Director Enterprise Systems Transformation

Lead enterprise systems transformation at HSB Canada in Toronto, using Guidewire expertise and strategic data leadership within a hybrid work model.As Director, Enterprise Systems Transformation, you will shape HSB Canada's multi-year systems, data, and digital agenda. Partner with the CEO and Executive Leadership Team while guiding core insurance platforms, digital capabilities, and responsible AI. Your leadership will connect architecture, delivery, governance, change management, and operational execution.Key Responsibilities:
Define integrated multi-year transformation strategy and roadmapsLead portfolio governance, budgets, dependencies, risks, and executive reportingDirect Guidewire architecture, integrations, releases, and lifecycle managementDeliver ClaimCenter transformation while maintaining service continuityBuild multidisciplinary teams and establish delivery accountabilitiesRequirements:
University education or equivalent professional experienceEight to twelve years in business, technology, or product rolesExperience in insurance or broader financial servicesStructured problem solving and strong analytical capabilityClear executive communication and multi-workstream leadershipShape HSB Canada's enterprise transformation through Guidewire leadership, portfolio governance, data strategy, and executive partnership in Toronto.
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