operational and enforcement activities. The OSC also contributes to national and global securities regulation development.

We offer a diverse fair and flexible work environment and take pride in our challenging and rewarding work.

Strategy Planning & Framework Development
Design build and evolve the enterprise PMO including recruitment and team build-out
Define the vision priorities and roadmap for the PMO ensuring alignment with the OSCs strategic plan and incorporating input from key stakeholders

Develop and implement enterprise project management frameworks standards and methodologies in collaboration with IT Finance HR Policy and Risk teams
Lead change management and drive adoption of PMO tools and best practices across the organization
Foster a culture of continuous improvement in project delivery
Strengthen planning discipline across the organization improving the quality consistency and completeness of project plans

Project and Portfolio Management
Establish and oversee project delivery governance ensuring clear objectives accountabilities budgets KPIs and risk management practices
Lead portfolio planning and prioritization to align resources with strategic priorities
Implement and manage project reporting for leadership and the Board including regular updates and insights
Develop frameworks for resource management financial oversight risk/issue

management and decision-making
Oversee end-to-end portfolio delivery identifying dependencies constraints and mitigation strategies
Design and implement consistent processes for project intake business case development and approvals
Ensure adherence to scope budget schedule and quality standards across all initiatives
Provide oversight and guidance on project plans documentation and execution
Lead post-implementation reviews and embed lessons learned to support continuous improvement

Establish and maintain a centralized reliable view of the project portfolio including projects resources dependencies and financials to support transparency and decision-making

Cross-Functional Leadership & Stakeholder Engagement
Partner closely with executive leadership and stakeholders to build trust embed the PMO function within the broader business and ensure alignment on priorities delivery and decision-making
Collaborate with Finance IT and HR to implement integrated fit-for-purpose project management practices

Facilitate effective communication between project teams and senior stakeholders to enable informed timely decision-making
Engage with external stakeholders (e.g. CSA Secretariat other jurisdictions) on portfolio delivery and governance
Lead coach and develop PMO staff fostering a high-performing and collaborative team environment

Risk Management & Quality Assurance
Establish and implement a project risk framework aligned with enterprise risk management
Monitor manage and report on project risks ensuring timely and effective mitigation
Define quality standards and oversee project audits and post-implementation reviews
Monitor PMO performance and drive continuous improvement in effectiveness and efficiency

Budgeting & Resource Allocation
Develop and oversee the PMO budget ensuring effective allocation of resources
Partner with Finance to establish processes for tracking project financials and supporting business cases
Design and implement resource planning approaches to support portfolio delivery

Department Management Team Leadership & Administration
Lead the PMO including hiring resource planning and team development
Oversee day-to-day PMO operations including budget vendors contracts and reporting
Set and manage annual and long-term PMO priorities
Allocate and manage resources across projects adjusting to evolving business needs
Lead performance management coaching and development of team members

The Head of the Strategic Project Management Office (Head) is a seasoned project delivery leader with a proven track record of building operationalizing and leading fit-for-purpose Project Management Offices (PMOs) with complex enterprise-wide project portfolios within regulated or similarly complex environments. The ideal candidate brings deep expertise in designing governance frameworks and processes that enable disciplined transparent and outcomes-driven execution.

They bring a combination of vision and delivery expertise with strong capability across core project management disciplines including portfolio governance PPM tool implementation resource planning financial oversight and risk management. The Head operates seamlessly across both strategic and hands-on execution translating direction into clear actionable outcomes supported by strong communication and presentation skills for executive audiences.
A credible relationship builder and experienced people leader this individual leads with integrity taking a collaborative consensus-driven approach to change engaging stakeholders thoughtfully building alignment and fostering shared ownership rather than driving outcomes unilaterally. A pragmatic proactive and results-oriented operator the Head brings sound judgment and strong problem solving capabilities with the ability to navigate complexity and drive a measured pace of change.

Key Qualifications

Technical Skills and Experience
10 years of proven experience leading and delivering project portfolios
Demonstrated ability to build structure and operationalize a Project Management Office (PMO) from the ground up including day-to-day execution
Experience applying AI-enabled approaches to develop optimize and standardize project management frameworks and delivery processes
Proven experience in resource management project financials outcomes and risk management
Experience providing direct performance feedback and mentorship to build high-functioning teams
Nuanced understanding of financial markets
Experience operating in a policy-driven regulatory or public sector environment is considered an asset
Experience scaling PMO or project delivery capabilities in evolving or complex environments
Expert knowledge in project management methodologies principles frameworks and best practices
Personal Attributes
Proactive and practical mindset with the ability to translate best practices into tailored frameworks and processes
Exceptional stakeholder management communication and interpersonal skills
Strong relationship builder with a collaborative and consensus-driven approach to change
High integrity with a leadership style grounded in influence rather than authority
Proven problem-solving sound judgement and decision-making capabilities
Excellent people leadership and team management skills
Executive presence with the ability to present effectively to boards executives and external stakeholders
Strong focus on execution quality and timelines with the ability to prioritize and deliver in a dynamic high-pressure environment
Strong analytical and critical thinking skills with a proactive and results-oriented mindset

Education/Certifications
Undergraduate or higher degree in project management business administration IT or related discipline or equivalent
PMP or equivalent

The OSC is partnering with Massey Henry in the recruitment for this position please apply directly to Massey Henry at your career and make a difference working at the OSC.

* OSC Employees: please apply in Workday using the Browse Jobs feature within your Jobs Hub *

We thank all applicants for their interest in the Ontario Securities Commission. We will contact those selected for an interview.

The OSC is committed to diversity and providing an inclusive workplace and providing accommodation in accordance with the Accessibility for Ontarians with Disabilities Act and the Human Rights Code. It is our priority to ensure employment opportunities are visible and barrier-free to all under-represented groups including but not limited to Indigenous Black and racialized groups people with disabilities women and people from the 2SLGBTQI community to achieve an employee demographic profile reflective of the demographic profile of Ontarians.

The OSC is a proud partner with the following organizations: Ascend Canada BlackNorth Initiative Canadian Centre for Diversity and Inclusion and Pride at Work Canada

If you require an accommodationduringthe recruitment process please let us know by contacting our confidential inbox .

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