Assistant Vice-President, Technology Lead, Health

You are as unique as your background, experience and point of view. Here, you’ll 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. At Sun Life, we're driven by our Purpose: helping our Clients achieve lifetime financial security and live healthier lives. Our values shape how we work: caring, authentic, bold, inspiring, and impactful.When you join Sun Life, you'll work with passionate colleagues and empowering leaders who support your growth and celebrate your contributions, so you can make a meaningful difference in our Clients' lives.Discover how you can make a difference in the lives of individuals, families and communities around the world.Job Description:The OpportunityLead a transformational technology organization powering health and benefits experiences for millions. As the Assistant Vice-President (AVP), Technology Lead, you will own one of Sun Life Canada’s largest technology portfolios for health benefits claims adjudication/processing, virtual health, and online pharmacy systems.You will lead a 250+ 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 Sun Life's health technology platforms including mission-critical mainframe systems to cutting-edge digital experiences—while managing complex vendor ecosystems and driving sustainable delivery practices.This role is highly visible, mission-critical to Sun Life Canada’s core business, strategically influential, and demands a leader who thrives in complexity.Why This Role MattersYou'll lead a strategic inflection point for Sun Life's health benefits claims and on-line health technology organization. Leading one of Sun Life Canada’s largest technology portfolios and 250+ 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 OwnTechnology Strategy & Modernization LeadershipDefine 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 ecosystem—making bold build vs. buy vs. partner decisions in an extremely large technology portfolioChampion modern engineering practices, technology standards, and architectural excellence while actively managing technical debt in complex, non-greenfield environmentsPartner with Business, Architecture, and Enterprise Technology leaders to design resilient, scalable platforms that deliver exceptional member and sponsor experiencesDelivery Excellence at ScaleAccountable for end-to-end delivery across multiple agile squads at varying maturity levels—driving velocity, quality, and reliability improvementsManage relationships with system integrators and vendors, holding partners accountable for outcomes and knowledge transferServe as the primary escalation point for critical platform and delivery issues in a mission-critical environmentTransform delivery metrics into actionable insights and drive continuous improvementPeople Leadership & Culture BuildingLead, mentor, and develop 250+ technology professionals across 5 Director level reports and cross-functional teamsFoster a collaborative, inclusive, execution-focused culture rooted in psychological safety and continuous learningDesign high-performing team structures aligned with business outcomes and technical excellenceBuild and retain technical talent through coaching, career development, and hands-on leadershipFinancial & Strategic Vendor ManagementOwn platform budgeting, cost optimization, and capitalization decisionsManage strategic vendor and SI relationships to maximize delivery quality and ROIDrive alignment between IT spend and business value deliveryGovernance & Risk ManagementEstablish governance that accelerates delivery while meeting regulatory and security requirementsEnsure platform stability, security, and effective incident/change management for mission-critical systemsPartner with Operations on disaster recovery and business continuity for enablement platformsWho You AreExperience & Expertise10+ years in senior technology leadership roles for very large technology portfolios, with proven success delivering complex, mission-critical systems at enterprise scaleDeep expertise with Mainframe environments and their integration with modern and digital business-critical systemsTrack record modernizing and enabling health benefits claims / health technology platforms.Strong financial acumen—comfortable managing large budgets, vendor portfolios, and ROI optimization - Demonstrated ability to lead technology teams through transformation while maintaining operational excellenceTechnical Credibility & MindsetStrong technical foundation with the credibility to challenge architecture, delivery practices, CI/CD, and engineering approachesBuilder mentality—equally focused on fixing legacy systems, scaling capabilities, and enabling teamsDecisive leader comfortable making clear decisions amid ambiguity and complexityPragmatic, outcomes-driven thinker who balances innovation with stabilityCollaborative leader who rebuilds trust, drives momentum, and fosters transparencyEducationBachelor'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 valuableAs this position is posted in several locations, we specify that bilingualism (French, English, both oral and written) is required for Quebec only as the position includes managing both French and English-speaking staff (Quebec and outside Quebec) and providing daily support to the team.What’s in it for you?Great Place to Work Certified for Most Trusted Executive Team in Canada – 2025, 2024 and 2023Great Place to Work Certified for Best Workplaces in Canada - 2025Canada Order of Excellence for Mental Health at Work certification from Excellence Canada. Sun Life is one of only four companies in Canada to ever receive this certification – 2024Top Work Places for Remote Work – Monster Canada - 2024Great Place to Work Certified for Best Workplaces in Canada – 2024 and 2022Great Place to Work Certified for Best Workplaces for Women in Canada - 2024Flexible hybrid work model. #LI-HybridPension, stock and savings programs to help build and enhance your future financial securityWork and professional development that is united by our Purpose: to help Clients and Employees achieve lifetime financial security and live healthier livesA friendly, collaborative and inclusive cultureBe part of our continuous improvement journey in developing the next greatest digital enterprise experience.Competitive salary and bonus structure influenced by market range dataThe opportunity to move along a variety of career paths with amazing networking potentialThe Base Pay range is for the primary location for which the job is posted. It may vary depending on the work location of the successful candidate or other factors. In addition to Base Pay, eligible Sun Life employees participate in various incentive plans, payment under which is discretionary and subject to individual and company performance. Certain sales focused roles have sales incentive plans based on individual or group sales results. Diversity and inclusion have always been at the core of our values at Sun Life. A diverse workforce with wide perspectives and creative ideas benefits our Clients, the communities where we operate and all of us as colleagues. We welcome applications from qualified individuals from all backgrounds.Persons with disabilities who need accommodation in the application process, or those needing job postings in an alternative format, may e-mail a request to View email address on click.appcast.io are proud to be a hybrid organization that offers our employees the choice and flexibility to work from both the office and virtually based on the needs of the business, our Clients and you.We may use artificial intelligence to support candidate sourcing, screening, interview scheduling. We thank all applicants for showing an interest in this position. Only those selected for an interview will be contacted.Salary Range:145,000/145 000 - 235,000/235 000Job Category:Project Management - SystemsPosting End Date:04/09/2026SummaryLocation: Waterloo, Ontario; Toronto, Ontario; Montreal, QuebecType: Full time