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We are looking for a Director, Technology Delivery – Finance & Actuarial to lead technology delivery across our Finance and Actuarial portfolio.

This is a leadership role spanning technology strategy, portfolio delivery, modernisation, operations and people. The Director will partner with business and technology leaders to shape multi-year technology roadmaps, deliver complex change and ensure the portfolio remains secure, resilient and positioned to support evolving business priorities.

The successful candidate will bring strong technology leadership, strategic thinking and delivery experience, with the ability to connect business priorities, technology direction and execution. They will operate effectively at both the strategic and delivery levels, build strong teams and partnerships, and bring clarity and accountability to a complex portfolio.

What you will do

- Lead technology delivery across the Finance and Actuarial portfolio, ensuring investment and delivery align with business priorities and strategic outcomes.
- Partner with Finance and Actuarial leaders to translate business strategy into multi-year technology roadmaps, investment priorities and executable plans.
- Help shape and execute the technology strategy for the portfolio, aligned with enterprise architecture and broader technology priorities.
- Provide technology leadership across complex initiatives, from strategy, architecture and solution design through implementation, transition and ongoing operations.
- Lead cross-functional teams spanning architecture, engineering, data, integration, security, operations and programme delivery.
- Provide clear leadership across scope, funding, sequencing, dependencies,



technology risk and delivery trade-offs.
- Drive portfolio modernisation, reducing legacy complexity and technical debt while improving resilience, scalability and maintainability.
- Ensure technology solutions are secure, sustainable and aligned with enterprise architecture, engineering, security and regulatory standards.
- Build strong relationships across business and technology teams to manage dependencies and deliver integrated outcomes.
- Lead strategic vendor and technology partner relationships, ensuring clear accountability for outcomes, quality, value and delivery commitments.
- Drive portfolio planning and prioritisation, balancing transformation investment with modernisation, technical health, regulatory requirements and operational priorities.
- Use portfolio, delivery and operational metrics to understand performance, identify opportunities and drive continuous improvement.
- Build and develop high-performing teams, growing technical capability, developing future leaders and creating a culture of accountability, collaboration and continuous improvement.
- Provide senior leaders with clear visibility into portfolio health, investment requirements, key decisions, risks and outcomes.

What you will bring

- Post-secondary education in computer science, engineering, business or a related discipline,



or an equivalent combination of education and experience.
- Significant progressive experience in technology leadership and delivery, including leading and developing high-performing teams.
- Demonstrated experience developing and executing technology strategies and multi-year roadmaps.
- Solid delivery leadership, with the ability to translate business priorities into technology outcomes and drive complex initiatives through to delivery.
- Experience leading complex initiatives across applications, data, integration, security and technology infrastructure.
- Strong business, technical and architectural judgement, with the ability to balance strategic direction with pragmatic delivery decisions.
- Demonstrated ability to build trusted relationships, influence across organisational boundaries and solve complex business problems through technology.
- Experience with portfolio planning, investment prioritisation, financial management and vendor management.
- Ability to navigate ambiguity, challenge existing approaches and make pragmatic decisions that balance business outcomes, risk, cost, quality and speed.
- Strong communication and influencing skills, with the ability to make complex technology topics understandable to both technical and non-technical audiences.
- A bias for action, curiosity and critical thinking, with the ability to adapt as business and technology priorities evolve.
- A growth mindset and commitment to continuous learning and improvement.

What will set you apart

- Experience leading large-scale enterprise transformation programmes involving significant business, process and technology change.

📌 Director, Technology Delivery (Toronto)
🏢 Canada Life Group
📍 Toronto