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 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.

Salary Grade: N08        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; 
• Developing portfolio managed protocols; 
• 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; 
• Managing standard change management practices; 
• 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 realization; 
• Ensuring support protocols and appropriate standards and best practices; 
• Advising on portfolio interrelationships supporting priority and resource allocation decisions; 
• Promoting continuous improvement through lessons learned and facilitating recommendations.

Implement project portfolio dashboards, scorecards and reports:

• Creation and generation of IT scorecards; 
• Providing recommendations for dashboards, scorecard reporting; 
• Planning for the 3-to-5 years ahead, consistent with the IT roadmap.

Proving advice on IT initiatives that are of a sensitive nature (for example, IT outsourcing) as assigned:

• Ensuring adherence to processes and governance in terms of time, cost and benefits; 
• Managing end-to-end portfolio scope, resources, budget and deliverables; 
• Facilitating and managing meetings.

What You'll Bring:

We're looking for a strategic and analytical professional who can combine financial expertise, portfolio management knowledge, and stakeholder collaboration to drive informed technology investment decisions.

• 8 to 10 years of progressive experience in portfolio management, financial analysis, business case development, project management, or a related discipline.
• CPA designation is a strong asset.
• A university degree in Accounting, Finance, Business, Information Technology, or a related field
• Experience supporting large, complex projects or portfolios within a technology or business environment.
• Strong analytical, financial modelling, reporting, and stakeholder management capabilities.
• The ability to translate complex data into meaningful insights and recommendations for senior leaders.
• Project Management Professional (PMP) certification or equivalent is an asset.
• Experience with portfolio governance, benefits realization, business case evaluation, and technology investment management.

Our commitment to equity, diversity and inclusion

We respect and value the diversity of our people. We strive to create an environment where employees can be themselves and where our differences are celebrated. We value and celebrate diversity and are committed to creating inclusive experiences for both our employees and prospective employees. We invite all interested individuals to apply. If you require accommodations in order to apply to this position please contact [email protected].  If you are invited to participate in the interview or assessment process, you can advise our Recruiter of your accommodation needs at that time. Please visit our EDI Vision to learn more about what actions WSIB are taking to advance our commitment to equity, diversity and inclusion and to support all employees participating and contributing to their full potential

Disclosing conflicts of interest

As public servants, employees at the WSIB have a responsibility to act in an ethical way at all times to create a respectful workplace and maintain public trust. Job applicants are required to disclose any circumstance that could result in a real, potential or perceived conflict of interest. A conflict of interest is any situation where your private interests may impair or be perceived to impair the decisions you make in your official capacity. This may include: political activity, directorship, other outside employment and certain personal relationships (e.g. with current WSIB employees, customers and/or stakeholders). If you have any questions about conflict of interest obligations and/or how to make a disclosure, please contact the Talent Acquisition Centre at [email protected].

Privacy information

We collect personal information from your resume, application, cover letter and references under the authority of the Workplace Safety and Insurance Act, 1997. The Talent Acquisition Centre and WSIB hiring parties will used this information to assess/validate your qualifications, determine if you meet the requirements of vacant positions and/or gather information relevant for recruitment purposes. If you have questions or concerns regarding the collection and use of your personal information, please contact the WSIB's Privacy Office at [email protected]. The Privacy Office cannot provide information about the status of your application.

As a precondition of employment, the WSIB requires that prospective candidates undergo a criminal records name check any time before or after they are hired.

To apply for this position, please submit your application by the closing date.