About the job You are as unique as your background, experience and point of view.

Here, youll be encouraged, empowered and challenged to be your best self.

You''ll work with dynamic colleagues - experts in their fields - who are eager to share their knowledge with you.

Your leaders will inspire and help you reach your potential and soar to new heights.

Every day, you''ll have new and exciting opportunities to make life brighter for our Clients - who are at the heart of everything we do.

Discover how you can make a difference in the lives of individuals, families and communities around the world.

The Opportunity Lead a transformational technology organization powering health and benefits experiences for millions.

As the Assistant Vice-President (AVP), Technology Lead, you will own one of the largest Canadian technology portfolios for health benefits claims adjudication/processing, virtual health, and online pharmacy systems.

You will lead a + person technology professional organization including 5 Directors across multiple high-performing squads in a matrixed environment.

This is your chance to shape strategy, drive modernization, and build a world-class engineering culture that balances breakthrough innovation with operational excellence.

You''ll partner with executives across Architecture, Product, Operations, and Business to define the future of our health technology platforms including mission-critical mainframe systems to cutting-edge digital experienceswhile managing complex vendor ecosystems and driving sustainable delivery practices.

This role is highly visible, mission-critical to the core business, strategically influential, and demands a leader who thrives in complexity.

Why This Role Matters You''ll lead a strategic inflection point for health benefits claims and on-line health technology organization.

Leading one of Canadas largest insurance technology portfolios and + technology professionals, you have the scale, resources, and mandate to drive meaningful modernization while serving millions of members.





This is a high-visibility opportunity to influence enterprise technology strategy, build a best-in-class engineering culture, and deliver business impact in a complex, mission-critical environment.

What You''ll Own Technology Strategy & Modernization Leadership Define and communicate a compelling technology vision that bridges near-term delivery with long-term platform modernization across health benefits claims, adjudication systems, online health platforms, and core systems of record.

Lead evolution of Sun Life''s health technology ecosystemmaking bold build vs. buy vs. partner decisions in an extremely large technology portfolio Champion modern engineering practices, technology standards, and architectural excellence while actively managing technical debt in complex, non-greenfield environments Partner with Business, Architecture, and Enterprise Technology leaders to design resilient, scalable platforms that deliver exceptional member and sponsor experiences Delivery Excellence at Scale Accountable for end-to-end delivery across multiple agile squads at varying maturity levelsdriving velocity, quality, and reliability improvements Manage relationships with system integrators and vendors, holding partners accountable for outcomes and knowledge transfer Serve as the primary escalation point for critical platform and delivery issues in a mission-critical environment Transform delivery metrics into actionable insights and drive continuous improvement People Leadership & Culture Building Lead, mentor, and develop + technology professionals across 5 Director level reports and cross-functional teams Foster a collaborative, inclusive,



execution-focused culture rooted in psychological safety and continuous learning Design high-performing team structures aligned with business outcomes and technical excellence Build and retain technical talent through coaching, career development, and hands-on leadership Financial & Strategic Vendor Management Own platform budgeting, cost optimization, and capitalization decisions Manage strategic vendor and SI relationships to maximize delivery quality and ROI Drive alignment between IT spend and business value delivery Governance & Risk Management Establish governance that accelerates delivery while meeting regulatory and security requirements Ensure platform stability, security, and effective incident/change management for mission-critical systems Partner with Operations on disaster recovery and business continuity for enablement platforms Who You Are Experience & Expertise 10+ years in senior technology leadership roles for very large technology portfolios, with proven success delivering complex, mission-critical systems at enterprise scale Deep expertise with Mainframe environments and their integration with modern and digital business-critical systems Track record modernizing and enabling health benefits claims / health technology platforms.

Strong financial acumencomfortable managing large budgets, vendor portfolios, and ROI optimization - Demonstrated ability to lead technology teams through transformation while maintaining operational excellence Technical Credibility & Mindset Strong technical foundation with the credibility to challenge architecture, delivery practices, CI/CD, and engineering approaches Builder mentalityequally focused on fixing legacy systems, scaling capabilities, and enabling teams Decisive leader comfortable making clear decisions amid ambiguity and complexity Pragmatic, outcomes-driven thinker who balances innovation with stability Team-oriented leader who rebuilds trust, drives momentum, and fosters transparency Education Bachelor''s degree in Computer Science, Engineering, or related field (MBA or advanced degree is an asset) Experience in regulated health, insurance or financial services is valuable

📌 Assistant Vice-President, Technology Lead, Health (Toronto)
🏢 S.i. Systems
📍 Toronto