Senior IT Project Manager (12 month temporary), Toronto

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.

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.

Salary Grade Grade N08: $106,400.00– $133,000.00

This is a 12‑month temporary opportunity.

Job Summary We are seeking a results‑driven Senior IT Project Manager who thrives in complex, cross‑team environments and understands that success is measured not only by delivery, but also by operational readiness, supportability, and governance discipline. You will partner with service delivery, engineering, security, architecture, release/change teams, and vendors to deliver solutions that are production‑ready and sustainably supported. The role is part of a purpose‑driven public sector agency dedicated to making Ontario workplaces safer while helping people recover and return to work following an injury or illness.

Major Duties&Responsibilities

Lead complex technology projects from concept to implementation.

Identify and mitigate risks to ensure business continuity and keep stakeholders informed.

Conduct feasibility studies (CBA/ROI) and manage project budgets.

Drive end‑to‑end supportability, stability, and compliance before go‑live.

Develop support models, including runbooks, escalation paths, and transition plans.

Oversee monitoring, incident response, and access control delivery.

Navigate structured governance, architecture, and security reviews.

Translate compliance requirements into actionable delivery plans and tracked artifacts.

Maintain decision logs and scope boundaries to ensure project control.

Manage dependencies and accountability across non‑reporting teams and vendors.

Oversee environment readiness, QA coordination, and cutover sequencing.

Align integrated plans with resource capacity and release calendars.

Maintain rigorous project hygiene using RAID logs, status reporting, and intake tools.

Ensure all artifacts are auditable, centralized, and ready for leadership review.

Proactively identify resource gaps and communicate delivery trade‑offs.

Job Requirements

10+ years of project management experience leading complex, high‑profile IT projects and programs.

Project Management Professional (PMP) designation is a strong asset.

Experience delivering IT Risk, Security, or Compliance‑related initiatives is a strong asset.

Proven track record delivering projects that require coordination across multiple technical and operational teams.

Experience operating in a governance‑heavy environment with architecture/security review expectations and formal assessment processes, producing and managing delivery artifacts.

Strong stakeholder management skills with the ability to influence without direct authority.

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.

Job Type and Work Arrangement This role requires the successful applicant to commit to an in‑office work arrangement up to 5 days a week beginning in 2026.

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