Senior It Program Director Modernization

Workplace Safety and Insurance Board (WSIB)

Lead technology modernization at WSIB as an IT Project Director, guiding complex portfolios across applications, infrastructure, data, and cybersecurity.This 12-month temporary individual contributor role reports to the Senior Director, IT Portfolio & Project Management. You will translate a five-year technology heatmap and remediation roadmap into executable projects. Success requires senior program leadership, dependency management, governance, and stakeholder alignment.Key Responsibilities:
Lead concurrent technical projects across multiple technology domainsTranslate modernization priorities into sequenced delivery plansManage dependencies, risks, issues, constraints, and competing prioritiesProvide governance, reporting, escalation, and senior leadership communicationCoordinate technical resources and address delivery constraintsRequirements:
Seven to ten-plus years of senior project management experienceExperience leading complex, interconnected technology initiativesExperience delivering applications, infrastructure, data, or cybersecurity projectsExperience managing significant budgets, ideally five million dollars or moreUniversity degree or equivalent relevant experience;
PMP certification is anassetBring technology delivery, governance, and modernization leadership to WSIB’s complex multi-year remediation portfolio.
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