We are looking for an experienced Project Manager to lead large-scale technology initiatives within the financial services sector in Toronto, Ontario. This Long-term Contract position will oversee complex modernization and data security programs, bringing structure to enterprise-wide planning, governance, and execution. The successful candidate will work closely with technology, security, architecture, risk, and business leaders to guide delivery, manage competing priorities, and support informed decision-making across multiple workstreams.<br><br>Responsibilities:<br>• Direct the full lifecycle delivery of a large modernization program affecting a broad portfolio of applications, ensuring risks tied to end-of-life technologies are addressed through coordinated remediation plans.<br>• Lead discovery activities to assess current environments, business impact, technical dependencies, control considerations, and areas requiring risk mitigation.<br>• Collaborate with architecture, engineering, security, and business stakeholders to shape practical paths forward, including refactoring, migration, retirement, or replacement approaches.<br>• Prepare options analyses, effort and cost estimates, risk evaluations, and executive-ready recommendations to support governance forums and key decisions.<br>• Build and maintain a structured waterfall-based delivery roadmap with defined milestones, dependency management, phased remediation sequencing, and implementation cutover planning.<br>• Oversee several concurrent project streams, ensuring each remains aligned with broader program goals, timelines, quality expectations, and regulatory considerations.<br>• Lead planning and execution for an enterprise data security initiative, including requirements definition, solution assessment, implementation preparation, and organizational rollout.<br>• Monitor project governance through status reporting, steering committee updates, issue escalation, and clear communication of impacts, constraints, and recommended actions.<br>• Coordinate cross-functional working sessions to manage interdependencies, resolve delivery challenges, and balance resource demands across technology and business teams.

• 10+ years of experience managing complex, enterprise-level technology projects in a Project Manager or Senior Consultant capacity.<br>• Demonstrated success delivering waterfall or hybrid delivery programs that require thorough upfront analysis, formal governance, and structured execution.<br>• Proven ability to lead multiple modernization, remediation, or application transformation workstreams at the same time.<br>• Experience partnering with cross-functional groups such as IT, Security, Risk, Compliance, Architecture, and business leadership.<br>• Strong background in technology refactoring, platform migration, application rationalization, or similar enterprise change initiatives.<br>• Excellent communication skills with the ability to present options, risks, and recommendations clearly to senior executives and stakeholders.<br>• Experience working in financial services or another highly regulated environment is strongly preferred.<br>• Familiarity with data governance, information security, privacy requirements, and tools or environments supporting enterprise project delivery is considered an asset.

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