×
Register Here to Apply for Jobs or Post Jobs. X

Senior Technology Delivery Lead – Disability Insurance product​/platform Modernization

Job in Toronto, Ontario, C6A, Canada
Listing for: S I Systems
Full Time position
Listed on 2026-09-24
Job specializations:
  • IT/Tech
    IT Project Manager, IT Consultant
Salary/Wage Range or Industry Benchmark: 140000 - 190000 CAD Yearly CAD 140000.00 190000.00 YEAR
Job Description & How to Apply Below
Position: Senior Technology Delivery Lead – Disability Insurance product/platform Modernization - 7008

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.
  • 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.

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…
Position Requirements
10+ Years work experience
To View & Apply for jobs on this site that accept applications from your location or country, tap the button below to make a Search.
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)
0
200
Filters
Education Level
Experience Level (years)
Posted in last:
Salary