Senior Technology Delivery Lead – Disability Insurance product/platform Modernization - 7008 Senior Technology Delivery Lead – Disability Insurance product/platform Modernization - 7008
Duration: 12 Months
Overview:
This role will be responsible for overseeing the full delivery lifecycle of the transformation program, working closely with senior business and technology stakeholders in a highly matrixed environment. The ideal candidate brings strong delivery leadership, experience in insurance and/or disability products, and a background in technology execution at scale.
Key Responsibilities
Lead the delivery of a multi-year modernization initiative for the Disability business.
Claims and case management
Policy administration
Member management
Billing and payments
Serve as the technology sponsor, working closely with the SVP and AVP of Disability.
Partner with business and technology teams to define and implement the migration strategy from legacy to future state.
Drive stakeholder alignment, influence change, and serve as a thought leader in both business and technical conversations.
Manage cross-functional delivery teams, including external vendors and offshore resources.
Oversee program governance, delivery roadmaps, and detailed implementation planning.
Ensure disciplined budget management, scope control, and delivery accountability.
Collaborate with architecture, security, and infrastructure teams to ensure alignment with enterprise standards.
Lead risk mitigation planning, quality assurance, and post-implementation reviews.
Qualifications
10+ years of experience in technology senior leadership.
Proven success delivering large-scale transformation programs, ideally in the insurance or financial services industry.
Deep understanding of technology delivery models and program management frameworks.
Familiarity with insurance platforms; experience with Fineos or Majesco is a strong asset.




Demonstrated ability to operate in matrixed technical environments with multiple stakeholder groups.
Background in software development or architecture is preferred.
Exceptional communication skills and ability to present complex ideas to business and technical stakeholders.
Robust leadership and team management skills; able to drive delivery while fostering collaboration.
Experience managing vendor relationships, offshoring strategies, and third-party system integration.
Ability to work effectively with diverse teams and personalities, adapting management styles to achieve mutually beneficial outcomes.
Track record of managing budgets and delivering within defined scope and timelines.
Senior Technology Delivery Lead – Disability Insurance product/platform Modernization - 7008
Duration: 12 Months
Location : Toronto (Hybrid, 3x/week)
Overview:
This role will be responsible for overseeing the full delivery lifecycle of the transformation program, working closely with senior business and technology stakeholders in a highly matrixed environment. The ideal candidate brings strong delivery leadership, experience in insurance and/or disability products, and a background in technology execution at scale.
Key Responsibilities
Lead the delivery of a multi-year modernization initiative for the Disability business.
Consolidate legacy systems into a single core platform, encompassing:
Claims and case management
Policy administration
Member management
Billing and payments
Serve as the technology sponsor, working closely with the SVP and AVP of Disability.




Partner with business and technology teams to define and implement the migration strategy from legacy to future state.
Drive stakeholder alignment, influence change, and serve as a thought leader in both business and technical conversations.
Manage cross-functional delivery teams, including external vendors and offshore resources.
Oversee program governance, delivery roadmaps, and detailed implementation planning.
Ensure disciplined budget management, scope control, and delivery accountability.
Collaborate with architecture, security, and infrastructure teams to ensure alignment with enterprise standards.
Lead risk mitigation planning, quality assurance, and post-implementation reviews.
Qualifications
10+ years of experience in technology senior leadership.
Proven success delivering large-scale transformation programs, ideally in the insurance or financial services industry.
Deep understanding of technology delivery models and program management frameworks.
Familiarity with insurance platforms; experience with Fineos or Majesco is a strong asset.
Demonstrated ability to operate in matrixed technical environments with multiple stakeholder groups.
Background in software development or architecture is preferred.
Exceptional communication skills and ability to present complex ideas to business and technical stakeholders.
Strong leadership and team management skills; able to drive delivery while fostering collaboration.
Experience managing vendor relationships, offshoring strategies, and third-party system integration.
Ability to work effectively with diverse teams and personalities, adapting management styles to achieve mutually beneficial outcomes.
Track record of managing budgets and delivering within defined scope and timelines.
Disclaimer:
AI may be used in evaluating candidates.
This posting is for an existing vacancy.
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📌 Senior Technology Delivery Lead – Disability Insurance product/platform Modernization - 7008 (Ontario)
🏢 S.i. Systems
📍 Ontario