About the Workplace Safety and Insurance Board (WSIB)

We're here to help. When an injury or illness happens on the job, we move quickly to provide wage-loss benefits, medical coverage and support to help people get back to work. Funded by businesses, we also provide no-fault collective liability insurance and access to industry-specific health and safety information. We are one of the largest insurance organizations in North America covering over five million people in more than 300,000 workplaces across Ontario. For more information, visit wsib.ca.

At the WSIB, you'll have the opportunity to:

- explore many career paths and follow your passion
- continuously learn and grow professionally
- be recognized for the great work you do
- participate in programs that support your health and wellbeing

You'll also receive a market-competitive salary and may be eligible to participate in our health and dental plan.

This role requires the successful applicant to commit to an in-office work arrangement up to 5 days a week beginning in 2027.

From: $106,400.00 To: $133,000.00

This is a temporary (12 month) position.

As the IT Portfolio Manager - Financial Analysis, you will play a key role in helping WSIB maximize the value of its technology investments. You will provide advisory support across all aspects of the IT portfolio, ensuring projects are effectively governed, financially managed, and aligned with strategic business objectives. By leveraging financial analysis, business case development, benefits realization, and portfolio governance practices, you will help drive informed decision-making, operational efficiency, and continuous improvement across the IT organization.



Working closely with area leaders and stakeholders, you will support the evaluation and prioritization of technology investments, ensuring initiatives deliver measurable business outcomes and contribute to WSIB's long-term strategic goals.

On a practical level, you would:

- Provide financial analysis and management recommendations, helping to demonstrate the value of IT investments and support investment approval decisions.
- Conduct in-depth analysis to influence senior leadership and drive data-driven, evidence-based decisions within IT.
- Collaborate with industry leaders (e.g., Gartner and Forrester) to develop organizational best practices that support optimal business outcomes.
- Perform cost-benefit analyses and ROI assessments to evaluate project feasibility.
- Support business planning by developing effective prioritization frameworks based on KPIs and benefits realization tracking.
- Assist with financial forecasting, reporting, budgeting, and financial analysis using Microsoft Office applications, including Project, advanced Excel, PowerPoint, and SharePoint.

Major Responsibilities:

IT portfolio advisor for oversight on governance, risk management, reporting, communication strategies, including, but not limited to:





- Guiding portfolio through development and maturity phases;
- Benchmarking dependencies within assigned portfolios related to IT roadmap;
- Coordinating with internal teams for portfolio health check assessments;
- Engaging stakeholders within dependent disciplines, such as; Contract Management, Quality Management, Procurement, and Legal;
- Championing innovative and value-add solutions for portfolio deliverables;
- Developing communication vehicles for executive management teams including risk assessment, dependencies, corporate goal alignment and budget

Assess IT portfolio viability within appropriate timelines and interdependencies, including, but not limited to:

- Assessing initiative proposals and business cases;
- Advising on requirement gathering consolidations
- Creating executive management reports for portfolio risks, budget, monthly status, recommendations, health checks;
- Designing and managing communication plans and strategies;
- Monitoring and advising on portfolio health check assessments;

Contribute to the development of portfolio artifacts for terms of reference, concept documents, business cases, including, but not limited to:

- Promoting integrity of portfolio processes with the PMO;
- Advising PMO statuses, as required;
- Recommending changes and improvements to portfolio processes and methodologies.

Facilitate the IT intake process including:

- Facilitating meetings for new requests
- Forecasting resources
- Developing and supporting reporting and monitoring tools.

Support Manager, Planning Management:

- Providing advice and guidance for portfolio governance and benefits

📌 IT Portfolio Manager (Toronto)
🏢 Workplace Safety and Insurance Board (WSIB)
📍 Toronto