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About the Role

The Director, Technology Lead is a portfolio-level technology leader responsible for enabling high-quality delivery, engineering excellence, and operational reliability within a defined product or capability area. This role focuses on shaping and translating strategic technology and business direction into executable plans with a 1-2 year horizon, playing a hands-on leadership role across delivery teams.

Responsibilities

• Translate and help shape enterprise and technology strategy into actionable plans for the assigned portfolio.
• Partner with Business Leads, Architecture, Engineering and Enterprise IT to develop domain level roadmaps and support OKR achievement.
• Promote adoption of engineering best practices, contributing to decisions on build vs. buy vs. borrow within defined boundaries.
• Ensure solutions support reusability, scalability, security, and maintainability, escalating major architectural trade-offs.
• Identify and manage technical debt within the portfolio and support planning for higher quality digital experiences.
• Lead end to end delivery for the portfolio, ensuring velocity, quality, reliability, and alignment with enterprise standards and controls.
• Oversee delivery team performance and vendor execution at the portfolio level.
• Track delivery metrics, identify bottlenecks, and implement productivity improvements.
• Serve as the first line of escalation for delivery issues.
• Coach teams for continuous improvement and agile maturity.
• Lead and mentor managers, team leads, and senior engineers, fostering a culture of collaboration, inclusivity, and continuous improvement.
• Partner with Chapter Leaders and Business Leads to support staffing decisions, workforce planning, and role design within the portfolio.
• Coach teams on engineering discipline, agile practices, and high-quality delivery execution.
• Support portfolio level budget planning, cost tracking, and capitalization, operating within the financial guardrails set by the AVP.
• Manage day-to-day vendor selection and relationships, delivery oversight, and performance management, including contract negotiations, drafting SLAs, pricing and invoice payments.
• Identify opportunities to optimize all technology spend including vendors and reinvest in productivity or modernization initiatives.
• Ensure operational stability, currency, and security for systems and applications within the portfolio.
• Support governance processes that help ensure delivery discipline, compliance, and risk mitigation.
• Partner with Application Operations to ensure effective incident management, change management, and disaster recovery preparedness.
• Build strong relationships with Product, Operations, Client Experience, Architecture, and Business partners.
• Communicate delivery status, risks, and dependencies across the portfolio, enabling transparency and alignment.
• Represent the portfolio in cross functional forums, sharing insights and reinforcing technology best practices.
• Execute technology strategy within the defined portfolio to achieve shared outcomes.
• Maintain and deliver portfolio roadmaps, domain OKRs, and initiative sequencing.
• Drive day-to-day technology execution, ensuring on time, high-quality delivery.
• Monitor delivery metrics and implement team level productivity improvements.
• Manage portfolio level budgets and vendor performance.
• Build and sustain a high performing, engaged, inclusive team environment.

Requirements

• Bachelor’s degree in Computer Science, Engineering, or related field (advanced degrees an asset).
• 10+ years of experience in technology leadership roles within delivery or engineering.
• Demonstrated success delivering complex systems in a fast paced, continuous delivery environment.
• Experience leading technical teams and developing engineering talent.
• Strong understanding of delivery governance, agile practices, and operational excellence.
• Financial services or digital product experience preferred.
• Collaborative and transparent; values trust, openness, and continuous learning.
• Strong coaching mindset with the ability to develop teams and individuals.
• Bias toward action, problem-solving, and experimentation.
• Committed to engineering excellence and challenging the status quo constructively.
• Pragmatic decision-maker who balances speed with technical soundness.

Skills

• Technology Strategy Execution
• Product Delivery & Execution
• People Leadership & Talent Development
• Financial & Vendor Management
• Operational Excellence & Risk Management
• Cross Functional Collaboration & Stakeholder Engagement
• Agile practices
• Engineering excellence
• Continuous delivery

Location

• Hybrid

Work Type

• Hybrid

Experience Level

• 10+ years of experience in technology leadership roles

Education Level

• Bachelor’s degree in Computer Science, Engineering, or related field

Salary/Compensations

• 125,000 - 195,000

Benefits

• Sabbatical Program (up to 6 weeks off every five years)
• Care Days
• Sick Days

About the Company

• Sun Life is driven by its Purpose: helping Clients achieve lifetime financial security and live healthier lives.
• Values: caring, authentic, bold, inspiring, and impactful.
• Ranked among the top 100 most sustainable global corporations by Corporate Knights for the 15th consecutive year.
• Listed on the 2024 Best Workplaces in Canada list by Great Place to Work.
• Listed as one of the Best Workplaces for Women and Best Workplaces with Most Trusted Executive Teams.
• A hybrid organization offering flexibility to work from both the office and virtually.

Equal Opportunity

• 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 thebrightside@sunlife.com.